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 $89 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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Frontier Airlines11h 10m02:41 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:51 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 2:41:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 11:51:00 PM. 50 Economy ticket for $119 per person are available. Travel duration is 11h 10m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 8:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 31m
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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 8/25/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 9:32:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 4h 27m
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JetBlue Airways10h 28m011:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center7:29 PMSan Diego AirportSan Diego Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 11:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 7:29:00 PM. 50 Economy ticket for $184 per person are available. Travel duration is 10h 28m
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American Airlines10h 54m011:30 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:24 PMSan Diego AirportSan Diego Airport0EconomyA Flight from American Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 11:30:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 8:24:00 PM. 50 Economy ticket for $363 per person are available. Travel duration is 10h 54m
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United Airlines8h 4m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/25/2026 12:04:00 PM. 50 Economy ticket for $439 per person are available. Travel duration is 8h 4m
Cheapest Flights Tuesday
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Frontier Airlines11h 10m02:41 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:51 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 2:41:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/26/2026 11:51:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 11h 10m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/26/2026 8:32:00 AM. 50 Economy ticket for $126 per person are available. Travel duration is 4h 31m
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Alaska Airlines4h 37m02:18 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:55 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 2:18:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/26/2026 4:55:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 4h 37m
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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 8/26/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/26/2026 9:32:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 4h 27m
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Volaris11h 47m02:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:40 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 2:53:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/26/2026 12:40:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 11h 47m
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Viva Aerobus8h 50m012:25 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center7:15 PMTijuana AirportTijuana Airport0EconomyA Flight from Viva Aerobus goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 12:25:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/26/2026 7:15:00 PM. 50 Economy ticket for $184 per person are available. Travel duration is 8h 50m
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Greyhound US54h 0m012:25 PMChicagoDowntown Bus Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/28/2026 4:25:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 54h 0m
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Greyhound US53h 30m012:25 PMChicagoDowntown Bus Station3:55 PMSan DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 12:25:00 PM to La Jolla Village, San Diego (USA) arriving at 8/28/2026 3:55:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 53h 30m
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Greyhound US62h 0m010:15 AMChicagoUnion Station10:15 PMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 8/26/2026 10:15:00 AM to Seaport Village, San Diego (USA) arriving at 8/28/2026 10:15:00 PM. 50 Economy ticket for $150 per person are available. Travel duration is 62h 0m
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FlixBus55h 0m05:15 PMChicagoDowntown Bus Station10:15 PMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 5:15:00 PM to Seaport Village, San Diego (USA) arriving at 8/28/2026 10:15:00 PM. 50 Economy ticket for $188 per person are available. Travel duration is 55h 0m
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FlixBus50h 55m05:15 PMChicagoDowntown Bus Station6:10 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 5:15:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/28/2026 6:10:00 PM. 50 Economy ticket for $190 per person are available. Travel duration is 50h 55m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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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 8/27/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 11:45:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 61h 5m
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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 8/27/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 4:25:00 PM. 50 Economy ticket for $131 per person are available. Travel duration is 55h 20m
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FlixBus59h 45m012:40 AMChicago95th Red Line Station10:25 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/27/2026 12:40:00 AM to Seaport Village, San Diego (USA) arriving at 8/29/2026 10:25:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 59h 45m
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Greyhound US54h 0m012:25 PMChicagoDowntown Bus Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/27/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 4:25:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 54h 0m
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Greyhound US54h 50m01:20 PMChicago95th Red Line Station6:10 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 8/27/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 6:10:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 54h 50m
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Frontier Airlines8h 21m09:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:41 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 9:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/27/2026 3:41:00 PM. 50 Economy ticket for $131 per person are available. Travel duration is 8h 21m
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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 8/27/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/27/2026 9:32:00 AM. 50 Economy ticket for $134 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/27/2026 8:32:00 AM. 50 Economy ticket for $134 per person are available. Travel duration is 4h 31m
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Volaris11h 47m02:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:40 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 2:53:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/27/2026 12:40:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 11h 47m
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Viva Aerobus10h 0m012:25 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:25 PMTijuana AirportTijuana Airport0EconomyA Flight from Viva Aerobus goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 12:25:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/27/2026 8:25:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 10h 0m
