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 R 2 098, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5643 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 R 2 098
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 differ 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 from R 2 098. The average price for this train route is around R 3 745. Busbud recommends booking your tickets in advance for a better chance to secure 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 1200 km. The quickest train can get 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 15 Dec 2025 with a price of R 2 318To 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 R 2 318 to R 13 389 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 R 2 318, which is on 2025-12-15.
