Trains tickets from Chicago to Osceola (IA)

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TodayJun 17
TomorrowJun 18
from $58
ThuJun 19
from $72
FriJun 20
from $70
SatJun 21
from $117
SunJun 22
MonJun 23
from $87
TueJun 24
from $91

Trains leaving tomorrow

One passenger / one way

  • This trip is recommended because it is: Cheapest
    Departure time: June 18 at
    Departure city: Chicago
    Departure location: Chicago (Union Station), IL
    Arrival time: June 18 at
    Destination city: Osceola
    Destination location: Osceola Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • This trip is recommended because it is: Fastest
    Departure time: June 18 at
    Departure city: Chicago
    Departure location: Chicago (Union Station), IL
    Arrival time: June 18 at
    Destination city: Osceola
    Destination location: Osceola Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: June 18 at
    Departure city: Chicago
    Departure location: Chicago (Union Station), IL
    Arrival time: June 18 at
    Destination city: Osceola
    Destination location: Osceola Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: June 18 at
    Departure city: Chicago
    Departure location: Chicago (Union Station), IL
    Arrival time: June 18 at
    Destination city: Osceola
    Destination location: Osceola Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: June 18 at
    Departure city: Chicago
    Departure location: Chicago (Union Station), IL
    Arrival time: June 18 at
    Destination city: Osceola
    Destination location: Osceola Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

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Train Chicago to Osceola: Trip Overview

Please note, this information is subject to change.

Average ticket price$108
Average train trip duration6h 23m
Number of daily trains2
Earliest train departure7:40am
Distance322 miles (519 km)
Latest train departure2:00pm

Chicago to Osceola Train

Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Chicago to Osceola.

We make sure you can find a train service from Chicago to Osceola from the most reliable train companies operating this trip.

Discover how much the train trip from Chicago to Osceola will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.

Frequently asked questions for your trip Chicago - Osceola (IA)

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
06/15
$80
06/16
$349
Today
$125
06/18
$54
06/19
$68
06/20
$66
06/21
$111
06/22
$139
busbud logoThe cheapest trip from Chicago to Osceola was searched and found on Jun 18, 2025 with a price of $54

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Osceola, as early as possible.

You can expect to pay from $54 to $689 for a train ticket from Chicago to Osceola based on the last 2 days. You can expect to find the cheapest price for the trip at $54 which is on 2025-06-18.

About Train Travel

Train Travel Tips

Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Chicago and Osceola is also a great way to travel to arrive in the city centre and save more time for your stay in Osceola.

Regional train? High-speed train? Whichever train to Osceola you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.

With up to 30x less CO2 emissions for your train journey between Chicago and Osceola, the train is an ecological alternative to flights or personal cars.

Make a music playlist for your train ride from Chicago to Osceola, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

Railway companies played a major role as early as 1883 in the use of time zones as we know them today.

The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date

Japanese trains are always on time, it is extremely infrequent to see breakdowns during peak periods. In the event of a delay of more than 5 minutes, the crew will personally apologize to each passenger.

Will you be returning to Chicago by train?

Train from Osceola to Chicago

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