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- This trip is recommended because it is: CheapestDeparture time: August 25 atDeparture city: ChicagoDeparture location: Downtown Greyhound StationArrival time: August 27 atDestination city: BrattleboroDestination location: BrattleboroOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration: - This trip is recommended because it is: FastestDeparture time: August 25 atDeparture city: ChicagoDeparture location: Downtown Greyhound StationArrival time: August 26 atDestination city: BrattleboroDestination location: BrattleboroOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
- Departure time: August 25 atDeparture city: ChicagoDeparture location: Downtown Greyhound StationArrival time: August 26 atDestination city: BrattleboroDestination location: BrattleboroOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
- Departure time: August 25 atDeparture city: ChicagoDeparture location: 537-517 W. Jackson BlvdArrival time: August 27 atDestination city: BrattleboroDestination location: BrattleboroOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
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Bus Chicago to Brattleboro: Trip Overview
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Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
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.
The cheapest trip from Chicago to Brattleboro was searched and found on Aug 24, 2025 with a price of $164To 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 $164 to $330 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 $167 which is on 2025-08-25.
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.
Top traveled bus routes
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Busbud.com makes it easy for you to find, compare and book city-to-city bus tickets, all over the world. We save you the extra trip to the bus station. With several language and currency options available, Busbud seeks to cater to international bus travelers no matter where they are in the world. Busbud prides itself on its worldwide partnerships. We make it possible for you to buy tickets with its large network of trustworthy bus partners like Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.
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