What is the best way to travel from Chicago to San Diego?
Looking for a trip? Compare all the available Flights and Buses for the journey to San Diego from Chicago. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach San Diego from Chicago?
You can get to San Diego with just $110 by taking a Flight from Frontier Airlines, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/16/2026 9:56:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 4h 36m
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United Airlines4h 27m07:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/16/2026 9:32:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 4h 27m
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Frontier Airlines27h 19m03:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:49 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 3:30:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 4:49:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 27h 19m
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Allegiant Air26h 19m04:30 PMChicago Midway AirportChicago Midway Airport4:49 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Allegiant Air goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/16/2026 4:30:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 4:49:00 PM. 50 Economy ticket for $318 per person are available. Travel duration is 26h 19m
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American Airlines10h 45m011:35 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:20 PMSan Diego AirportSan Diego Airport0EconomyA Flight from American Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 11:35:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/16/2026 8:20:00 PM. 50 Economy ticket for $347 per person are available. Travel duration is 10h 45m
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United Airlines10h 20m012:40 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:00 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 12:40:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/16/2026 9:00:00 PM. 50 Economy ticket for $376 per person are available. Travel duration is 10h 20m
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FlixBus61h 40m011:55 PMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 11:35:00 AM. 50 Economy ticket for $168 per person are available. Travel duration is 61h 40m
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Greyhound US54h 25m01:20 PMChicago95th Red Line Station5:45 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/18/2026 5:45:00 PM. 50 Economy ticket for $169 per person are available. Travel duration is 54h 25m
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FlixBus62h 0m011:55 PMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 11:55:00 PM to Seaport Village, San Diego (USA) arriving at 10/19/2026 11:55:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 62h 0m
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FlixBus50h 50m011:05 AMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 11:05:00 AM to Seaport Village, San Diego (USA) arriving at 10/18/2026 11:55:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 50h 50m
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Greyhound US58h 55m01:20 PMChicago95th Red Line Station10:15 PMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 1:20:00 PM to Seaport Village, San Diego (USA) arriving at 10/18/2026 10:15:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 58h 55m
Cheapest Flights Friday
Cheapest Buses Friday
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Frontier Airlines11h 28m06:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:58 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 6:30:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 3:58:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 11h 28m
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United Airlines4h 30m04:10 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:40 PMSan Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 4:10:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 6:40:00 PM. 50 Economy ticket for $115 per person are available. Travel duration is 4h 30m
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 9:56:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 4h 36m
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Volaris12h 39m01:49 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:28 AMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 1:49:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/18/2026 12:28:00 AM. 50 Economy ticket for $158 per person are available. Travel duration is 12h 39m
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Viva Aerobus43h 45m02:40 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:25 AMTijuana AirportTijuana Airport0EconomyA Flight from Viva Aerobus goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 2:40:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/19/2026 8:25:00 AM. 50 Economy ticket for $242 per person are available. Travel duration is 43h 45m
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JetBlue Airways16h 5m08:04 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:09 AMSan Diego AirportSan Diego Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 8:04:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 10/18/2026 10:09:00 AM. 50 Economy ticket for $298 per person are available. Travel duration is 16h 5m
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Greyhound US57h 30m010:15 AMChicagoCanal & Van Buren5:45 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 10/17/2026 10:15:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 5:45:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 57h 30m
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FlixBus50h 50m011:05 AMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/17/2026 11:05:00 AM to Seaport Village, San Diego (USA) arriving at 10/19/2026 11:55:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 50h 50m
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Greyhound US62h 0m010:15 AMChicagoCanal & Van Buren10:15 PMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 10/17/2026 10:15:00 AM to Seaport Village, San Diego (USA) arriving at 10/19/2026 10:15:00 PM. 50 Economy ticket for $162 per person are available. Travel duration is 62h 0m
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FlixBus61h 5m012:40 AMChicago95th Red Line Station11:45 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/17/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 11:45:00 AM. 50 Economy ticket for $163 per person are available. Travel duration is 61h 5m
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FlixBus50h 30m011:05 AMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/17/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 11:35:00 AM. 50 Economy ticket for $164 per person are available. Travel duration is 50h 30m
Cheapest Flights Saturday
Cheapest Buses Saturday
