Train from Stamford, CT, US to Chicago: Tickets & Schedules

Previously seen trips

Next departures for Stamford to Chicago on December 2
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
AmtrakTrain
Stamford Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Stamford Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Stamford Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Stamford Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Stamford Station
Chicago (Union Station), ILNo tags

Compare 2 ways to go from Stamford 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, 5 hours 50 minutes and with fares starting at just $109, it presents an excellent value for a comfortable ride.

6bus per day
1d 5hAverage Duration
730 milesDistance
29kgCO₂ emissions
Average Price$109 - $422Average Duration1d 5h
29kg CO₂e
Average Price$214 - $1,210Average Duration23h 46m
107kg CO₂e

Frequently asked questions about traveling from Stamford, CT, US to Chicago by train

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

  1. How much is the train ticket from Stamford to Chicago?

    The cheapest train tickets from Stamford to Chicago start from $214. The average price for this train route is around $465. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

  2. How long is the train journey from Stamford to Chicago?

    The average train ride duration from Stamford to Chicago is 23h 46m, covering a distance of 730 miles (1178 km). The quickest train can get you there in 22h 17m and is operated by Amtrak.

  3. Which train operators service the Stamford to Chicago route?

    Several major train operators operate on this route with 3 trains available per day.

  4. What is the earliest and latest departure time for the train from Stamford to Chicago?

    The earliest train departs from Stamford to Chicago at 7:04am. And the latest train departs at 9:55pm.

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
11/30
$643
12/01
$527
Today
$233
12/03
No data
12/04
No data
12/05
No data
12/06
No data
12/07
No data
busbud logoThe cheapest trip from Stamford, CT, US to Chicago was searched and found on Dec 2, 2025 with a price of $233

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Stamford, CT, US to Chicago, as early as possible.

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