Rome2Rio

Fairfield to Chicago buses

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Trip Overview

The average bus between Fairfield and Chicago takes 27h 6m and the fastest bus takes 26h 53m. The bus runs, on average, 6 times per week 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.

27h 6m
Duration
1,057 mi
Distance
$204
Average price
6 times a week
Frequency

Fairfield to Chicago bus times

Buses run 6 times a week between Fairfield and Chicago. The earliest departure is at 11:14 AM in the morning, and the last departure from Fairfield is at 11:31 AM which arrives into Chicago at 1:25 PM. All services require a transfer at Bridgeport Bus Stop and take an average of 27h 6m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

  •  → 

    Arrives next day

    Greater Bridgeport TransitGreyhound USAFlixbus USA27h 10m • 2 changes

Departing Thursday, November 12, 2026

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    Arrives next day

    Greater Bridgeport TransitGreyhound USAFlixbus USA27h 10m • 2 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives next day

    Greater Bridgeport TransitGreyhound USAFlixbus USA27h 10m • 2 changes

Departing Saturday, November 14, 2026

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    Arrives next day

    Greater Bridgeport TransitGreyhound USAFlixbus USA27h 2m • 2 changes

Departing Sunday, November 15, 2026

  •  → 

    Arrives next day

    Greater Bridgeport TransitGreyhound USAFlixbus USA26h 53m • 2 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    Greater Bridgeport TransitGreyhound USAFlixbus USA27h 10m • 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: 1,057.2 mi
  • Duration: 27h 6m

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

You can take a bus from Post Rd. at Reef Rd. to Chicago Bus Station via Bridgeport Bus Stop, Port Authority Bus Terminal, and New York Midtown in around 25h 19m.

Operators