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FlixBus61h 40m011:55 PMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:35:00 AM. 50 Economy ticket for $155 per person are available. Travel duration is 61h 40m
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FlixBus62h 0m011:55 PMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 11:55:00 PM to Seaport Village, San Diego (USA) arriving at 10/21/2026 11:55:00 AM. 50 Economy ticket for $155 per person are available. Travel duration is 62h 0m
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FlixBus69h 10m011:55 PMChicago95th Red Line Station7:05 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 7:05:00 PM. 50 Economy ticket for $156 per person are available. Travel duration is 69h 10m
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Greyhound US49h 30m012:25 PMChicagoDowntown Bus Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/18/2026 12:25:00 PM to Seaport Village, San Diego (USA) arriving at 10/20/2026 11:55:00 AM. 50 Economy ticket for $163 per person are available. Travel duration is 49h 30m
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Greyhound US54h 25m01:20 PMChicago95th Red Line Station5:45 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/20/2026 5:45:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 54h 25m
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Alaska Airlines4h 36m07:20 AMChicago Midway AirportChicago Midway Airport9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/18/2026 9:56:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 4h 36m
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/18/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/18/2026 9:56:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 4h 36m
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Frontier Airlines32h 52m06:24 AMChicago Midway AirportChicago Midway Airport1:16 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 6:24:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/19/2026 1:16:00 PM. 50 Economy ticket for $255 per person are available. Travel duration is 32h 52m
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Frontier Airlines39h 25m06:24 AMChicago Midway AirportChicago Midway Airport7:49 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 6:24:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/19/2026 7:49:00 PM. 50 Economy ticket for $257 per person are available. Travel duration is 39h 25m
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Volaris29h 51m08:23 PMChicago Midway AirportChicago Midway Airport12:14 AMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 8:23:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/20/2026 12:14:00 AM. 50 Economy ticket for $280 per person are available. Travel duration is 29h 51m
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Volaris28h 16m08:23 PMChicago Midway AirportChicago Midway Airport10:39 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 8:23:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/19/2026 10:39:00 PM. 50 Economy ticket for $295 per person are available. Travel duration is 28h 16m
Cheapest Buses Sunday
Cheapest Flights Sunday
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FlixBus61h 5m012:40 AMChicago95th Red Line Station11:45 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/19/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:45:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 61h 5m
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FlixBus50h 30m011:05 AMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/19/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:35:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 50h 30m
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Greyhound US49h 30m012:25 PMChicagoDowntown Bus Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/19/2026 12:25:00 PM to Seaport Village, San Diego (USA) arriving at 10/21/2026 11:55:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 49h 30m
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FlixBus69h 10m011:55 PMChicago95th Red Line Station7:05 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/19/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/22/2026 7:05:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 69h 10m
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Greyhound US49h 10m012:25 PMChicagoDowntown Bus Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/19/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:35:00 AM. 50 Economy ticket for $152 per person are available. Travel duration is 49h 10m
Cheapest Buses Monday
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Frontier Airlines11h 28m06:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:58 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 6:30:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/20/2026 3:58:00 PM. 50 Economy ticket for $110 per person are available. Travel duration is 11h 28m
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United Airlines4h 27m07:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/20/2026 9:32:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/20/2026 9:56:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 4h 36m
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United Airlines8h 0m06:07 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:07 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 6:07:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/20/2026 12:07:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 8h 0m
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United Airlines7h 55m07:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:55 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 7:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/20/2026 12:55:00 PM. 50 Economy ticket for $381 per person are available. Travel duration is 7h 55m
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United Airlines8h 8m02:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:38 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 2:30:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/20/2026 8:38:00 PM. 50 Economy ticket for $381 per person are available. Travel duration is 8h 8m
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Greyhound US49h 10m012:25 PMChicagoDowntown Bus Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/20/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/22/2026 11:35:00 AM. 50 Economy ticket for $156 per person are available. Travel duration is 49h 10m
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Greyhound US48h 50m012:25 PMChicagoDowntown Bus Station11:15 AMSan DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/20/2026 12:25:00 PM to La Jolla Village, San Diego (USA) arriving at 10/22/2026 11:15:00 AM. 50 Economy ticket for $156 per person are available. Travel duration is 48h 50m