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Sun Country Airlines17h 53m05:12 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:05 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 5:12:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/28/2026 9:05:00 AM. 50 Economy ticket for $206 per person are available. Travel duration is 17h 53m
Cheapest Buses Thursday
Cheapest Flights Thursday
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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 8/28/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/30/2026 4:25:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 55h 20m
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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 8/28/2026 1:20:00 PM to Seaport Village, San Diego (USA) arriving at 8/30/2026 10:15:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 58h 55m
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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 8/28/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/30/2026 5:45:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 54h 25m
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FlixBus59h 25m012:40 AMChicago95th Red Line Station10:05 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/28/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/30/2026 10:05:00 AM. 50 Economy ticket for $142 per person are available. Travel duration is 59h 25m
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FlixBus59h 45m012:40 AMChicago95th Red Line Station10:25 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/28/2026 12:40:00 AM to Seaport Village, San Diego (USA) arriving at 8/30/2026 10:25:00 AM. 50 Economy ticket for $143 per person are available. Travel duration is 59h 45m
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Frontier Airlines20h 24m02:41 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:05 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/28/2026 2:41:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/29/2026 9:05:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 20h 24m
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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 8/28/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/28/2026 9:32:00 AM. 50 Economy ticket for $154 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/28/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/28/2026 8:32:00 AM. 50 Economy ticket for $154 per person are available. Travel duration is 4h 31m
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Volaris12h 30m08:23 PMChicago Midway AirportChicago Midway Airport6:53 AMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 8/28/2026 8:23:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/29/2026 6:53:00 AM. 50 Economy ticket for $234 per person are available. Travel duration is 12h 30m
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Volaris31h 21m08:23 PMChicago Midway AirportChicago Midway Airport1:44 AMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 8/28/2026 8:23:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/30/2026 1:44:00 AM. 50 Economy ticket for $234 per person are available. Travel duration is 31h 21m
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Volaris24h 52m08:23 PMChicago Midway AirportChicago Midway Airport7:15 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 8/28/2026 8:23:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/29/2026 7:15:00 PM. 50 Economy ticket for $244 per person are available. Travel duration is 24h 52m
Cheapest Buses Friday
Cheapest Flights Friday
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Frontier Airlines8h 21m09:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:41 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 9:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/29/2026 3:41:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 8h 21m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/29/2026 8:32:00 AM. 50 Economy ticket for $110 per person are available. Travel duration is 4h 31m
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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 8/29/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/29/2026 9:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 27m
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Volaris15h 38m01:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:18 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 1:40:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/29/2026 3:18:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 15h 38m
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Frontier Airlines39h 21m08:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:06 PMTijuana AirportTijuana Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 8:45:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/30/2026 10:06:00 PM. 50 Economy ticket for $205 per person are available. Travel duration is 39h 21m
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Delta Air Lines22h 9m06:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:39 PMTijuana AirportTijuana Airport0EconomyA Flight from Delta Air Lines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 6:30:00 PM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/30/2026 2:39:00 PM. 50 Economy ticket for $263 per person are available. Travel duration is 22h 9m
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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 8/29/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/31/2026 4:25:00 PM. 50 Economy ticket for $140 per person are available. Travel duration is 55h 20m
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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 8/29/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/31/2026 11:45:00 AM. 50 Economy ticket for $142 per person are available. Travel duration is 61h 5m
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FlixBus66h 30m011:55 PMChicago95th Red Line Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/29/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 9/1/2026 4:25:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 66h 30m
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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 8/29/2026 1:20:00 PM to Seaport Village, San Diego (USA) arriving at 8/31/2026 10:15:00 PM. 50 Economy ticket for $154 per person are available. Travel duration is 58h 55m
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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 8/29/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/31/2026 5:45:00 PM. 50 Economy ticket for $155 per person are available. Travel duration is 54h 25m
Cheapest Flights Saturday
Cheapest Buses Saturday
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American Airlines24h 39m09:35 PMChicago Midway AirportChicago Midway Airport8:14 PMSan Diego AirportSan Diego Airport0EconomyA Flight from American Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 8/30/2026 9:35:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 8:14:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 24h 39m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/30/2026 8:32:00 AM. 50 Economy ticket for $109 per person are available. Travel duration is 4h 31m
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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 8/30/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/30/2026 9:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 27m
