What is the best way to travel from San Diego to Chicago?
Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from San Diego. 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 Chicago from San Diego?
You can get to Chicago with just $84 by taking a Flight from Spirit 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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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:10:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 54h 10m
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FlixBus63h 20m05:00 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $182 per person are available. Travel duration is 63h 20m
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Greyhound US60h 45m07:35 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 7:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $182 per person are available. Travel duration is 60h 45m
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Greyhound US56h 5m07:35 PMSan DiegoOld Town Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 7:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/20/2025 3:40:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 56h 5m
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FlixBus62h 55m05:00 PMSan DiegoOld Town Transit Center7:55 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 5:00:00 PM to Canal & Van Buren, Chicago (USA) arriving at 4/20/2025 7:55:00 AM. 50 Economy ticket for $215 per person are available. Travel duration is 62h 55m
Cheapest Buses Thursday
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Greyhound Lines Mexico58h 10m010:30 AMTijuana AirportTijuana Airport8:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/18/2025 10:30:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/20/2025 8:40:00 PM. 50 Economy ticket for $223 per person are available. Travel duration is 58h 10m
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Greyhound Lines Mexico69h 25m010:30 AMTijuana AirportTijuana Airport7:55 AMChicagoUnion Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/18/2025 10:30:00 AM to Union Station, Chicago (USA) arriving at 4/21/2025 7:55:00 AM. 50 Economy ticket for $237 per person are available. Travel duration is 69h 25m
Cheapest Buses Friday
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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/19/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 8:10:00 PM. 50 Economy ticket for $212 per person are available. Travel duration is 54h 10m
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FlixBus63h 20m05:00 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/19/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $217 per person are available. Travel duration is 63h 20m
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FlixBus64h 45m03:35 PMSan DiegoSDSU Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/19/2025 3:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $217 per person are available. Travel duration is 64h 45m
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Greyhound US60h 45m07:35 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/19/2025 7:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $217 per person are available. Travel duration is 60h 45m
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FlixBus60h 5m03:35 PMSan DiegoSDSU Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/19/2025 3:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 3:40:00 AM. 50 Economy ticket for $244 per person are available. Travel duration is 60h 5m
Cheapest Buses Saturday
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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/20/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:10:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 54h 10m
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FlixBus63h 20m05:00 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/20/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 8:20:00 AM. 50 Economy ticket for $220 per person are available. Travel duration is 63h 20m
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FlixBus64h 45m03:35 PMSan DiegoSDSU Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/20/2025 3:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 8:20:00 AM. 50 Economy ticket for $220 per person are available. Travel duration is 64h 45m
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Greyhound Lines Mexico57h 40m010:30 AMTijuana AirportTijuana Airport8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/20/2025 10:30:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:10:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 57h 40m
Cheapest Buses Sunday
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Greyhound US56h 5m07:35 PMSan DiegoOld Town Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/21/2025 7:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 3:40:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 56h 5m
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FlixBus60h 5m03:35 PMSan DiegoSDSU Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/21/2025 3:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 3:40:00 AM. 50 Economy ticket for $180 per person are available. Travel duration is 60h 5m
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FlixBus67h 55m012:00 PMSan DiegoSeaport Village7:55 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 4/21/2025 12:00:00 PM to Union Station, Chicago (USA) arriving at 4/24/2025 7:55:00 AM. 50 Economy ticket for $187 per person are available. Travel duration is 67h 55m
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Greyhound US60h 20m07:35 PMSan DiegoOld Town Transit Center7:55 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/21/2025 7:35:00 PM to Union Station, Chicago (USA) arriving at 4/24/2025 7:55:00 AM. 50 Economy ticket for $187 per person are available. Travel duration is 60h 20m
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Greyhound Lines Mexico57h 40m010:30 AMTijuana AirportTijuana Airport8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/21/2025 10:30:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 8:10:00 PM. 50 Economy ticket for $223 per person are available. Travel duration is 57h 40m
Cheapest Buses Monday
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Spirit Airlines5h 48m06:15 AMSan Diego AirportSan Diego Airport2:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from San Diego Airport, San Diego Airport (USA) at 4/23/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/23/2025 2:03:00 PM. 50 Economy ticket for $84 per person are available. Travel duration is 5h 48m
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Viva Aerobus25h 5m08:35 PMTijuana AirportTijuana Airport11:40 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Viva Aerobus goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 8:35:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 11:40:00 PM. 50 Economy ticket for $146 per person are available. Travel duration is 25h 5m
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Viva Aerobus22h 4m08:35 PMTijuana AirportTijuana Airport8:39 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Viva Aerobus goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 8:35:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/24/2025 8:39:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 22h 4m
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Alaska Airlines11h 4m08:55 AMSan Diego AirportSan Diego Airport9:59 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from San Diego Airport, San Diego Airport (USA) at 4/23/2025 8:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/23/2025 9:59:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 11h 4m
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Volaris13h 55m08:20 AMTijuana AirportTijuana Airport12:15 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 8:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 12:15:00 AM. 50 Economy ticket for $173 per person are available. Travel duration is 13h 55m
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Volaris14h 21m02:45 AMTijuana AirportTijuana Airport7:06 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Volaris goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 2:45:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/23/2025 7:06:00 PM. 50 Economy ticket for $205 per person are available. Travel duration is 14h 21m
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FlixBus56h 35m08:10 AMSan DiegoOld Town Transit Center4:45 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/23/2025 8:10:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 4:45:00 PM. 50 Economy ticket for $192 per person are available. Travel duration is 56h 35m
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FlixBus56h 5m08:40 AMSan DiegoLa Jolla Village4:45 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from La Jolla Village, San Diego (USA) at 4/23/2025 8:40:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 4:45:00 PM. 50 Economy ticket for $192 per person are available. Travel duration is 56h 5m
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Greyhound US56h 55m07:15 AMSan DiegoOld Town Transit Center4:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/23/2025 7:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/25/2025 4:10:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 56h 55m
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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/23/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/25/2025 8:10:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 54h 10m
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Greyhound Lines Mexico58h 30m010:30 AMTijuana AirportTijuana Airport9:00 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 10:30:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 9:00:00 PM. 50 Economy ticket for $201 per person are available. Travel duration is 58h 30m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
What are the fastest trips from San Diego to Chicago?