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Greyhound US49h 30m012:25 PMChicagoDowntown Bus Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/20/2026 12:25:00 PM to Seaport Village, San Diego (USA) arriving at 10/22/2026 11:55:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 49h 30m
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FlixBus57h 15m011:05 AMChicago95th Red Line Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/20/2026 11:05:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 10/22/2026 6:20:00 PM. 50 Economy ticket for $216 per person are available. Travel duration is 57h 15m
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FlixBus74h 35m04:35 PMChicago95th Red Line Station5:10 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/20/2026 4:35:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/23/2026 5:10:00 PM. 50 Economy ticket for $237 per person are available. Travel duration is 74h 35m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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Greyhound US66h 40m011:45 PMChicago95th Red Line Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:45:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/24/2026 4:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 66h 40m
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FlixBus55h 20m011:05 AMChicago95th Red Line Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/23/2026 4:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 55h 20m
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Greyhound US62h 0m011:45 PMChicago95th Red Line Station11:45 AMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:45:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/24/2026 11:45:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 62h 0m
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Greyhound US60h 20m011:45 PMChicago95th Red Line Station10:05 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:45:00 PM to Seaport Village, San Diego (USA) arriving at 10/24/2026 10:05:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 60h 20m
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United Airlines8h 0m06:07 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:07 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 6:07:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 12:07:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 8h 0m
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United Airlines6h 15m08:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:55 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 8:40:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 12:55:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 6h 15m
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United Airlines7h 35m012:40 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:15 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 12:40:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 6:15:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 7h 35m
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United Airlines6h 18m04:20 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:38 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 4:20:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 8:38:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 6h 18m
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United Airlines8h 55m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:55 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 12:55:00 PM. 50 Economy ticket for $381 per person are available. Travel duration is 8h 55m
Cheapest Buses Wednesday
Cheapest Flights Wednesday
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Volaris13h 2m05:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:57 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 5:55:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/22/2026 4:57:00 PM. 50 Economy ticket for $156 per person are available. Travel duration is 13h 2m
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Viva Aerobus24h 26m01:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:56 PMTijuana AirportTijuana Airport0EconomyA Flight from Viva Aerobus goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 1:30:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/22/2026 11:56:00 PM. 50 Economy ticket for $330 per person are available. Travel duration is 24h 26m
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Aeroméxico11h 45m01:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:39 AMTijuana AirportTijuana Airport0EconomyA Flight from Aeroméxico goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 1:54:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/22/2026 11:39:00 AM. 50 Economy ticket for $356 per person are available. Travel duration is 11h 45m
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Frontier Airlines30h 30m07:44 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:14 AMTijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 7:44:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/24/2026 12:14:00 AM. 50 Economy ticket for $374 per person are available. Travel duration is 30h 30m
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Alaska Airlines20h 58m05:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:44 PMTijuana AirportTijuana Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 5:46:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/23/2026 12:44:00 PM. 50 Economy ticket for $661 per person are available. Travel duration is 20h 58m
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Greyhound US55h 55m012:25 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/22/2026 12:25:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $180 per person are available. Travel duration is 55h 55m
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FlixBus51h 15m05:05 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 10/22/2026 5:05:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $181 per person are available. Travel duration is 51h 15m
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Greyhound US58h 5m010:15 AMChicagoUnion Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 10/22/2026 10:15:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $181 per person are available. Travel duration is 58h 5m
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Greyhound US49h 35m012:25 PMChicagoDowntown Bus Station12:00 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/22/2026 12:25:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 12:00:00 PM. 50 Economy ticket for $191 per person are available. Travel duration is 49h 35m
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FlixBus57h 15m011:05 AMChicago95th Red Line Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/22/2026 11:05:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $219 per person are available. Travel duration is 57h 15m
Cheapest Flights Thursday
Cheapest Buses Thursday
What are the fastest trips from Chicago to San Diego?