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Frontier Airlines26h 3m08:11 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:14 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 8:11:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 8:14:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 26h 3m
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Volaris10h 0m06:21 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:21 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 6:21:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/30/2026 2:21:00 PM. 50 Economy ticket for $160 per person are available. Travel duration is 10h 0m
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Volaris14h 3m06:21 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:24 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 6:21:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/30/2026 6:24:00 PM. 50 Economy ticket for $160 per person are available. Travel duration is 14h 3m
Cheapest Flights Sunday
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Frontier Airlines8h 21m09:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:41 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 9:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 3:41:00 PM. 50 Economy ticket for $99 per person are available. Travel duration is 8h 21m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 8:32:00 AM. 50 Economy ticket for $107 per person are available. Travel duration is 4h 31m
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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 8/31/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 9:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 27m
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JetBlue Airways14h 45m08:20 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:05 AMSan Diego AirportSan Diego Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 8:20:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 9/1/2026 9:05:00 AM. 50 Economy ticket for $223 per person are available. Travel duration is 14h 45m
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Sun Country Airlines7h 42m010:43 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:25 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 10:43:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 4:25:00 PM. 50 Economy ticket for $333 per person are available. Travel duration is 7h 42m
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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 8/31/2026 10:15:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 9/2/2026 6:20:00 PM. 50 Economy ticket for $179 per person are available. Travel duration is 58h 5m
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Greyhound US69h 10m011:10 PMChicagoUnion Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 8/31/2026 11:10:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 9/3/2026 6:20:00 PM. 50 Economy ticket for $203 per person are available. Travel duration is 69h 10m
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Greyhound US69h 30m010:50 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/31/2026 10:50:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 9/3/2026 6:20:00 PM. 50 Economy ticket for $203 per person are available. Travel duration is 69h 30m
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FlixBus51h 5m05:15 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 8/31/2026 5:15:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 9/2/2026 6:20:00 PM. 50 Economy ticket for $215 per person are available. Travel duration is 51h 5m
Cheapest Flights Monday
Cheapest Buses Monday
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 8/25/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 9:32:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 8:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 31m
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United Airlines7h 29m012:51 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:20 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 12:51:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/25/2026 6:20:00 PM. 50 Economy ticket for $441 per person are available. Travel duration is 7h 29m
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United Airlines8h 4m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/25/2026 12:04:00 PM. 50 Economy ticket for $439 per person are available. Travel duration is 8h 4m
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United Airlines9h 45m010:35 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:20 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 10:35:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/25/2026 6:20:00 PM. 50 Economy ticket for $441 per person are available. Travel duration is 9h 45m
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JetBlue Airways10h 28m011:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center7:29 PMSan Diego AirportSan Diego Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/25/2026 11:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/25/2026 7:29:00 PM. 50 Economy ticket for $184 per person are available. Travel duration is 10h 28m
Fastest Flights Tuesday
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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 8/26/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/26/2026 9:32:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/26/2026 8:32:00 AM. 50 Economy ticket for $126 per person are available. Travel duration is 4h 31m
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Alaska Airlines4h 37m02:18 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:55 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 2:18:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 8/26/2026 4:55:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 4h 37m
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United Airlines8h 0m07:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center1:00 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 7:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/26/2026 1:00:00 PM. 50 Economy ticket for $573 per person are available. Travel duration is 8h 0m
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United Airlines8h 4m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/26/2026 12:04:00 PM. 50 Economy ticket for $441 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m02:35 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:45 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/26/2026 2:35:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/26/2026 8:45:00 PM. 50 Economy ticket for $441 per person are available. Travel duration is 8h 10m
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FlixBus50h 55m05:15 PMChicagoDowntown Bus Station6:10 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 5:15:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/28/2026 6:10:00 PM. 50 Economy ticket for $190 per person are available. Travel duration is 50h 55m
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Greyhound US53h 30m012:25 PMChicagoDowntown Bus Station3:55 PMSan DiegoLa Jolla Village0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 12:25:00 PM to La Jolla Village, San Diego (USA) arriving at 8/28/2026 3:55:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 53h 30m
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Greyhound US54h 0m012:25 PMChicagoDowntown Bus Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/28/2026 4:25:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 54h 0m
