Compare 2 ways to go from Middlebury to Chicago.
Busbud recommends taking the bus from Middlebury to ChicagoAmong the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 20 hours 35 minutes and with fares starting at just $156, it presents an excellent value for a comfortable ride.
Bus Middlebury to Chicago: Trip Overview
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Based on 5140 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $156.00
Middlebury to Chicago Bus
Busbud helps you find a bus from Middlebury to Chicago. Get the best fare and schedule, book a round trip ticket or find buses with WiFi and electrical outlets.
We make it our job to connect you with the most dependable bus companies that cover bus service from Middlebury to Chicago.
Discover how much the bus trip from Middlebury to Chicago will cost you. Use our filters and sorting features to find the cheapest bus tickets or luxury buses.
Frequently asked questions for your trip Middlebury (VT) - Chicago
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Middlebury to Chicago was searched and found on May 27, 2025 with a price of $281To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Middlebury to Chicago, as early as possible.
You can expect to pay from $281 to $656 for a bus ticket from Middlebury to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $281 which is on 2025-05-27.
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 Middlebury and Chicago!
From miles long of beauteous natural landscapes to impressive man-crafted sights, you're bound to be in for a visual treat on your bus trip from Middlebury to Chicago.
Buses have one of the smallest carbon footprints of motorized transport modes. A bus going from Middlebury to Chicago will emit less CO2 than a car or an airplane.
Make a music playlist for your bus ride from Middlebury to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
It takes 27 hours to go by bus from Lima to Cusco, one of the craziest bus trips on the world. This route is used daily by locals and backpackers.
The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.
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.
What's the cheapest way to go from Middlebury to Chicago?
The bus is the cheapest travel choice for this destinationTop traveled bus routes
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Popular Buses Connecting Middlebury
Buses Leaving from Middlebury
- Bus from Middlebury to Burlington
- Bus Middlebury - Boston
- Middlebury - Rutland
- Bus from Middlebury to Chicago
- Bus Middlebury - New York
- Middlebury - Albany
- Bus from Middlebury to Portland
- Bus Middlebury - Providence
- Middlebury - Rochester
- Bus from Middlebury to Buffalo
- Bus Middlebury - Washington
- Middlebury - Bennington
- Bus from Middlebury to New Haven
- Bus Middlebury - New London
- Middlebury - Westerly
Buses Going to Middlebury
- Bus from Burlington to Middlebury
- Bus Rutland - Middlebury
- Chicago - Middlebury
- Bus from Boston to Middlebury
- Bus New York - Middlebury
- Albany - Middlebury
- Bus from Buffalo to Middlebury
- Bus Worcester - Middlebury
- Newark - Middlebury
- Bus from Detroit to Middlebury
- Bus New Haven - Middlebury
- Washington - Middlebury
- Bus from Dallas to Middlebury
- Bus Hartford - Middlebury