Bus Tickets from Middlebury, VT to Chicago

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TodayJul 23
TomorrowJul 24
FriJul 25
SatJul 26
from US$218
SunJul 27
MonJul 28
TueJul 29
WedJul 30

Next departures to Chicago

One passenger / one way

  • This trip is recommended because it is the: Cheapest + Fastest
    Departure time: July 26 at
    Departure city: Middlebury
    Departure location: Storrs Ave
    Arrival time: July 27 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • Departure time: July 26 at
    Departure city: Middlebury
    Departure location: Storrs Ave
    Arrival time: July 27 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:

Last refresh of the prices: Last Saturday at 6:05 PM EDT.

Prices and availability are subject to change.

Accepted payments

  • Visa
  • MasterCard
  • American Express
  • China Union Pay
  • Diners Club Canada
  • Discover Click to Pay
  • JCB payment
  • Klarna (Pay over time)
  • Google Pay

Compare 2 ways to go from Middlebury to Chicago

Bus
Average PriceUS$156 - US$245Average Duration20h 35m
30kg CO₂e5 out of 5 stars
CheapestFastestMost eco-friendly
Train
Average PriceUS$158 - US$247Average Duration1d
109kg CO₂e1 out of 5 stars
busbud logoBusbud recommends taking the bus from Middlebury to Chicago

Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 20 hours 35 minutes, and with fares starting at just US$156, it presents an excellent value for a comfortable ride.

1bus per day
20h 35mAverage Duration
US$156Cheapest ticket
30kgCO₂ emissions

Bus Middlebury, VT to Chicago: Trip Overview

Average Ticket PriceUS$156
Average Bus Trip Duration20h 35m
Number of daily buses1
Earliest bus departure2:37pm
Distance1199 km

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 on the trip Middlebury, VT - Chicago

  1. How far is Middlebury from Chicago?

    The distance between Middlebury and Chicago is around 1203 km (746 miles).

Find cheapest prices for buses

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

Best price found
07-21
US$288
07-22
No data
Today
No data
07-24
US$176
07-25
No data
07-26
US$209
07-27
No data
07-28
No data
busbud logoThe cheapest trip from Middlebury, VT to Chicago was searched and found on Jul 24, 2025 with a price of US$176

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

You can expect to pay from US$176 to US$1,516 for a bus ticket from Middlebury, VT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at US$176 which is on 2025-07-24.

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 travellers have used their electronic device on board during 2014.

What's the cheapest way to go from Middlebury, VT to Chicago?

busbud logoThe bus is the cheapest travel choice for this destination

Will you be returning to Middlebury, VT by bus?

Bus from Middlebury, VT to Chicago

You can also go to Chicago by train

Train from Middlebury, VT to Chicago

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