Previously seen trips
| 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 $295, it presents an excellent value for a comfortable ride.
Train companies
Based on 5615 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 $295
Frequently asked questions about travelling from Chicago to Winslow 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 Chicago to Winslow?
The cheapest train tickets from Chicago to Winslow start at $295. The average price for this train route is around $390. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Chicago to Winslow?
The average train trip from Chicago to Winslow takes 1d 11h and covers 2140 km. The quickest train gets you there in 1d 6h and is operated by Amtrak.
Which train operators serve the Chicago to Winslow route?
Several major train operators serve this route, with 3 trains available per day.
What are the earliest and latest departure times for the train from Chicago to Winslow?
The earliest train from Chicago to Winslow departs at 7:40am. The latest train departs at 2:25pm.
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 Nov 28, 2025 with a price of $390To 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.
