Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Middlebury Amtrak Station | Chicago (Union Station), IL | No tags | ||||
| Train | Middlebury Amtrak Station | Chicago (Union Station), IL | No tags | ||||
| Train | Middlebury Amtrak Station | Chicago (Union Station), IL | No tags | ||||
| Train | Middlebury Amtrak Station | Chicago (Union Station), IL | No tags | ||||
| Train | Middlebury Amtrak Station | Chicago (Union Station), IL | No tags |
Get from Middlebury to Chicago
The journey takes about 1 day, 31 minutes, and with fares starting at just $174, it presents an excellent value for a comfortable ride.
Train companies
Based on 5611 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the WiFi. Amtrak ticket prices on this trip start at $174
Frequently asked questions about travelling from Middlebury, VT to Chicago by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Middlebury to Chicago?
The cheapest train tickets from Middlebury to Chicago start at $174. The average price for this train route is around $267. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Middlebury to Chicago?
The average train trip from Middlebury to Chicago takes 1d and covers 1200 km. The quickest train gets you there in 1d and is operated by Amtrak.
Which train operators serve the Middlebury to Chicago route?
Several major train operators serve this route, with 1 trains available per day.
What are the earliest and latest departure times for the train from Middlebury to Chicago?
The earliest train from Middlebury to Chicago departs at 10:41am. The latest train departs at 10:41am.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Middlebury, VT to Chicago was searched and found on Nov 27, 2025 with a price of $298To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Middlebury, VT to Chicago, as early as possible.
