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Chicago to Bennington buses

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Trip Overview

The bus between Chicago and Bennington takes 26h. There is at least one bus per day from Chicago to Bennington. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

26h
Duration
884 mi
Distance
$192
Average price
Once daily
Frequency

Chicago to Bennington bus times

Buses run once daily between Chicago and Bennington. The service departs Chicago at 6:00 PM in the evening, which arrives into Bennington at 21:00:00. All services require a transfer at Cleveland Bus Station and take an average of 26h. The schedules shown below are for the next available departures.

Departing Tuesday, November 10, 2026

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    Arrives next day

    Greyhound USAGreyhound USAVermont Translines26h • 2 changes

Departing Wednesday, November 11, 2026

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    Arrives next day

    Greyhound USAGreyhound USAVermont Translines26h • 2 changes

Departing Thursday, November 12, 2026

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    Arrives next day

    Greyhound USAGreyhound USAVermont Translines26h • 2 changes

Departing Friday, November 13, 2026

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    Arrives next day

    Greyhound USAGreyhound USAVermont Translines26h • 2 changes

Departing Saturday, November 14, 2026

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    Arrives next day

    Greyhound USAGreyhound USAVermont Translines26h • 2 changes

Departing Sunday, November 15, 2026

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    Arrives next day

    Greyhound USAGreyhound USAVermont Translines26h • 2 changes

Frequently asked questions

Want to know about travelling from Chicago to Bennington? 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 Bennington.ExpandLaunch map view
  • Distance: 884.4 mi
  • Duration: 26h

What companies run services between Chicago, IL, USA and Bennington, VT, USA?

You can take a bus from Chicago Bus Station to Green Mountain Community Bus Terminal via Cleveland Bus Station and Greyhound \ Trailways Terminal in around 20h 35m.

Operators