You can get to San Diego from Chicago in just 4h 27m with a Flight from United Airlines. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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United Airlines4h 27m07:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/16/2026 9:32:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/16/2026 9:56:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 4h 36m
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United Airlines6h 48m03:50 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:38 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 3:50:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/16/2026 8:38:00 PM. 50 Economy ticket for $377 per person are available. Travel duration is 6h 48m
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United Airlines7h 25m03:35 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:00 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 3:35:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/16/2026 9:00:00 PM. 50 Economy ticket for $377 per person are available. Travel duration is 7h 25m
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United Airlines8h 8m02:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:38 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 2:30:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/16/2026 8:38:00 PM. 50 Economy ticket for $376 per person are available. Travel duration is 8h 8m
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United Airlines8h 28m02:32 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:00 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/16/2026 2:32:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/16/2026 9:00:00 PM. 50 Economy ticket for $376 per person are available. Travel duration is 8h 28m
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FlixBus50h 50m011:05 AMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 11:05:00 AM to Seaport Village, San Diego (USA) arriving at 10/18/2026 11:55:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 50h 50m
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Greyhound US54h 25m01:20 PMChicago95th Red Line Station5:45 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/18/2026 5:45:00 PM. 50 Economy ticket for $169 per person are available. Travel duration is 54h 25m
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Greyhound US58h 55m01:20 PMChicago95th Red Line Station10:15 PMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 1:20:00 PM to Seaport Village, San Diego (USA) arriving at 10/18/2026 10:15:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 58h 55m
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FlixBus61h 40m011:55 PMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 11:35:00 AM. 50 Economy ticket for $168 per person are available. Travel duration is 61h 40m
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FlixBus62h 0m011:55 PMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/16/2026 11:55:00 PM to Seaport Village, San Diego (USA) arriving at 10/19/2026 11:55:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 62h 0m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines4h 30m04:10 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:40 PMSan Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 4:10:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 6:40:00 PM. 50 Economy ticket for $115 per person are available. Travel duration is 4h 30m
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 9:56:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 4h 36m
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Frontier Airlines11h 28m06:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:58 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 6:30:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 3:58:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 11h 28m
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Aeroméxico11h 45m01:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:39 AMTijuana AirportTijuana Airport0EconomyA Flight from Aeroméxico goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 1:54:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/17/2026 11:39:00 AM. 50 Economy ticket for $369 per person are available. Travel duration is 11h 45m
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American Airlines12h 23m011:35 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:58 PMSan Diego AirportSan Diego Airport0EconomyA Flight from American Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 11:35:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/17/2026 9:58:00 PM. 50 Economy ticket for $347 per person are available. Travel duration is 12h 23m
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Volaris12h 39m01:49 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:28 AMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/17/2026 1:49:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/18/2026 12:28:00 AM. 50 Economy ticket for $158 per person are available. Travel duration is 12h 39m
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FlixBus50h 30m011:05 AMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/17/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 11:35:00 AM. 50 Economy ticket for $164 per person are available. Travel duration is 50h 30m
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FlixBus50h 50m011:05 AMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/17/2026 11:05:00 AM to Seaport Village, San Diego (USA) arriving at 10/19/2026 11:55:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 50h 50m
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Greyhound US57h 30m010:15 AMChicagoCanal & Van Buren5:45 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 10/17/2026 10:15:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 5:45:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 57h 30m
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FlixBus61h 5m012:40 AMChicago95th Red Line Station11:45 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/17/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/19/2026 11:45:00 AM. 50 Economy ticket for $163 per person are available. Travel duration is 61h 5m