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FlixBus55h 0m05:15 PMChicagoDowntown Bus Station10:15 PMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 8/26/2026 5:15:00 PM to Seaport Village, San Diego (USA) arriving at 8/28/2026 10:15:00 PM. 50 Economy ticket for $188 per person are available. Travel duration is 55h 0m
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Greyhound US62h 0m010:15 AMChicagoUnion Station10:15 PMSan DiegoSeaport Village0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 8/26/2026 10:15:00 AM to Seaport Village, San Diego (USA) arriving at 8/28/2026 10:15:00 PM. 50 Economy ticket for $150 per person are available. Travel duration is 62h 0m
Fastest Flights Wednesday
Fastest Buses Wednesday
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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 8/27/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/27/2026 9:32:00 AM. 50 Economy ticket for $134 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/27/2026 8:32:00 AM. 50 Economy ticket for $134 per person are available. Travel duration is 4h 31m
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United Airlines6h 20m08:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center1:00 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 8:40:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/27/2026 1:00:00 PM. 50 Economy ticket for $578 per person are available. Travel duration is 6h 20m
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United Airlines8h 4m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/27/2026 12:04:00 PM. 50 Economy ticket for $439 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m02:35 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:45 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 2:35:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/27/2026 8:45:00 PM. 50 Economy ticket for $443 per person are available. Travel duration is 8h 10m
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United Airlines8h 10m02:42 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:52 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/27/2026 2:42:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/27/2026 8:52:00 PM. 50 Economy ticket for $578 per person are available. Travel duration is 8h 10m
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Greyhound US54h 0m012:25 PMChicagoDowntown Bus Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/27/2026 12:25:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 4:25:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 54h 0m
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Greyhound US54h 50m01:20 PMChicago95th Red Line Station6:10 PMSan DiegoOld Town Transit Center0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 8/27/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 6:10:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 54h 50m
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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 8/27/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 4:25:00 PM. 50 Economy ticket for $131 per person are available. Travel duration is 55h 20m
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FlixBus59h 45m012:40 AMChicago95th Red Line Station10:25 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/27/2026 12:40:00 AM to Seaport Village, San Diego (USA) arriving at 8/29/2026 10:25:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 59h 45m
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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 8/27/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/29/2026 11:45:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 61h 5m
Fastest Flights Thursday
Fastest Buses Thursday
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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 8/28/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/28/2026 9:32:00 AM. 50 Economy ticket for $154 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/28/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/28/2026 8:32:00 AM. 50 Economy ticket for $154 per person are available. Travel duration is 4h 31m
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United Airlines8h 4m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/28/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/28/2026 12:04:00 PM. 50 Economy ticket for $450 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m02:35 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:45 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/28/2026 2:35:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/28/2026 8:45:00 PM. 50 Economy ticket for $450 per person are available. Travel duration is 8h 10m
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United Airlines9h 54m012:51 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:45 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/28/2026 12:51:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/28/2026 8:45:00 PM. 50 Economy ticket for $450 per person are available. Travel duration is 9h 54m
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United Airlines10h 0m05:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center1:00 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/28/2026 5:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/28/2026 1:00:00 PM. 50 Economy ticket for $488 per person are available. Travel duration is 10h 0m
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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 8/28/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/30/2026 5:45:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 54h 25m
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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 8/28/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/30/2026 4:25:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 55h 20m
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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 8/28/2026 1:20:00 PM to Seaport Village, San Diego (USA) arriving at 8/30/2026 10:15:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 58h 55m
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FlixBus59h 25m012:40 AMChicago95th Red Line Station10:05 AMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/28/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/30/2026 10:05:00 AM. 50 Economy ticket for $142 per person are available. Travel duration is 59h 25m
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FlixBus59h 45m012:40 AMChicago95th Red Line Station10:25 AMSan DiegoSeaport Village0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/28/2026 12:40:00 AM to Seaport Village, San Diego (USA) arriving at 8/30/2026 10:25:00 AM. 50 Economy ticket for $143 per person are available. Travel duration is 59h 45m
Fastest Flights Friday
Fastest Buses Friday
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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 8/29/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/29/2026 9:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/29/2026 8:32:00 AM. 50 Economy ticket for $110 per person are available. Travel duration is 4h 31m
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United Airlines6h 31m08:29 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center1:00 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 8:29:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/29/2026 1:00:00 PM. 50 Economy ticket for $569 per person are available. Travel duration is 6h 31m
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United Airlines7h 29m012:51 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:20 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 12:51:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/29/2026 6:20:00 PM. 50 Economy ticket for $444 per person are available. Travel duration is 7h 29m
