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Chicago to Bridgeport Station trains

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Trip Overview

The train between Chicago and Bridgeport Station takes 22h 3m. The train runs, on average, 5 times per week from Chicago to Bridgeport 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.

22h 3m
Duration
995 mi
Distance
$648
Average price
5 times a week
Frequency

Chicago to Bridgeport Station train times

Trains run 5 times a week between Chicago and Bridgeport Station. The service departs Chicago at 9:30 PM at night, which arrives into Bridgeport Station at 20:33:00. All services require a transfer at Springfield and take an average of 22h 3m. The schedules shown below are for the next available departures.

Departing Sunday, October 25, 2026

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Departing Monday, October 26, 2026

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Departing Tuesday, October 27, 2026

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    Arrives next day

    AmtrakAmtrakAmtrak22h 3m • 2 changes

Departing Wednesday, October 28, 2026

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    Arrives next day

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Departing Thursday, October 29, 2026

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    Arrives next day

    AmtrakAmtrakAmtrak22h 3m • 2 changes

Frequently asked questions

Want to know about travelling from Chicago to Bridgeport 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 Chicago to Bridgeport Station.ExpandLaunch map view
  • Distance: 994.9 mi
  • Duration: 22h 3m

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

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

Operators