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Greyhound US62h 0m010:15 AMChicagoCanal & Van Buren10:15 PMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 10/17/2026 10:15:00 AM to Seaport Village, San Diego (USA) arriving at 10/19/2026 10:15:00 PM. 50 Economy ticket for $162 per person are available. Travel duration is 62h 0m
Fastest Flights Saturday
Fastest Buses Saturday
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Alaska Airlines4h 36m07:20 AMChicago Midway AirportChicago Midway Airport9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/18/2026 9:56:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 4h 36m
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/18/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/18/2026 9:56:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 4h 36m
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Volaris23h 7m08:23 PMChicago Midway AirportChicago Midway Airport5:30 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 8:23:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/19/2026 5:30:00 PM. 50 Economy ticket for $299 per person are available. Travel duration is 23h 7m
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Frontier Airlines26h 29m06:24 AMChicago Midway AirportChicago Midway Airport6:53 AMTijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 6:24:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/19/2026 6:53:00 AM. 50 Economy ticket for $309 per person are available. Travel duration is 26h 29m
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Frontier Airlines27h 34m06:24 AMChicago Midway AirportChicago Midway Airport7:58 AMTijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 6:24:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/19/2026 7:58:00 AM. 50 Economy ticket for $317 per person are available. Travel duration is 27h 34m
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Volaris28h 16m08:23 PMChicago Midway AirportChicago Midway Airport10:39 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 10/18/2026 8:23:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/19/2026 10:39:00 PM. 50 Economy ticket for $295 per person are available. Travel duration is 28h 16m
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Greyhound US49h 30m012:25 PMChicagoDowntown Bus Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/18/2026 12:25:00 PM to Seaport Village, San Diego (USA) arriving at 10/20/2026 11:55:00 AM. 50 Economy ticket for $163 per person are available. Travel duration is 49h 30m
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Greyhound US54h 25m01:20 PMChicago95th Red Line Station5:45 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/20/2026 5:45:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 54h 25m
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FlixBus61h 40m011:55 PMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:35:00 AM. 50 Economy ticket for $155 per person are available. Travel duration is 61h 40m
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FlixBus62h 0m011:55 PMChicago95th Red Line Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 11:55:00 PM to Seaport Village, San Diego (USA) arriving at 10/21/2026 11:55:00 AM. 50 Economy ticket for $155 per person are available. Travel duration is 62h 0m
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FlixBus69h 10m011:55 PMChicago95th Red Line Station7:05 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/18/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 7:05:00 PM. 50 Economy ticket for $156 per person are available. Travel duration is 69h 10m
Fastest Flights Sunday
Fastest Buses Sunday
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Greyhound US49h 10m012:25 PMChicagoDowntown Bus Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/19/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:35:00 AM. 50 Economy ticket for $152 per person are available. Travel duration is 49h 10m
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Greyhound US49h 30m012:25 PMChicagoDowntown Bus Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/19/2026 12:25:00 PM to Seaport Village, San Diego (USA) arriving at 10/21/2026 11:55:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 49h 30m
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FlixBus50h 30m011:05 AMChicago95th Red Line Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/19/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:35:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 50h 30m
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FlixBus61h 5m012:40 AMChicago95th Red Line Station11:45 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/19/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/21/2026 11:45:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 61h 5m
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FlixBus69h 10m011:55 PMChicago95th Red Line Station7:05 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/19/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/22/2026 7:05:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 69h 10m
Fastest Buses Monday
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United Airlines4h 27m07:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/20/2026 9:32:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 36m07:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:56 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 7:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 10/20/2026 9:56:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 4h 36m
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United Airlines6h 15m08:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:55 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 8:40:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/20/2026 12:55:00 PM. 50 Economy ticket for $443 per person are available. Travel duration is 6h 15m
