Previously seen journeys
| 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 £94, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5622 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 Wi-Fi. Amtrak ticket prices on this trip start at £94
Frequently asked questions about travelling from Middlebury, VT to Chicago by train
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much does a train ticket cost from Middlebury to Chicago?
The cheapest train tickets from Middlebury to Chicago start from £94. The average price for this train route is around £167. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from Middlebury to Chicago?
The average train journey time from Middlebury to Chicago is 1d , covering a distance of 744 miles. The fastest train gets you there in 1d and is operated by Amtrak.
Which train operators serve the Middlebury to Chicago route?
Several major train operators run on 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 10:41. And the latest train departs at 10:41.
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 6 Dec 2025 with a price of £90To 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.
You can expect to pay from £90 to £595 for a train ticket from Middlebury, VT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at £90, which is on 2025-12-06.
