Rome2Rio

Waterbury to Chicago Union Station trains

Find Transport to Chicago Union Station

View schedule
QR code to download the Rome2Rio app

Download the Rome2Rio travel app

Scan QR code with your phone to download the app

Download on the App StoreGet it on Google Play

Trip Overview

The average train between Waterbury and Chicago Union Station takes 25h 5m and the fastest train takes 24h 54m. There is at least one train per day from Waterbury to Chicago Union Station. 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 5m
Duration
974 mi
Distance
$630
Average price
Once daily
Frequency

Waterbury to Chicago Union Station train times

Trains run once daily between Waterbury and Chicago Union Station. The earliest departure is at 9:38 AM in the morning, and the last departure from Waterbury is at 10:18 AM which arrives into Chicago Union Station at 10:12 AM. All services require a transfer at State St @ Meriden Transit Center and take an average of 25h 5m. The schedules shown below are for the next available departures.

Departing Thursday, November 12, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)AmtrakAmtrak24h 54m • 2 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)AmtrakAmtrak24h 54m • 2 changes

Departing Saturday, November 14, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)AmtrakAmtrak25h 34m • 2 changes

Departing Sunday, November 15, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)AmtrakAmtrak25h 34m • 2 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)AmtrakAmtrak24h 54m • 2 changes

Departing Tuesday, November 17, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)AmtrakAmtrak24h 54m • 2 changes

Departing Wednesday, November 18, 2026

  •  → 

    Arrives next day

    Metro-North Railroad (MNR)AmtrakAmtrak24h 54m • 2 changes

Frequently asked questions

Want to know about travelling from Waterbury to Chicago Union Station? 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 Waterbury to Chicago Union Station.ExpandLaunch map view
  • Distance: 974.4 mi
  • Duration: 25h 5m

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

You can take a bus from W Main St @ Leavenworth St to Chicago Union Station via State St @ Meriden Transit Center, Meriden, and Springfield in around 23h 14m.

Operators