What is the best way to travel from San Antonio, TX to Chicago?
Looking for a trip? Compare all the available Flights and Buses for the journey to Chicago from San Antonio, TX. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 6 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from San Antonio, TX?
You can get to Chicago with just $123 by taking a Bus from Greyhound Lines Mexico, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
-
Frontier Airlines9h 30m02:08 PMSan Antonio AirportSan Antonio Airport11:38 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 2:08:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/19/2026 11:38:00 PM. 50 Economy ticket for $170 per person are available. Travel duration is 9h 30m
-
Spirit Airlines9h 29m010:22 AMSan Antonio AirportSan Antonio Airport7:51 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 10:22:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/19/2026 7:51:00 PM. 50 Economy ticket for $338 per person are available. Travel duration is 9h 29m
-
Frontier Airlines23h 0m02:08 PMSan Antonio AirportSan Antonio Airport1:08 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 2:08:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/20/2026 1:08:00 PM. 50 Economy ticket for $400 per person are available. Travel duration is 23h 0m
-
Viva Aerobus29h 21m05:45 PMSan Antonio AirportSan Antonio Airport11:06 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Viva Aerobus goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 5:45:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/20/2026 11:06:00 PM. 50 Economy ticket for $423 per person are available. Travel duration is 29h 21m
-
Frontier Airlines29h 51m04:54 PMSan Antonio AirportSan Antonio Airport10:45 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 4:54:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/20/2026 10:45:00 PM. 50 Economy ticket for $438 per person are available. Travel duration is 29h 51m
-
United Airlines2h 50m07:00 AMSan Antonio AirportSan Antonio Airport9:50 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/19/2026 9:50:00 AM. 50 Economy ticket for $477 per person are available. Travel duration is 2h 50m
-
Greyhound US35h 0m012:35 PMSan Antonio, TXBus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Bus Station, San Antonio, TX (USA) at 3/19/2026 12:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 3/20/2026 11:35:00 PM. 50 Economy ticket for $241 per person are available. Travel duration is 35h 0m
-
Greyhound Lines Mexico36h 45m05:50 AMSan Antonio, TXBus Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/19/2026 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/20/2026 6:35:00 PM. 50 Economy ticket for $249 per person are available. Travel duration is 36h 45m
-
Valley Transit30h 55m09:15 PMSan Antonio, TXBus Station4:10 AMChicagoDowntown Bus Station0EconomyA Bus from Valley Transit goes from Bus Station, San Antonio, TX (USA) at 3/19/2026 9:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 3/21/2026 4:10:00 AM. 50 Economy ticket for $251 per person are available. Travel duration is 30h 55m
-
Tornado Bus Company23h 50m011:05 AMSan Antonio, TXTornado Bus Company10:55 AMChicagoCalifornia & 35th Street Bus Stop0BasicA Bus from Tornado Bus Company goes from Tornado Bus Company, San Antonio, TX (USA) at 3/19/2026 11:05:00 AM to California & 35th Street Bus Stop, Chicago (USA) arriving at 3/20/2026 10:55:00 AM. 50 Basic ticket for $255 per person are available. Travel duration is 23h 50m
-
FlixBus39h 50m07:45 AMSan Antonio, TXPearl District11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearl District, San Antonio, TX (USA) at 3/19/2026 7:45:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/20/2026 11:35:00 PM. 50 Economy ticket for $267 per person are available. Travel duration is 39h 50m
Cheapest Flights Thursday
Cheapest Buses Thursday
-
Greyhound Lines Mexico33h 25m05:50 AMSan Antonio, TXBus Station3:15 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 3/23/2026 3:15:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 33h 25m
-
FlixBus34h 45m09:15 PMSan Antonio, TXBus Station8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 9:15:00 PM to Union Station, Chicago (USA) arriving at 3/24/2026 8:00:00 AM. 50 Economy ticket for $143 per person are available. Travel duration is 34h 45m
-
Greyhound Lines Mexico30h 30m01:30 AMSan Antonio, TXBus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 1:30:00 AM to Union Station, Chicago (USA) arriving at 3/23/2026 8:00:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 30h 30m
-
FlixBus33h 0m07:30 AMSan Antonio, TXBus Station4:30 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 7:30:00 AM to Downtown Bus Station, Chicago (USA) arriving at 3/23/2026 4:30:00 PM. 50 Economy ticket for $144 per person are available. Travel duration is 33h 0m
-
Greyhound US31h 35m012:35 PMSan Antonio, TXBus Station8:10 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 12:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 3/23/2026 8:10:00 PM. 50 Economy ticket for $144 per person are available. Travel duration is 31h 35m
Cheapest Buses Sunday
-
Greyhound Lines Mexico27h 50m01:30 AMSan Antonio, TXBus Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/25/2026 1:30:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/26/2026 5:20:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 27h 50m
-
FlixBus51h 20m07:45 AMSan Antonio, TXPearl District11:05 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearl District, San Antonio, TX (USA) at 3/25/2026 7:45:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/27/2026 11:05:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 51h 20m
-
Greyhound Lines Mexico35h 15m05:50 AMSan Antonio, TXBus Station5:05 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/25/2026 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/26/2026 5:05:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 35h 15m
-
Greyhound US35h 0m012:35 PMSan Antonio, TXBus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Bus Station, San Antonio, TX (USA) at 3/25/2026 12:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 3/26/2026 11:35:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 35h 0m
Cheapest Buses Wednesday
What are the fastest trips from San Antonio, TX to Chicago?
