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Chicago Union Station to Waterbury trains

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Trip Overview

The average train between Chicago Union Station and Waterbury takes 28h 37m and the fastest train takes 23h 10m. The train runs, on average, 6 times per week from Chicago Union Station to Waterbury. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

28h 37m
Duration
974 mi
Distance
$624
Average price
6 times a week
Frequency

Chicago Union Station to Waterbury train times

Trains run 6 times a week between Chicago Union Station and Waterbury. The service departs Chicago Union Station at 9:30 PM at night, which arrives into Waterbury at 00:37:00. All services require a transfer at Springfield and take an average of 28h 37m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrakMetro-North Railroad (MNR)26h 7m • 2 changes

Departing Thursday, November 12, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrakMetro-North Railroad (MNR)35h 11m • 2 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives next day

    AmtrakAmtrakMetro-North Railroad (MNR)23h 10m • 2 changes

Departing Saturday, November 14, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrakMetro-North Railroad (MNR)35h 4m • 2 changes

Departing Sunday, November 15, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrakMetro-North Railroad (MNR)26h 7m • 2 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrakMetro-North Railroad (MNR)26h 7m • 2 changes

Frequently asked questions

Want to know about travelling from Chicago Union Station to Waterbury? 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 Union Station to Waterbury.ExpandLaunch map view
  • Distance: 974.1 mi
  • Duration: 28h 37m

What companies run services between Chicago Union Station, IL, USA and Waterbury, CT, USA?

You can take a train from Chicago Union Station to E Main St @ Phoenix St via Springfield, Meriden, and State St @ Meriden Transit Center in around 22h 14m.

Operators