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 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 Wi-Fi. Amtrak ticket prices on this trip start at £94
Frequently asked questions about travelling from Middlebury, VT to Chicago by train
How much does a cheap train ticket from Middlebury to Chicago cost?
The average train ticket price from Middlebury to Chicago is £145. The best way to find cheap train tickets from Middlebury to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Middlebury to Chicago?
A train trip between Middlebury and Chicago is around 1d , although the fastest train will take about 1d . This is the time it takes to travel the 746 miles that separates the two cities.
How many daily train are there between Middlebury and Chicago?
The number of trains from Middlebury to Chicago can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Middlebury to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Middlebury to Chicago?
When taking the train from Middlebury to Chicago, you can travel comfortably and safely with Amtrak.
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 27 Nov 2025 with a price of £161To 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.
