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Chicago to Bridgeport trains

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Trip Overview

The average train between Chicago and Bridgeport takes 24h 25m and the fastest train takes 22h 3m. The train runs, on average, 6 times per week from Chicago to Bridgeport. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

24h 25m
Duration
995 mi
Distance
$645
Average price
6 times a week
Frequency

Chicago to Bridgeport train times

Trains run 6 times a week between Chicago and Bridgeport. The service departs Chicago at 9:30 PM at night, which arrives into Bridgeport at 07:54:00. All services require a transfer at Springfield and take an average of 24h 25m. The schedules shown below are for the next available departures.

Departing Friday, October 30, 2026

  •  → 

    Arrives +2 days

    AmtrakAmtrakAmtrak34h 24m • 2 changes

Departing Saturday, October 31, 2026

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    Arrives next day

    AmtrakAmtrakAmtrak23h 57m • 2 changes

Departing Sunday, November 1, 2026

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    Arrives next day

    AmtrakAmtrakAmtrak22h 3m • 2 changes

Departing Monday, November 2, 2026

  •  → 

    Arrives next day

    AmtrakAmtrakAmtrak22h 3m • 2 changes

Departing Tuesday, November 3, 2026

  •  → 

    Arrives next day

    AmtrakAmtrakAmtrak22h 3m • 2 changes

Departing Wednesday, November 4, 2026

  •  → 

    Arrives next day

    AmtrakAmtrakAmtrak22h 3m • 2 changes

Frequently asked questions

Want to know about travelling from Chicago to Bridgeport? 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 Bridgeport.ExpandLaunch map view
  • Distance: 994.9 mi
  • Duration: 24h 25m

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

You can take a train from Chicago Union Station to Bridgeport via Springfield and New Haven in around 22h 20m.

Operators