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United Airlines7h 35m012:40 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:15 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 12:40:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/20/2026 6:15:00 PM. 50 Economy ticket for $382 per person are available. Travel duration is 7h 35m
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United Airlines7h 55m07:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:55 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 7:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/20/2026 12:55:00 PM. 50 Economy ticket for $381 per person are available. Travel duration is 7h 55m
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United Airlines8h 0m06:07 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:07 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/20/2026 6:07:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/20/2026 12:07:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 8h 0m
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Greyhound US48h 50m012:25 PMChicagoDowntown Bus Station11:15 AMSan DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/20/2026 12:25:00 PM to La Jolla Village, San Diego (USA) arriving at 10/22/2026 11:15:00 AM. 50 Economy ticket for $156 per person are available. Travel duration is 48h 50m
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Greyhound US49h 10m012:25 PMChicagoDowntown Bus Station11:35 AMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/20/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/22/2026 11:35:00 AM. 50 Economy ticket for $156 per person are available. Travel duration is 49h 10m
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Greyhound US49h 30m012:25 PMChicagoDowntown Bus Station11:55 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/20/2026 12:25:00 PM to Seaport Village, San Diego (USA) arriving at 10/22/2026 11:55:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 49h 30m
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FlixBus57h 15m011:05 AMChicago95th Red Line Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/20/2026 11:05:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 10/22/2026 6:20:00 PM. 50 Economy ticket for $216 per person are available. Travel duration is 57h 15m
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FlixBus74h 35m04:35 PMChicago95th Red Line Station5:10 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/20/2026 4:35:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/23/2026 5:10:00 PM. 50 Economy ticket for $237 per person are available. Travel duration is 74h 35m
Fastest Flights Tuesday
Fastest Buses Tuesday
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United Airlines6h 15m08:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:55 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 8:40:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 12:55:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 6h 15m
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United Airlines6h 18m04:20 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:38 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 4:20:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 8:38:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 6h 18m
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United Airlines7h 35m012:40 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:15 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 12:40:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 6:15:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 7h 35m
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United Airlines8h 0m06:07 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:07 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 6:07:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 12:07:00 PM. 50 Economy ticket for $379 per person are available. Travel duration is 8h 0m
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United Airlines8h 55m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:55 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/21/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 10/21/2026 12:55:00 PM. 50 Economy ticket for $381 per person are available. Travel duration is 8h 55m
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FlixBus55h 20m011:05 AMChicago95th Red Line Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 10/23/2026 4:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 55h 20m
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Greyhound US60h 20m011:45 PMChicago95th Red Line Station10:05 AMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:45:00 PM to Seaport Village, San Diego (USA) arriving at 10/24/2026 10:05:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 60h 20m
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Greyhound US62h 0m011:45 PMChicago95th Red Line Station11:45 AMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:45:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/24/2026 11:45:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 62h 0m
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Greyhound US66h 40m011:45 PMChicago95th Red Line Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 10/21/2026 11:45:00 PM to Old Town Transit Center, San Diego (USA) arriving at 10/24/2026 4:25:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 66h 40m
Fastest Flights Wednesday
Fastest Buses Wednesday
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Aeroméxico11h 45m01:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:39 AMTijuana AirportTijuana Airport0EconomyA Flight from Aeroméxico goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 1:54:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/22/2026 11:39:00 AM. 50 Economy ticket for $356 per person are available. Travel duration is 11h 45m
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Volaris13h 2m05:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:57 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 5:55:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/22/2026 4:57:00 PM. 50 Economy ticket for $156 per person are available. Travel duration is 13h 2m
