Next departures for San Antonio to Chicago on November 21
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San Antonio Station
Chicago (Union Station), IL
Cheapest
San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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Next departures for San Antonio to Chicago on November 22
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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
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San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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Next departures for San Antonio to Chicago on November 23
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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
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San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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Next departures for San Antonio to Chicago on November 24
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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 for San Antonio to Chicago on November 25
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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 for San Antonio to Chicago on November 26
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Recommended
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San Antonio Station
Chicago (Union Station), IL
CheapestFastest
San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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San Antonio Station
Chicago (Union Station), IL
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Next departures for San Antonio to Chicago on November 27
Operated by
Vehicle type
Departure time
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Recommended
Price and booking link
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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Last refresh of the prices: Today at 9:52 AM CST.
Compare 2 ways to go 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 10 minutes, and with fares starting at just $154, it presents an excellent value for a comfortable ride.
Based on 5597 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 WiFi. Amtrak ticket prices on this trip start at $174
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
How much does a cheap train ticket from San Antonio to Chicago cost?
The average train ticket price from San Antonio to Chicago is $220. The best way to find cheap train tickets from San Antonio to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the trip from San Antonio to Chicago?
A train trip between San Antonio and Chicago is around 1d 13h, although the fastest train will take about 1d 6h. This is the time it takes to travel the 1693 km that separates the two cities.
How many daily trains are there between San Antonio and Chicago?
The number of trains from San Antonio to Chicago can differ depending on the day of the week. On average, there are 3. Some trains are direct while others include transferring trains. Simplify your train trip from San Antonio to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from San Antonio to Chicago?
When taking the train from San Antonio to Chicago, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11-18
$288
11-19
$242
Today
$451
11-21
$522
11-22
$1,227
11-23
$435
11-24
$442
11-25
$597
The cheapest trip from San Antonio, US to Chicago was searched and found on Nov 19, 2025 with a price of $242
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 $242 to $1,913 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 $435 which is on 2025-11-23.
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 $220 on average. If you're on a budget, you'll find cheap tickets from $174. 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!