Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train
| Osceola Station | Chicago (Union Station), IL | Cheapest | ||||
| Train
| Osceola Station | Chicago (Union Station), IL | Fastest | ||||
| Train
| Osceola Station | Chicago (Union Station), IL | No tags | ||||
| Train
| Osceola Station | Chicago (Union Station), IL | No tags | ||||
| Train
| Osceola Station | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Yesterday at 2:52 PM CDT.
Compare 2 ways to go from Osceola to Chicago
Among the sustainable travel choices, the Train stands out as a good way to reach Chicago. The journey takes about 7 hours 1 minute, and with fares starting at just CLP 55,894, it presents an excellent value for a comfortable ride.
Train companies
Based on 6532 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 CLP 55,894
Amtrak Osceola Chicago recent customer reviews
Very pleasant
Milciades S.
Frequently asked questions about travelling from Osceola, IA 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 Osceola to Chicago?
The cheapest train tickets from Osceola to Chicago start at CLP 55,894. The average price for this train route is around CLP 81,124. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Osceola to Chicago?
The average train trip from Osceola to Chicago takes 7h 1m and covers 519 km. The quickest train gets you there in 7h 1m and is operated by Amtrak.
Which train operators serve the Osceola to Chicago route?
Several major train operators serve this route, with 1 trains available per day.
What are the earliest and latest departure times for the train from Osceola to Chicago?
The earliest train from Osceola to Chicago departs at 7:38am. The latest train departs at 7:38am.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Osceola, IA to Chicago was searched and found on Oct 3, 2026 with a price of CLP 54,848To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Osceola, IA to Chicago, as early as possible.
You can expect to pay from CLP 54,848 to CLP 534,255 for a train ticket from Osceola, IA to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at CLP 54,848 which is on 2026-10-05.
