How much does a cheap train ticket from Chicago to Osceola cost?

The average train ticket price from Chicago to Osceola is $129. The best way to find cheap train tickets from Chicago to Osceola 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 trip from Chicago to Osceola?

A train trip between Chicago and Osceola is around 6h 23m, although the fastest train will take about 6h 23m. This is the time it takes to travel the 519 km that separates the two cities.

How many daily trains are there between Chicago and Osceola?

The number of trains from Chicago to Osceola can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Chicago to Osceola by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Chicago to Osceola?

When taking the train from Chicago to Osceola, you can travel comfortably and safely with Amtrak.

Train Chicago to Osceola from $59 | Refundable Tickets

Previously seen trips

Next departures for Chicago to Osceola on November 15
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:40am	Chicago (Union Station), IL	12h 43m	8:23pm	Osceola Station	No tags
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	No tags
Train	7:40am	Chicago (Union Station), IL	12h 43m	8:23pm	Osceola Station	No tags
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	No tags
Train	7:40am	Chicago (Union Station), IL	12h 43m	8:23pm	Osceola Station	No tags

Get from Chicago to Osceola

This route is served by train only

The journey takes about 6 hours 23 minutes, and with fares starting at just $77, it presents an excellent value for a comfortable ride.

1train per day

6h 23mAverage Duration

519 kmDistance

47kgCO₂ emissions

Train companies

Amtrak

4/55,585 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5585 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 $77

US train and bus companies:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about travelling from Chicago to Osceola, IA by train

How much does a cheap train ticket from Chicago to Osceola cost?
The average train ticket price from Chicago to Osceola is $129. The best way to find cheap train tickets from Chicago to Osceola 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 trip from Chicago to Osceola?
A train trip between Chicago and Osceola is around 6h 23m, although the fastest train will take about 6h 23m. This is the time it takes to travel the 519 km that separates the two cities.
How many daily trains are there between Chicago and Osceola?
The number of trains from Chicago to Osceola can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Chicago to Osceola by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to Osceola?
When taking the train from Chicago to Osceola, 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.

Best price found

11-13

$78

11-14

$95

Today

$59

11-16

$123

11-17

$72

11-18

$67

11-19

$81

11-20

$81

The cheapest trip from Chicago to Osceola, IA was searched and found on Nov 15, 2025 with a price of $59

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, IA, as early as possible.

You can expect to pay from $59 to $556 for a train ticket from Chicago to Osceola, IA based on the last 2 days. You can expect to find the cheapest price for the trip at $67 which is on 2025-11-18.