Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Winslow Station | Chicago (Union Station), IL | No tags | ||||
| Train | Winslow Station | Chicago (Union Station), IL | No tags | ||||
| Train | Winslow Station | Chicago (Union Station), IL | No tags | ||||
| Train | Winslow Station | Chicago (Union Station), IL | No tags | ||||
| Train | Winslow Station | Chicago (Union Station), IL | No tags |
Get from Winslow to Chicago
The journey takes about 1 day, 12 hours 57 minutes, and with fares starting at just $206, it presents an excellent value for a comfortable ride.
Train companies
Based on 5751 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 $206
Frequently asked questions about travelling from Winslow to Chicago 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 Winslow to Chicago?
The cheapest train tickets from Winslow to Chicago start at $206. The average price for this train route is around $298. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Winslow to Chicago?
The average train trip from Winslow to Chicago takes 1d 12h and covers 2140 km. The quickest train gets you there in 1d 7h and is operated by Amtrak.
Which train operators serve the Winslow to Chicago 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 Winslow to Chicago?
The earliest train from Winslow to Chicago departs at 6:03am. The latest train departs at 6:03am.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Winslow to Chicago was searched and found on Jan 30, 2026 with a price of $197To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Winslow to Chicago, as early as possible.
You can expect to pay from $197 to $1,760 for a train ticket from Winslow to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $197 which is on 2026-01-30.
