Next train departures Today, 19 Mar Tomorrow, 20 Mar Sat, 21 Mar Sun, 22 Mar Mon, 23 Mar Tue, 24 Mar Wed, 25 Mar Thu, 26 Mar More dates
Next departures from Pittsburgh to Chicago on 19 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 6 475
Next departures from Pittsburgh to Chicago on 20 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 5 880
Next departures from Pittsburgh to Chicago on 21 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 5 357
Next departures from Pittsburgh to Chicago on 22 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 5 357
Next departures from Pittsburgh to Chicago on 23 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 6 475
Next departures from Pittsburgh to Chicago on 24 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 5 880
Next departures from Pittsburgh to Chicago on 25 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 6 475
Next departures from Pittsburgh to Chicago on 26 March Operated by Vehicle type Departure time Departure location Trip duration Arrival time Arrival location Recommended Price and booking link Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL Cheapest Fastest R 2 744 Train 23:59
Union Station 9h 46m 08:45
Chicago (Union Station), IL No tags R 7 178
Last refresh of the prices: Today at 3:05 AM EDT.
View all departures Where are the popular train stations and stops in Pittsburgh and Chicago? Chicago A
Union Station
225 S Canal St, Chicago, IL 60606, USA Map
Find cheapest prices for trains Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Pittsburgh to Chicago was searched and found on 17 Mar 2026 with a price of R 2 595 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 R 2 595 to R 6 915 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 R 2 630, which is on 2026-03-20.
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