Next departures for Pittsburgh to Chicago on November 16
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
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Next departures for Pittsburgh to Chicago on November 17
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
No tags
Next departures for Pittsburgh to Chicago on November 18
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
No tags
Next departures for Pittsburgh to Chicago on November 19
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
No tags
Next departures for Pittsburgh to Chicago on November 20
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
No tags
Next departures for Pittsburgh to Chicago on November 21
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
No tags
Next departures for Pittsburgh to Chicago on November 22
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
No tags
Next departures for Pittsburgh to Chicago on November 23
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Union Station
Chicago (Union Station), IL
CheapestFastest
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Union Station
Chicago (Union Station), IL
No tags
Last refresh of the prices: Today at 1:57 AM EST.
Compare 2 ways to go from Pittsburgh to Chicago
We recommend taking the train
Among the sustainable travel choices, the train stands out as the good way to reach Chicago. The journey takes about 9 hours 46 minutes and with fares starting at just $52, it presents an excellent value for a comfortable ride.
Based on 5587 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 $52
Frequently asked questions about traveling from Pittsburgh to Chicago by train
How much does a train ticket from Pittsburgh to Chicago cost?
The average train ticket price from Pittsburgh to Chicago is $64. The best way to find train tickets from Pittsburgh 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 Pittsburgh to Chicago?
A train trip between Pittsburgh and Chicago is around 9h 46m, although the fastest train will take about 9h 46m. This is the time it takes to travel the 410 miles that separates the two cities.
How many daily trains are there between Pittsburgh and Chicago?
The number of trains from Pittsburgh to Chicago can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Pittsburgh to Chicago by comparing and selecting the train that fits you travel style and budget on Busbud.
Which train companies travel from Pittsburgh to Chicago?
When taking the train from Pittsburgh 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
11/14
$181
11/15
$86
Today
$123
11/17
$123
11/18
$104
11/19
$86
11/20
$149
11/21
$181
The cheapest trip from Pittsburgh to Chicago was searched and found on Nov 15, 2025 with a price of $86
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Pittsburgh to Chicago, as early as possible.
You can expect to pay from $86 to $869 for a train ticket from Pittsburgh to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $86 which is on 2025-11-19.
What's the cheapest way to go from Pittsburgh to Chicago?
The train is the cheapest travel choice for this destination
The best way to travel between Pittsburgh 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 $64 on average. If you're on a budget, you'll find cheap tickets from $52. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from Pittsburgh to Chicago in about 9h 46m - that's the fastest way to get there!
The cheapest trip from Pittsburgh to Chicago was searched and found on Nov 15, 2025 with a price of $86
The train is the cheapest travel choice for this destination
