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Fairfield to Chicago trains

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Trip Overview

The average train between Fairfield and Chicago takes 21h 18m and the fastest train takes 21h 17m. There is at least one train per day from Fairfield to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

21h 18m
Duration
999 mi
Distance
$635
Average price
Once daily
Frequency

Fairfield to Chicago train times

Trains run once daily between Fairfield and Chicago. The earliest departure is at 1:51 PM in the afternoon, and the last departure from Fairfield is at 1:55 PM which arrives into Chicago at 10:12 AM. All services require a transfer at 125th Street - Harlem and take an average of 21h 18m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

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    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 17m • 2 changes

Departing Thursday, November 12, 2026

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    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 17m • 2 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 17m • 2 changes

Departing Saturday, November 14, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 21m • 2 changes

Departing Sunday, November 15, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 21m • 2 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 17m • 2 changes

Departing Tuesday, November 17, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)Metro-North Railroad (MNR)Amtrak21h 17m • 2 changes

Frequently asked questions

Want to know about travelling from Fairfield to Chicago? 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 Fairfield to Chicago.ExpandLaunch map view
  • Distance: 998.8 mi
  • Duration: 21h 18m

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

You can take a train from Fairfield to Chicago Union Station via 125th Street - Harlem and Croton-Harmon Amtrak Station in around 22h 18m.

Operators