Previously seen journeys
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Chicago (Union Station), IL | Winslow Station | No tags | ||||
| Train | Chicago (Union Station), IL | Winslow Station | No tags | ||||
| Train | Chicago (Union Station), IL | Winslow Station | No tags | ||||
| Train | Chicago (Union Station), IL | Winslow Station | No tags | ||||
| Train | Chicago (Union Station), IL | Winslow Station | No tags |
Get from Chicago to Winslow
The journey takes about 1 day, 11 hours 11 minutes, and with fares starting at just £159, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5616 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 £159
Frequently asked questions about travelling from Chicago to Winslow by train
How much does a cheap train ticket from Chicago to Winslow cost?
The average train ticket price from Chicago to Winslow is £210. The best way to find cheap train tickets from Chicago to Winslow 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 Chicago to Winslow?
A train trip between Chicago and Winslow is around 1d 11h, although the fastest train will take about 1d 6h. This is the time it takes to travel the 1327 miles that separates the two cities.
How many daily train are there between Chicago and Winslow?
The number of trains from Chicago to Winslow can differ depending on the day of the week. On average, there are 3. Some trains are direct while others include transferring trains. Simplify your train trip from Chicago to Winslow by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to Winslow?
When taking the train from Chicago to Winslow, 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 Chicago to Winslow was searched and found on 28 Nov 2025 with a price of £211To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Winslow as early as possible.
