Bus Tickets from Chicago to Brattleboro

Next departures

Next departures for Chicago to Brattleboro on September 20
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Greyhound Lines, Inc.
Downtown Greyhound Station
BrattleboroCheapestFastest
Greyhound Lines, Inc.
Downtown Greyhound Station
BrattleboroNo tags
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
BrattleboroNo tags
Greyhound Lines, Inc.
537-517 W. Jackson Blvd
BrattleboroNo tags
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
BrattleboroNo tags

Accepted payments

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Bus Chicago to Brattleboro: Trip Overview

Average ticket price$186
Average bus trip duration1d 13h
Number of daily buses5
Earliest bus departure5:45am
Distance771 miles (1242 km)
Latest bus departure11:15pm

Chicago to Brattleboro Bus

Busbud helps you find a bus from Chicago to Brattleboro. Get the best fare and schedule, book a round trip ticket or find buses with WiFi and electrical outlets.

We make sure you can find a bus service from Chicago to Brattleboro from the most reliable bus companies operating this trip.

Whether it is cheap bus tickets or more luxurious buses going to Brattleboro from Chicago, we help you find what you're looking for based on how much of a budget you have.

Frequently asked questions for your trip Chicago - Brattleboro

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
09/17
No data
09/18
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Today
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09/20
$171
09/21
No data
09/22
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09/23
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09/24
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busbud logoThe cheapest trip from Chicago to Brattleboro was searched and found on Sep 20, 2025 with a price of $171

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Brattleboro, as early as possible.

You can expect to pay from $171 to $287 for a bus ticket from Chicago to Brattleboro based on the last 2 days. You can expect to find the cheapest price for the trip at $171 which is on 2025-09-20.

About Bus Travel

Bus Travel Tips

Make friends with the driver. They usually know a lot about your destination and may even recommend which side of the bus to sit on to get the best views on the road between Chicago and Brattleboro!

Start sightseeing the minute your bus leaves the station. If you're on the night bus from Chicago to Brattleboro, get comfy and count the stars.

Buses are energy-efficient. Carrying a passenger over 100 kms by coach only takes 0.6-0.9 liters of gas. Compare that to the 2.6 liters required by high-speed train, 6.6 liters by airplane and 7.6 liters by gas-powered car, and it's clear that the bus is a more environmentally-conscious option for your bus transportation from Chicago to Brattleboro.

Create your own real life musical score by curating a personalized bus travel playlist - the perfect accompaniment to your bus ride from Chicago to Brattleboro.

Did you know?

Did you know that 80% of the buses in North America are equipped with WiFi and power outlets ? And 60% of bus travelers have used their electronic device on board during 2014.

The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.

9.2% of ground transportation in Europe is done by bus versus 7.4% by train.

Will you be returning to Chicago by bus?

Bus from Brattleboro to Chicago

Why choose Busbud?

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