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Alaska Airlines20h 58m05:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:44 PMTijuana AirportTijuana Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 5:46:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/23/2026 12:44:00 PM. 50 Economy ticket for $661 per person are available. Travel duration is 20h 58m
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Viva Aerobus24h 26m01:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:56 PMTijuana AirportTijuana Airport0EconomyA Flight from Viva Aerobus goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 1:30:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/22/2026 11:56:00 PM. 50 Economy ticket for $330 per person are available. Travel duration is 24h 26m
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Frontier Airlines30h 30m07:44 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:14 AMTijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 10/22/2026 7:44:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 10/24/2026 12:14:00 AM. 50 Economy ticket for $374 per person are available. Travel duration is 30h 30m
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Greyhound US49h 35m012:25 PMChicagoDowntown Bus Station12:00 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/22/2026 12:25:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 12:00:00 PM. 50 Economy ticket for $191 per person are available. Travel duration is 49h 35m
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FlixBus51h 15m05:05 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 10/22/2026 5:05:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $181 per person are available. Travel duration is 51h 15m
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Greyhound US55h 55m012:25 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 10/22/2026 12:25:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $180 per person are available. Travel duration is 55h 55m
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FlixBus57h 15m011:05 AMChicago95th Red Line Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 10/22/2026 11:05:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $219 per person are available. Travel duration is 57h 15m
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Greyhound US58h 5m010:15 AMChicagoUnion Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 10/22/2026 10:15:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 10/24/2026 6:20:00 PM. 50 Economy ticket for $181 per person are available. Travel duration is 58h 5m
Fastest Flights Thursday
Fastest Buses Thursday
Here you will find all operators and timetables for a
Bus from Chicago to San Diego
What are the most popular stations in Chicago and San Diego?
In Chicago, you will usually depart from California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, while in San Diego you will be arriving at San Ysidro Transit Center, Old Town Transit Center or Santa Fe Depot, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to San Diego from Chicago? With 12 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Chicago and San Diego, you can pay as low as $110 with a Flight from Frontier Airlines.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from United Airlines: you will get to San Diego in just 4h 27m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Chicago and San Diego are United Airlines, FlixBus and Greyhound US, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Chicago and San Diego is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Cicero, IL or to San Diego Airport, and look at flights from Chicago Midway Airport, and landing at Tijuana Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from Chicago to San Diego?
The most popular companies between Chicago and San Diego, are United Airlines, FlixBus and Greyhound US. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: United Airlines, Frontier Airlines, Volaris and 7 more.
All you need to know when you travel from Chicago to San Diego
Check all information on comfort and services on all modes of transports from Chicago to San Diego. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Chicago to San Diego
How can I reach San Diego from Chicago?
Every day, there are on average 12 connections between Flight and Bus, with which you can get to San Diego from Chicago.
How far is San Diego from Chicago?
The distance between Chicago and San Diego is 1,730.9 miles.
What is the most ecofriendly mode of transport between Chicago and San Diego?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 75 kgs of CO2, a train 97 kgs, a car 474 kgs, and a flight 685 kgs.
What is the cheapest mode of transport from Chicago to San Diego?
You can get to San Diego with just $110 by taking a Flight from Frontier Airlines.
What is the fastest way to get from Chicago to San Diego?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to San Diego in just 4h 27m with a Flight from United Airlines.
More routes to Chicago and to San Diego
Looking for more options? Here you can see the most popular routes to Chicago and to San Diego. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Cincinnati to Chicago
- Cleveland to Chicago
- Columbus, OH to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Guadalajara, JC to Chicago
- Houston to Chicago
- Las Vegas to Chicago
- Los Angeles to Chicago
- McAllen, TX to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Nashville to Chicago
- New York to Chicago
- Phoenix, AZ to Chicago
- Pittsburgh to Chicago
- San Antonio, TX to Chicago
- San Luis Potosí to Chicago
- Toronto, ON to Chicago
- Trips to San Diego
- Bakersfield, CA to San Diego
- Cedar City, UT to San Diego
- Dallas to San Diego
- Denver to San Diego
- El Paso, TX to San Diego
- Las Vegas to San Diego
- Los Angeles to San Diego
- Mexico City to San Diego
- New York to San Diego
- Pasco, WA to San Diego
- Phoenix, AZ to San Diego
- Salt Lake City, UT to San Diego
- San Francisco to San Diego
- Seattle, WA to San Diego
- Tucson, AZ to San Diego
