Next departures for San Antonio to Chicago on November 20
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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 21
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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 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
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 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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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
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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
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
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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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Last refresh of the prices: Yesterday at 9:40 PM 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 the good way to reach Chicago. The journey takes about 1 day, 7 hours 10 minutes and with fares starting at just $107, it presents an excellent value for a comfortable ride.
Based on 5593 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $121
Amtrak San Antonio Chicago recent customer reviews
my train was delayed two times. The service was bad.
Frequently asked questions about traveling from San Antonio, US to Chicago by train
How much does a train ticket from San Antonio to Chicago cost?
The average train ticket price from San Antonio to Chicago is $153. The best way to find 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 train 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 1050 miles 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 have layovers. 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.
What are the best sights and things to do in Chicago?
Once in Chicago, you can explore the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/17
$222
11/18
$199
Today
$167
11/20
$295
11/21
$291
11/22
$215
11/23
$307
11/24
$285
The cheapest trip from San Antonio, US to Chicago was searched and found on Nov 19, 2025 with a price of $167
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 $167 to $1,055 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 $215 which is on 2025-11-22.
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 $153 on average. If you're on a budget, you'll find cheap tickets from $121. 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!