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

Next train departures

Next departures for Stamford to Chicago on March 20
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
AmtrakTrain
Stamford Station
Chicago (Union Station), ILCheapestFastest
AmtrakTrain
Stamford Station
Chicago (Union Station), ILNo tags
NextGen Acela + Amtrak
Train
Stamford Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Stamford Station
Chicago (Union Station), ILNo tags
NextGen Acela + Amtrak
Train
Stamford Station
Chicago (Union Station), ILNo tags

Last refresh of the prices: Today at 12:39 PM EDT.

Compare 2 ways to go from Stamford 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, 5 hours 50 minutes and with fares starting at just $111, it presents an excellent value for a comfortable ride.

5bus per day
1d 5hAverage Duration
730 milesDistance
29kgCO₂ emissions
Average Price$111 - $420Average Duration1d 5h
29kg CO₂e
Average Price$130 - $2,185Average Duration1d 2h
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 $130. The average price for this train route is around $334. 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 1d 2h, 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 9:30am. 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
03/17
$245
03/18
$272
Today
$387
03/20
$377
03/21
No data
03/22
No data
03/23
No data
03/24
No data
busbud logoThe cheapest trip from Stamford, CT, US to Chicago was searched and found on Mar 17, 2026 with a price of $245

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.

You can expect to pay from $245 to $2,145 for a train ticket from Stamford, CT, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $377 which is on 2026-03-20.

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