You can get to Chicago from San Antonio, TX in just 2h 50m 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.
-
United Airlines2h 50m07:00 AMSan Antonio AirportSan Antonio Airport9:50 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/19/2026 9:50:00 AM. 50 Economy ticket for $477 per person are available. Travel duration is 2h 50m
-
Skyscanner2h 59m05:24 PMSan Antonio AirportSan Antonio Airport8:23 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 5:24:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/19/2026 8:23:00 PM. 50 Economy ticket for $478 per person are available. Travel duration is 2h 59m
-
Spirit Airlines9h 29m010:22 AMSan Antonio AirportSan Antonio Airport7:51 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 10:22:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/19/2026 7:51:00 PM. 50 Economy ticket for $338 per person are available. Travel duration is 9h 29m
-
Frontier Airlines9h 30m02:08 PMSan Antonio AirportSan Antonio Airport11:38 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 2:08:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/19/2026 11:38:00 PM. 50 Economy ticket for $170 per person are available. Travel duration is 9h 30m
-
Frontier Airlines23h 0m02:08 PMSan Antonio AirportSan Antonio Airport1:08 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 2:08:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 3/20/2026 1:08:00 PM. 50 Economy ticket for $400 per person are available. Travel duration is 23h 0m
-
Viva Aerobus29h 21m05:45 PMSan Antonio AirportSan Antonio Airport11:06 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Viva Aerobus goes from San Antonio Airport, San Antonio Airport (USA) at 3/19/2026 5:45:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 3/20/2026 11:06:00 PM. 50 Economy ticket for $423 per person are available. Travel duration is 29h 21m
-
Tornado Bus Company23h 50m011:05 AMSan Antonio, TXTornado Bus Company10:55 AMChicagoCalifornia & 35th Street Bus Stop0BasicA Bus from Tornado Bus Company goes from Tornado Bus Company, San Antonio, TX (USA) at 3/19/2026 11:05:00 AM to California & 35th Street Bus Stop, Chicago (USA) arriving at 3/20/2026 10:55:00 AM. 50 Basic ticket for $255 per person are available. Travel duration is 23h 50m
-
Valley Transit30h 55m09:15 PMSan Antonio, TXBus Station4:10 AMChicagoDowntown Bus Station0EconomyA Bus from Valley Transit goes from Bus Station, San Antonio, TX (USA) at 3/19/2026 9:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 3/21/2026 4:10:00 AM. 50 Economy ticket for $251 per person are available. Travel duration is 30h 55m
-
Greyhound US35h 0m012:35 PMSan Antonio, TXBus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Bus Station, San Antonio, TX (USA) at 3/19/2026 12:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 3/20/2026 11:35:00 PM. 50 Economy ticket for $241 per person are available. Travel duration is 35h 0m
-
Greyhound Lines Mexico36h 45m05:50 AMSan Antonio, TXBus Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/19/2026 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/20/2026 6:35:00 PM. 50 Economy ticket for $249 per person are available. Travel duration is 36h 45m
-
FlixBus39h 50m07:45 AMSan Antonio, TXPearl District11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearl District, San Antonio, TX (USA) at 3/19/2026 7:45:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/20/2026 11:35:00 PM. 50 Economy ticket for $267 per person are available. Travel duration is 39h 50m
Fastest Flights Thursday
Fastest Buses Thursday
-
Greyhound Lines Mexico30h 30m01:30 AMSan Antonio, TXBus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 1:30:00 AM to Union Station, Chicago (USA) arriving at 3/23/2026 8:00:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 30h 30m
-
Greyhound US31h 35m012:35 PMSan Antonio, TXBus Station8:10 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 12:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 3/23/2026 8:10:00 PM. 50 Economy ticket for $144 per person are available. Travel duration is 31h 35m
-
FlixBus33h 0m07:30 AMSan Antonio, TXBus Station4:30 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 7:30:00 AM to Downtown Bus Station, Chicago (USA) arriving at 3/23/2026 4:30:00 PM. 50 Economy ticket for $144 per person are available. Travel duration is 33h 0m
-
Greyhound Lines Mexico33h 25m05:50 AMSan Antonio, TXBus Station3:15 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 3/23/2026 3:15:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 33h 25m
-
FlixBus34h 45m09:15 PMSan Antonio, TXBus Station8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Bus Station, San Antonio, TX (USA) at 3/22/2026 9:15:00 PM to Union Station, Chicago (USA) arriving at 3/24/2026 8:00:00 AM. 50 Economy ticket for $143 per person are available. Travel duration is 34h 45m
Fastest Buses Sunday
-