You can get to Chicago from San Diego in just 4h 13m 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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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:10:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 54h 10m
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Greyhound US56h 5m07:35 PMSan DiegoOld Town Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 7:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/20/2025 3:40:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 56h 5m
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Greyhound US60h 45m07:35 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 7:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $182 per person are available. Travel duration is 60h 45m
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FlixBus62h 55m05:00 PMSan DiegoOld Town Transit Center7:55 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 5:00:00 PM to Canal & Van Buren, Chicago (USA) arriving at 4/20/2025 7:55:00 AM. 50 Economy ticket for $215 per person are available. Travel duration is 62h 55m
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FlixBus63h 20m05:00 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/17/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $182 per person are available. Travel duration is 63h 20m
Fastest Buses Thursday
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Greyhound Lines Mexico58h 10m010:30 AMTijuana AirportTijuana Airport8:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/18/2025 10:30:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/20/2025 8:40:00 PM. 50 Economy ticket for $223 per person are available. Travel duration is 58h 10m
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Greyhound Lines Mexico69h 25m010:30 AMTijuana AirportTijuana Airport7:55 AMChicagoUnion Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/18/2025 10:30:00 AM to Union Station, Chicago (USA) arriving at 4/21/2025 7:55:00 AM. 50 Economy ticket for $237 per person are available. Travel duration is 69h 25m
Fastest Buses Friday
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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/19/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 8:10:00 PM. 50 Economy ticket for $212 per person are available. Travel duration is 54h 10m
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FlixBus60h 5m03:35 PMSan DiegoSDSU Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/19/2025 3:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 3:40:00 AM. 50 Economy ticket for $244 per person are available. Travel duration is 60h 5m
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Greyhound US60h 45m07:35 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/19/2025 7:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $217 per person are available. Travel duration is 60h 45m
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FlixBus63h 20m05:00 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/19/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $217 per person are available. Travel duration is 63h 20m
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FlixBus64h 45m03:35 PMSan DiegoSDSU Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/19/2025 3:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $217 per person are available. Travel duration is 64h 45m
Fastest Buses Saturday
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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/20/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:10:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 54h 10m
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Greyhound Lines Mexico57h 40m010:30 AMTijuana AirportTijuana Airport8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/20/2025 10:30:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:10:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 57h 40m
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FlixBus63h 20m05:00 PMSan DiegoOld Town Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/20/2025 5:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 8:20:00 AM. 50 Economy ticket for $220 per person are available. Travel duration is 63h 20m
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FlixBus64h 45m03:35 PMSan DiegoSDSU Transit Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/20/2025 3:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 8:20:00 AM. 50 Economy ticket for $220 per person are available. Travel duration is 64h 45m
Fastest Buses Sunday
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Greyhound US56h 5m07:35 PMSan DiegoOld Town Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/21/2025 7:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 3:40:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 56h 5m
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Greyhound Lines Mexico57h 40m010:30 AMTijuana AirportTijuana Airport8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/21/2025 10:30:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 8:10:00 PM. 50 Economy ticket for $223 per person are available. Travel duration is 57h 40m
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FlixBus60h 5m03:35 PMSan DiegoSDSU Transit Center3:40 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from SDSU Transit Center, San Diego (USA) at 4/21/2025 3:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 3:40:00 AM. 50 Economy ticket for $180 per person are available. Travel duration is 60h 5m
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Greyhound US60h 20m07:35 PMSan DiegoOld Town Transit Center7:55 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/21/2025 7:35:00 PM to Union Station, Chicago (USA) arriving at 4/24/2025 7:55:00 AM. 50 Economy ticket for $187 per person are available. Travel duration is 60h 20m
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FlixBus67h 55m012:00 PMSan DiegoSeaport Village7:55 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 4/21/2025 12:00:00 PM to Union Station, Chicago (USA) arriving at 4/24/2025 7:55:00 AM. 50 Economy ticket for $187 per person are available. Travel duration is 67h 55m
Fastest Buses Monday
