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Chicago to Stamford trains

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Trip Overview

The average train between Chicago and Stamford takes 25h 50m and the fastest train takes 21h 20m. The train runs, on average, 5 times per week from Chicago to Stamford. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

25h 50m
Duration
992 mi
Distance
$880
Average price
5 times a week
Frequency

Chicago to Stamford train times

Trains run 5 times a week between Chicago and Stamford. The service departs Chicago at 9:30 PM at night, which arrives into Stamford at 06:33:00. All services require a transfer, and take on average 25h 50m. The schedules shown below are for the next available departures.

Departing Thursday, October 29, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrak32h 3m • 1 change

Departing Friday, October 30, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak21h 20m • 1 change

Departing Saturday, October 31, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrak Acela32h 43m • 1 change

Departing Sunday, November 1, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak21h 33m • 1 change

Departing Monday, November 2, 2026

  •  → 

    Arrives next day

    AmtrakAmtrak21h 33m • 1 change

Frequently asked questions

Want to know about travelling from Chicago to Stamford? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Chicago to Stamford.ExpandLaunch map view
  • Distance: 992.2 mi
  • Duration: 25h 50m

What companies run services between Chicago, IL, USA and Stamford, CT, USA?

You can take a train from Chicago Union Station to Stamford Amtrak Station via Ny Moynihan Train Hall At Penn Station in around 21h 38m.

Operators