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United Airlines8h 4m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/29/2026 12:04:00 PM. 50 Economy ticket for $444 per person are available. Travel duration is 8h 4m
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Frontier Airlines8h 21m09:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:41 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/29/2026 9:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/29/2026 3:41:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 8h 21m
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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 8/29/2026 1:20:00 PM to Old Town Transit Center, San Diego (USA) arriving at 8/31/2026 5:45:00 PM. 50 Economy ticket for $155 per person are available. Travel duration is 54h 25m
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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 8/29/2026 11:05:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/31/2026 4:25:00 PM. 50 Economy ticket for $140 per person are available. Travel duration is 55h 20m
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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 8/29/2026 1:20:00 PM to Seaport Village, San Diego (USA) arriving at 8/31/2026 10:15:00 PM. 50 Economy ticket for $154 per person are available. Travel duration is 58h 55m
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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 8/29/2026 12:40:00 AM to Old Town Transit Center, San Diego (USA) arriving at 8/31/2026 11:45:00 AM. 50 Economy ticket for $142 per person are available. Travel duration is 61h 5m
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FlixBus66h 30m011:55 PMChicago95th Red Line Station4:25 PMSan DiegoOld Town Transit Center0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 8/29/2026 11:55:00 PM to Old Town Transit Center, San Diego (USA) arriving at 9/1/2026 4:25:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 66h 30m
Fastest Flights Saturday
Fastest Buses Saturday
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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 8/30/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/30/2026 9:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/30/2026 8:32:00 AM. 50 Economy ticket for $109 per person are available. Travel duration is 4h 31m
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United Airlines8h 4m06:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center12:04 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 6:00:00 AM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/30/2026 12:04:00 PM. 50 Economy ticket for $450 per person are available. Travel duration is 8h 4m
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United Airlines8h 10m02:35 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:45 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 2:35:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/30/2026 8:45:00 PM. 50 Economy ticket for $450 per person are available. Travel duration is 8h 10m
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United Airlines9h 54m012:51 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:45 PMMcClellan-Palomar AirportMcClellan-Palomar Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 12:51:00 PM to McClellan-Palomar Airport, McClellan-Palomar Airport (USA) arriving at 8/30/2026 8:45:00 PM. 50 Economy ticket for $450 per person are available. Travel duration is 9h 54m
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Volaris10h 0m06:21 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:21 PMTijuana AirportTijuana Airport0EconomyA Flight from Volaris goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/30/2026 6:21:00 AM to Tijuana Airport, Tijuana Airport (Mexico) arriving at 8/30/2026 2:21:00 PM. 50 Economy ticket for $160 per person are available. Travel duration is 10h 0m
Fastest Flights Sunday
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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 8/31/2026 7:05:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 9:32:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 4h 27m
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Alaska Airlines4h 31m06:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:32 AMSan Diego AirportSan Diego Airport0EconomyA Flight from Alaska Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 6:01:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 8:32:00 AM. 50 Economy ticket for $107 per person are available. Travel duration is 4h 31m
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Sun Country Airlines7h 42m010:43 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:25 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Sun Country Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 10:43:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 4:25:00 PM. 50 Economy ticket for $333 per person are available. Travel duration is 7h 42m
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Frontier Airlines8h 21m09:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:41 PMSan Diego AirportSan Diego Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 9:20:00 AM to San Diego Airport, San Diego Airport (USA) arriving at 8/31/2026 3:41:00 PM. 50 Economy ticket for $99 per person are available. Travel duration is 8h 21m
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JetBlue Airways14h 45m08:20 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:05 AMSan Diego AirportSan Diego Airport0EconomyA Flight from JetBlue Airways goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 8/31/2026 8:20:00 PM to San Diego Airport, San Diego Airport (USA) arriving at 9/1/2026 9:05:00 AM. 50 Economy ticket for $223 per person are available. Travel duration is 14h 45m
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FlixBus51h 5m05:15 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 8/31/2026 5:15:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 9/2/2026 6:20:00 PM. 50 Economy ticket for $215 per person are available. Travel duration is 51h 5m
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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 8/31/2026 10:15:00 AM to San Ysidro Transit Center, San Diego (USA) arriving at 9/2/2026 6:20:00 PM. 50 Economy ticket for $179 per person are available. Travel duration is 58h 5m
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Greyhound US69h 10m011:10 PMChicagoUnion Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 8/31/2026 11:10:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 9/3/2026 6:20:00 PM. 50 Economy ticket for $203 per person are available. Travel duration is 69h 10m
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Greyhound US69h 30m010:50 PMChicagoDowntown Bus Station6:20 PMSan DiegoSan Ysidro Transit Center0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 8/31/2026 10:50:00 PM to San Ysidro Transit Center, San Diego (USA) arriving at 9/3/2026 6:20:00 PM. 50 Economy ticket for $203 per person are available. Travel duration is 69h 30m
Fastest Flights Monday
Fastest Buses Monday
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 16 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 $89 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, Frontier Airlines 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, Frontier Airlines and Greyhound US. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: United Airlines, Frontier Airlines, Volaris and 8 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 16 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 $89 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!
