There are 6 ways to get from Fort Sam Houston to Chicago by plane, bus, train (Amtrak), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly San Antonio International Airport to Chicago Midway International Airport
best- Fly from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW)plane SAT - MDW
5h 14m$115–558Fly San Antonio International Airport to Chicago O'Hare International Airport
cheapest- Fly from San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD)plane SAT - ORD
5h 41m$90–418Bus
- Take the bus from Tornado Bus Co - San Antonio to Chicagobus Querétaro
25h 31m$197–361Train (Amtrak)
- Take the train from San Antonio Station to Chicago Union Stationtrain Texas Eagle
31h 12m$439–873Drive 1,189.3 mi
- Drive from Fort Sam Houston to Chicagocar 1,189.3 mi
19h 47m$218–314Bus to Austin-Bergstrom International Airport, fly to Chicago Midway International Airport
- Take the bus from San Antonio Bus Station to Austin Eastside Bus Plazabus
- Fly from Austin-Bergstrom International Airport (AUS) to Chicago Midway International Airport (MDW)plane AUS - MDW
7h 41m$136–632
San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Fort Sam Houston to Chicago is to fly which costs $90 - $420 and takes 5h 41m.
The fastest way to get from Fort Sam Houston to Chicago is to fly which takes 5h 14m and costs $110 - $600.
No, there is no direct bus from Fort Sam Houston to Chicago. However, there are services departing from Broadway Opposite Perry Ct. and arriving at Chicago via Martin & Navarro and Tornado Bus Co - San Antonio. The journey, including transfers, takes approximately 25h 31m.
No, there is no direct train from Fort Sam Houston station to Chicago station. However, there are services departing from San Antonio Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 31h 12m.
The distance between Fort Sam Houston and Chicago is 1067 miles. The road distance is 1196.3 miles.
The best way to get from Fort Sam Houston to Chicago without a car is to bus which takes 25h 31m and costs $190 - $370.
It takes approximately 5h 14m to get from Fort Sam Houston to Chicago, including transfers.
Fort Sam Houston to Chicago bus services, operated by Tornado Bus Company, depart from Tornado Bus Co - San Antonio station.
Fort Sam Houston to Chicago train services, operated by Amtrak, depart from San Antonio Station.
The best way to get from Fort Sam Houston to Chicago is to fly which takes 5h 14m and costs $110 - $600. Alternatively, you can bus, which costs $190 - $370 and takes 25h 31m, you could also train, which costs $430 - $900 and takes 31h 12m.
What companies run services between Fort Sam Houston, TX, USA and Chicago, IL, USA?
Southwest Airlines flies from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Tornado Bus Company operates a bus from Tornado Bus Co - San Antonio to Chicago once daily. Tickets cost $180–340 and the journey takes 23h 15m.
- Website
- southwest.com
Flights from San Antonio International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $110–550
Flights from San Antonio International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 4h 32m
- When
- Saturday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $110–550
Flights from San Antonio International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $110–550
Flights from San Antonio International Airport to Chicago Midway International Airport via Houston Hobby Apt
- Ave. Duration
- 4h 40m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $110–550
Flights from San Antonio International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 50m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $120–600
Flights from Austin-Bergstrom International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $120–600
Flights from Austin-Bergstrom International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 5m
- When
- Saturday
- Estimated price
- $120–600
Flights from Austin-Bergstrom International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $120–600
Flights from Austin-Bergstrom International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–650
- Website
- aa.com
Flights from San Antonio International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 7m
- When
- Every day
- Estimated price
- $85–410
Flights from San Antonio International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $85–410
- Website
- united.com
Flights from San Antonio International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $85–410
Flights from San Antonio International Airport to Chicago O'Hare International Airport via Houston
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $90–420
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from San Antonio Station to Chicago Union Station
- Ave. Duration
- 31h 1m
- Frequency
- Once daily
- Estimated price
- $420–850
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Tornado Bus Co - San Antonio to Chicago
- Ave. Duration
- 23h 15m
- Frequency
- Once daily
- Estimated price
- $180–340
- Schedules at
- tornadobus.com
- Adults 11-59
- $180–340
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from San Antonio Bus Station to Austin Eastside Bus Plaza
- Ave. Duration
- 1h 25m
- Frequency
- Every 4 hours
- Estimated price
- $11–22
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from San Antonio Bus Station to Austin Eastside Bus Plaza
- Ave. Duration
- 1h 30m
- Frequency
- 3 times a day
- Estimated price
- $11–19
- Schedules at
- flixbus.com
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More Questions & Answers
Fort Sam Houston to Chicago bus services, operated by Tornado Bus Company, arrive at Chicago station.
Fort Sam Houston to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Fort Sam Houston to Chicago is 1196 miles. It takes approximately 19h 47m to drive from Fort Sam Houston to Chicago.
There are 1190+ hotels available in Chicago.











