What is the best way to travel from San Diego to Chicago?
Looking for a trip? Check and compare all the available Buses and Flights to Chicago from San Diego. Look at different modes of transportation, search 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 reach Chicago with just £206 by taking a Bus from FlixBus, but there are many more cheap offers: we have selected the best ones for you for the next few days here.
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FlixBus48h 35m013:45San DiegoSeaport Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 05/12/2025 13:45:00 to Downtown Coach Station, Chicago (USA) arriving at 07/12/2025 16:20:00. 50 Economy ticket for £213 per person are available. Travel duration is 48h 35m
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Greyhound US52h 30m010:00San DiegoOld Town Transit Center16:30ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 05/12/2025 10:00:00 to Downtown Coach Station, Chicago (USA) arriving at 07/12/2025 16:30:00. 50 Economy ticket for £214 per person are available. Travel duration is 52h 30m
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FlixBus50h 5m012:15San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 05/12/2025 12:15:00 to Downtown Coach Station, Chicago (USA) arriving at 07/12/2025 16:20:00. 50 Economy ticket for £215 per person are available. Travel duration is 50h 5m
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FlixBus64h 15m013:45San DiegoSeaport Village08:00ChicagoUnion Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 05/12/2025 13:45:00 to Union Station, Chicago (USA) arriving at 08/12/2025 08:00:00. 50 Economy ticket for £215 per person are available. Travel duration is 64h 15m
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Greyhound US51h 55m010:00San DiegoOld Town Transit Center15:55Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 05/12/2025 10:00:00 to 95th Red Line Station, Chicago (USA) arriving at 07/12/2025 15:55:00. 50 Economy ticket for £222 per person are available. Travel duration is 51h 55m
Cheapest Buses Friday
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FlixBus64h 15m013:45San DiegoSeaport Village08:00ChicagoUnion Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 06/12/2025 13:45:00 to Union Station, Chicago (USA) arriving at 09/12/2025 08:00:00. 50 Economy ticket for £222 per person are available. Travel duration is 64h 15m
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Greyhound US55h 35m006:45San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 06/12/2025 06:45:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:20:00. 50 Economy ticket for £224 per person are available. Travel duration is 55h 35m
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FlixBus50h 5m012:15San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 06/12/2025 12:15:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:20:00. 50 Economy ticket for £224 per person are available. Travel duration is 50h 5m
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FlixBus48h 35m013:45San DiegoSeaport Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 06/12/2025 13:45:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:20:00. 50 Economy ticket for £224 per person are available. Travel duration is 48h 35m
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Greyhound US52h 30m010:00San DiegoOld Town Transit Center16:30ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 06/12/2025 10:00:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:30:00. 50 Economy ticket for £226 per person are available. Travel duration is 52h 30m
Cheapest Buses Saturday
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FlixBus50h 5m012:15San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 08/12/2025 12:15:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £206 per person are available. Travel duration is 50h 5m
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FlixBus48h 10m014:10San DiegoLa Jolla Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from La Jolla Village, San Diego (USA) at 08/12/2025 14:10:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £206 per person are available. Travel duration is 48h 10m
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Greyhound US55h 35m006:45San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 08/12/2025 06:45:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £207 per person are available. Travel duration is 55h 35m
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FlixBus48h 35m013:45San DiegoSeaport Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 08/12/2025 13:45:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £207 per person are available. Travel duration is 48h 35m
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Greyhound US58h 25m019:35San DiegoOld Town Transit Center08:00ChicagoUnion Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 08/12/2025 19:35:00 to Union Station, Chicago (USA) arriving at 11/12/2025 08:00:00. 50 Economy ticket for £221 per person are available. Travel duration is 58h 25m
Cheapest Buses Monday
What are the fastest trips from San Diego to Chicago?
You can get to Chicago from San Diego in just 48h 10m with a Bus from FlixBus. But this is just one option, click on any of the offers below to compare it with the other available modes of transportations.