Greyhound Lines Mexico27h 50m01:30 AMSan Antonio, TXBus Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/25/2026 1:30:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/26/2026 5:20:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 27h 50m
-
Greyhound US35h 0m012:35 PMSan Antonio, TXBus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Bus Station, San Antonio, TX (USA) at 3/25/2026 12:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 3/26/2026 11:35:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 35h 0m
-
Greyhound Lines Mexico35h 15m05:50 AMSan Antonio, TXBus Station5:05 PMChicago95th Red Line Station0EconomyA Bus from Greyhound Lines Mexico goes from Bus Station, San Antonio, TX (USA) at 3/25/2026 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/26/2026 5:05:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 35h 15m
-
FlixBus51h 20m07:45 AMSan Antonio, TXPearl District11:05 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearl District, San Antonio, TX (USA) at 3/25/2026 7:45:00 AM to 95th Red Line Station, Chicago (USA) arriving at 3/27/2026 11:05:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 51h 20m
Fastest Buses Wednesday
Here you will find all operators and timetables for a
Bus from San Antonio, TX to Chicago
What are the most popular stations in San Antonio, TX and Chicago?
In San Antonio, TX, you will usually depart from Tornado Bus Company, Bus Station or W. Southcross & Buffalo Bus Stop, while in Chicago you will be arriving at California & 35th Street Bus Stop, Downtown Bus 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 Antonio, TX? With 7 connections between 6 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 San Antonio, TX and Chicago, you can pay as low as $123 with a Bus from Greyhound Lines Mexico.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 2h 50m.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 Antonio, TX and Chicago are Greyhound Lines Mexico, 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 Antonio, TX 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 Olmos Park, TX or to Cicero, IL, and look at flights from San Antonio 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 Antonio, TX to Chicago?
The most popular companies between San Antonio, TX and Chicago, are Greyhound Lines Mexico, FlixBus and Greyhound US. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound Lines Mexico, FlixBus, Greyhound US and 2 more.
Airlines: Frontier Airlines, Spirit Airlines, Viva Aerobus and 2 more.
All you need to know when you travel from San Antonio, TX to Chicago
Check all information on comfort and services on all modes of transports from San Antonio, TX 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 Antonio, TX to Chicago
How can I reach Chicago from San Antonio, TX?
Every day, there are on average 7 connections between Flight and Bus, with which you can get to Chicago from San Antonio, TX.
How far is Chicago from San Antonio, TX?
The distance between San Antonio, TX and Chicago is 1,052.2 miles.
What is the most ecofriendly mode of transport between San Antonio, TX 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 46 kgs of CO2, a train 59 kgs, a car 288 kgs, and a flight 417 kgs.
What is the cheapest mode of transport from San Antonio, TX to Chicago?
You can get to Chicago with just $123 by taking a Bus from Greyhound Lines Mexico.
What is the fastest way to get from San Antonio, TX 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 2h 50m with a Flight from United Airlines.
More routes to San Antonio, TX and to Chicago
Looking for more options? Here you can see the most popular routes to San Antonio, TX and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to San Antonio, TX
- Atlanta, GA to San Antonio, TX
- Brownsville, TX to San Antonio, TX
- Ciudad Juárez to San Antonio, TX
- Dallas to San Antonio, TX
- El Paso, TX to San Antonio, TX
- Fort Worth to San Antonio, TX
- Houston to San Antonio, TX
- Las Vegas to San Antonio, TX
- Los Angeles to San Antonio, TX
- McAllen, TX to San Antonio, TX
- Mexico City to San Antonio, TX
- Monterrey, NL to San Antonio, TX
- Orlando, FL to San Antonio, TX
- Phoenix, AZ to San Antonio, TX
- San Luis Potosí to San Antonio, TX
- Santiago de Queretaro to San Antonio, TX
- St. Louis, MO to San Antonio, TX
- Torreón, CO to San Antonio, TX
- Zacatecas, ZS to San Antonio, TX
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Bloomington, IN to Chicago
- Boston, MA to Chicago
- Cincinnati to Chicago
- Ciudad Juárez to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Houston to Chicago
- Little Rock, AR to Chicago
- Louisville, KY to Chicago
- Matamoros to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- New York to Chicago
- Oklahoma City, OK to Chicago
- Pearson Toronto Airport to Chicago
- Philadelphia to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