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United Airlines4h 13m07:00 AMSan Diego AirportSan Diego Airport1:13 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from San Diego Airport, San Diego Airport (USA) at 4/23/2025 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/23/2025 1:13:00 PM. 50 Economy ticket for $244 per person are available. Travel duration is 4h 13m
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Spirit Airlines5h 48m06:15 AMSan Diego AirportSan Diego Airport2:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from San Diego Airport, San Diego Airport (USA) at 4/23/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/23/2025 2:03:00 PM. 50 Economy ticket for $84 per person are available. Travel duration is 5h 48m
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Viva Aerobus8h 51m09:50 AMTijuana AirportTijuana Airport8:41 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Viva Aerobus goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 9:50:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/23/2025 8:41:00 PM. 50 Economy ticket for $371 per person are available. Travel duration is 8h 51m
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Volaris10h 41m06:25 AMTijuana AirportTijuana Airport7:06 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Volaris goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 6:25:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/23/2025 7:06:00 PM. 50 Economy ticket for $205 per person are available. Travel duration is 10h 41m
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Alaska Airlines11h 4m08:55 AMSan Diego AirportSan Diego Airport9:59 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from San Diego Airport, San Diego Airport (USA) at 4/23/2025 8:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/23/2025 9:59:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 11h 4m
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Volaris13h 55m08:20 AMTijuana AirportTijuana Airport12:15 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 8:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 12:15:00 AM. 50 Economy ticket for $173 per person are available. Travel duration is 13h 55m
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Greyhound US54h 10m02:00 PMSan DiegoOld Town Transit Center8:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/23/2025 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/25/2025 8:10:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 54h 10m
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FlixBus56h 5m08:40 AMSan DiegoLa Jolla Village4:45 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from La Jolla Village, San Diego (USA) at 4/23/2025 8:40:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 4:45:00 PM. 50 Economy ticket for $192 per person are available. Travel duration is 56h 5m
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FlixBus56h 35m08:10 AMSan DiegoOld Town Transit Center4:45 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 4/23/2025 8:10:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 4:45:00 PM. 50 Economy ticket for $192 per person are available. Travel duration is 56h 35m
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Greyhound US56h 55m07:15 AMSan DiegoOld Town Transit Center4:10 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 4/23/2025 7:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/25/2025 4:10:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 56h 55m
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Greyhound Lines Mexico58h 30m010:30 AMTijuana AirportTijuana Airport9:00 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound Lines Mexico goes from Tijuana Airport, Tijuana Airport (Mexico) at 4/23/2025 10:30:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 9:00:00 PM. 50 Economy ticket for $201 per person are available. Travel duration is 58h 30m
Fastest Flights Wednesday
Fastest Buses Wednesday
Here you will find all operators and timetables for a
Bus from San Diego to Chicago
What are the most popular stations in San Diego and Chicago?
In San Diego, you will usually depart from Santa Fe Depot, San Ysidro Transit Center or Old Town Transit Center, while in Chicago you will be arriving at Union Station, 95th Red Line Station or Cumberland CTA, 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 Chicago from San Diego? With 6 connections between 2 Bus and Flight 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 San Diego and Chicago, you can pay as low as $84 with a Flight from Spirit 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 Chicago in just 4h 13m.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 San Diego and Chicago are Greyhound US, FlixBus and Greyhound Lines Mexico, 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 San Diego and Chicago 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 San Diego Airport or to Cicero, IL, and look at flights from Tijuana Airport, and landing at Chicago Midway 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 San Diego to Chicago?
The most popular companies between San Diego and Chicago, are Greyhound US, FlixBus and Greyhound Lines Mexico. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US, FlixBus and Greyhound Lines Mexico
Airlines: Viva Aerobus, Volaris, Aeroméxico and 3 more.
All you need to know when you travel from San Diego to Chicago
Check all information on comfort and services on all modes of transports from San Diego to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from San Diego to Chicago
How can I reach Chicago from San Diego?
Every day, there are on average 6 connections between Bus and Flight, with which you can get to Chicago from San Diego.
How far is Chicago from San Diego?
The distance between San Diego and Chicago is 1,730.9 miles.
What is the most ecofriendly mode of transport between San Diego and Chicago?
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 San Diego to Chicago?
You can get to Chicago with just $84 by taking a Flight from Spirit Airlines.
What is the fastest way to get from San Diego to Chicago?
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 Chicago in just 4h 13m with a Flight from United Airlines.
More routes to San Diego and to Chicago
Looking for more options? Here you can see the most popular routes to San Diego and to Chicago. Simply click on a connection, and you’ll find all the details about the route!