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FlixBus48h 35m013:45San DiegoSeaport Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 05/12/2025 13:45:00 to Downtown Coach Station, Chicago (USA) arriving at 07/12/2025 16:20:00. 50 Economy ticket for £213 per person are available. Travel duration is 48h 35m
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FlixBus50h 5m012:15San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 05/12/2025 12:15:00 to Downtown Coach Station, Chicago (USA) arriving at 07/12/2025 16:20:00. 50 Economy ticket for £215 per person are available. Travel duration is 50h 5m
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Greyhound US51h 55m010:00San DiegoOld Town Transit Center15:55Chicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 05/12/2025 10:00:00 to 95th Red Line Station, Chicago (USA) arriving at 07/12/2025 15:55:00. 50 Economy ticket for £222 per person are available. Travel duration is 51h 55m
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Greyhound US52h 30m010:00San DiegoOld Town Transit Center16:30ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 05/12/2025 10:00:00 to Downtown Coach Station, Chicago (USA) arriving at 07/12/2025 16:30:00. 50 Economy ticket for £214 per person are available. Travel duration is 52h 30m
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FlixBus64h 15m013:45San DiegoSeaport Village08:00ChicagoUnion Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 05/12/2025 13:45:00 to Union Station, Chicago (USA) arriving at 08/12/2025 08:00:00. 50 Economy ticket for £215 per person are available. Travel duration is 64h 15m
Fastest Buses Friday
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FlixBus48h 35m013:45San DiegoSeaport Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 06/12/2025 13:45:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:20:00. 50 Economy ticket for £224 per person are available. Travel duration is 48h 35m
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FlixBus50h 5m012:15San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 06/12/2025 12:15:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:20:00. 50 Economy ticket for £224 per person are available. Travel duration is 50h 5m
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Greyhound US52h 30m010:00San DiegoOld Town Transit Center16:30ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 06/12/2025 10:00:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:30:00. 50 Economy ticket for £226 per person are available. Travel duration is 52h 30m
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Greyhound US55h 35m006:45San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 06/12/2025 06:45:00 to Downtown Coach Station, Chicago (USA) arriving at 08/12/2025 16:20:00. 50 Economy ticket for £224 per person are available. Travel duration is 55h 35m
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FlixBus64h 15m013:45San DiegoSeaport Village08:00ChicagoUnion Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 06/12/2025 13:45:00 to Union Station, Chicago (USA) arriving at 09/12/2025 08:00:00. 50 Economy ticket for £222 per person are available. Travel duration is 64h 15m
Fastest Buses Saturday
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FlixBus48h 10m014:10San DiegoLa Jolla Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from La Jolla Village, San Diego (USA) at 08/12/2025 14:10:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £206 per person are available. Travel duration is 48h 10m
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FlixBus48h 35m013:45San DiegoSeaport Village16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Seaport Village, San Diego (USA) at 08/12/2025 13:45:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £207 per person are available. Travel duration is 48h 35m
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FlixBus50h 5m012:15San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Old Town Transit Center, San Diego (USA) at 08/12/2025 12:15:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £206 per person are available. Travel duration is 50h 5m
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Greyhound US55h 35m006:45San DiegoOld Town Transit Center16:20ChicagoDowntown Coach Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 08/12/2025 06:45:00 to Downtown Coach Station, Chicago (USA) arriving at 10/12/2025 16:20:00. 50 Economy ticket for £207 per person are available. Travel duration is 55h 35m
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Greyhound US58h 25m019:35San DiegoOld Town Transit Center08:00ChicagoUnion Station0EconomyA Bus from Greyhound US goes from Old Town Transit Center, San Diego (USA) at 08/12/2025 19:35:00 to Union Station, Chicago (USA) arriving at 11/12/2025 08:00:00. 50 Economy ticket for £221 per person are available. Travel duration is 58h 25m
Fastest Buses Monday
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 San Ysidro Transit Center, University Av & Bancroft St Coach Stop or Old Town Transit Center, while in Chicago you will be arriving at California & 35th Street Coach Stop, Downtown Coach Station or 95th Red Line Station, 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 5 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 £206 with a Bus from FlixBus.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 Bus from FlixBus: you will get to Chicago in just 48h 10m.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 FlixBus and Greyhound US, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in 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 FlixBus and Greyhound US. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
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 5 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 2,784.7 km.
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 473 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 £206 by taking a Bus from FlixBus.
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 48h 10m with a Bus from FlixBus.
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!
- Trips to San Diego
- Chicago to San Diego
- El Paso, TX to San Diego
- Houston to San Diego
- Las Vegas to San Diego
- Mexico City to San Diego
- New Orleans, LA to San Diego
- Phoenix, AZ to San Diego
- Salt Lake City, UT to San Diego
- San Francisco to San Diego
- San Jose, CA to San Diego
- Yakima, WA to San Diego
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Dallas to Chicago
- El Paso, TX to Chicago
- Guadalajara, JC to Chicago
- Houston to Chicago
- Louisville, KY to Chicago
- McAllen, TX to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Mississauga, ON to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- New York to Chicago
- Oklahoma City, OK to Chicago
- Pearson Toronto Airport to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- San Luis Potosí to Chicago
- Santiago de Queretaro to Chicago
- St. Louis, MO to Chicago
- Tampa to Chicago
- Toronto, ON to Chicago

