Next departures from San Antonio to Chicago on 27 January
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San Antonio Station
Chicago (Union Station), IL
Cheapest
San Antonio Station
Chicago (Union Station), IL
Fastest
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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Next departures from San Antonio to Chicago on 28 January
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San Antonio Station
Chicago (Union Station), IL
Cheapest
San Antonio Station
Chicago (Union Station), IL
Fastest
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
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Next departures from San Antonio to Chicago on 29 January
Operated by
Vehicle type
Departure time
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Recommended
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San Antonio Station
Chicago (Union Station), IL
Cheapest
San Antonio Station
Chicago (Union Station), IL
Fastest
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
Next departures from San Antonio to Chicago on 30 January
Operated by
Vehicle type
Departure time
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Recommended
Price and booking link
San Antonio Station
Chicago (Union Station), IL
CheapestFastest
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
Next departures from San Antonio to Chicago on 31 January
Operated by
Vehicle type
Departure time
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Recommended
Price and booking link
San Antonio Station
Chicago (Union Station), IL
CheapestFastest
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
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Next departures from San Antonio to Chicago on 1 February
Operated by
Vehicle type
Departure time
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Recommended
Price and booking link
San Antonio Station
Chicago (Union Station), IL
CheapestFastest
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
San Antonio Station
Chicago (Union Station), IL
No tags
Last refresh of the prices: Yesterday at 9:28 PM CST.
Compare 2 ways to travel from San Antonio to Chicago
We recommend taking the bus
Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 1 day, 7 hours 35 minutes and with fares starting at just R 1 537, it presents an excellent value for a comfortable ride.
Based on 5750 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 1 984
Amtrak San Antonio Chicago recent customer reviews
my train was delayed two times. The service was bad.
Frequently asked questions about travelling from San Antonio, US to Chicago by train
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the train ticket from San Antonio to Chicago?
The cheapest train tickets from San Antonio to Chicago start from R 1 984. The average price for this train route is around R 2 514. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from San Antonio to Chicago?
The average train journey time from San Antonio to Chicago is 1d 13h, covering a distance of 1694 km. The quickest train can get you there in 1d 6h and is operated by Amtrak.
Which train operators serve the San Antonio to Chicago route?
Several major train operators run on this route, with 3 trains available per day.
What are the earliest and latest departure times for the train from San Antonio to Chicago?
The earliest train from San Antonio to Chicago departs at 06:48. And the latest train departs at 06:48.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
24/01
R 1 898
25/01
R 3 168
Today
R 3 284
27/01
R 2 409
28/01
R 2 541
29/01
R 4 637
30/01
R 2 756
31/01
R 3 284
The cheapest trip from San Antonio, US to Chicago was searched and found on 24 Jan 2026 with a price of R 1 898
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from San Antonio, US to Chicago as early as possible.
You can expect to pay from R 1 898 to R 14 767 for a train ticket from San Antonio, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 2 409, which is on 2026-01-27.
What's the cheapest way to go from San Antonio, US to Chicago?
The Train is the cheapest travel choice for this destination
The best way to travel between San Antonio, US and Chicago is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost R 2 514 on average. If you're on a budget, you'll find cheap tickets from R 1 984. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from San Antonio, US to Chicago in about 1d 7h – that's the fastest way to get there!