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

The average train ticket price from Chicago to Osceola is $76. The best way to find 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 train 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 322 miles 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 are 2. 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 $50 | Refundable Tickets

Next train departures

Next departures for Chicago to Osceola on November 26
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	Cheapest
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	Fastest
Train	7:40am	Chicago (Union Station), IL	12h 43m	8:23pm	Osceola Station	No tags

Next departures for Chicago to Osceola on November 27
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	CheapestFastest
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	7:40am	Chicago (Union Station), IL	12h 43m	8:23pm	Osceola Station	No tags

Next departures for Chicago to Osceola on November 28
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	Cheapest
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	Fastest
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

Next departures for Chicago to Osceola on November 29
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	CheapestFastest
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	7:40am	Chicago (Union Station), IL	12h 43m	8:23pm	Osceola Station	No tags

Next departures for Chicago to Osceola on November 30
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	Cheapest
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	Fastest
Train	7:40am	Chicago (Union Station), IL	12h 43m	8:23pm	Osceola Station	No tags

Next departures for Chicago to Osceola on December 1
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	Cheapest
Train	2:00pm	Chicago (Union Station), IL	6h 23m	8:23pm	Osceola Station	Fastest
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

Last refresh of the prices: Yesterday at 8:07 AM CST.

Compare 2 ways to go from Chicago to Osceola

We recommend taking the train

Among the sustainable travel choices, the train stands out as the good way to reach Osceola. The journey takes about 6 hours 23 minutes and with fares starting at just $44, it presents an excellent value for a comfortable ride.

2train per day

6h 23mAverage Duration

322 milesDistance

47kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$83 - $83	Average Duration7h 15m	CO₂ emissions 13kg CO₂e
Train	Average Price$44 - $401	Average Duration6h 23m	CO₂ emissions 47kg CO₂e

Train Companies

Amtrak

4/55,607 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5607 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $44

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

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

How much does a train ticket from Chicago to Osceola cost?
How long is the train trip from Chicago to Osceola?
How many daily trains are there between Chicago and Osceola?
Which train companies travel from Chicago to Osceola?

Find cheapest prices for trains

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

Best price found

11/23

$72

11/24

$80

Today

$88

11/26

$171

11/27

$103

11/28

$98

11/29

$151

11/30

$138

The cheapest trip from Chicago to Osceola, IA was searched and found on Nov 23, 2025 with a price of $72

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 $72 to $669 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 $98 which is on 2025-11-28.

What's the cheapest way to go from Chicago to Osceola, IA?

The train is the cheapest travel choice for this destination

Vehicle Type	Travel Time	Avg Price	Daily Departures
Vehicle TypeBus	Travel Time7h 15m	Avg Price$83	Daily Departures1
Vehicle TypeTrain	Travel Time6h 23m	Avg Price$76	Daily Departures2

The best way to travel between Chicago and Osceola, IA is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost $76 on average. If you're on a budget, you'll find cheap tickets from $44. If you're looking for the fastest way to get to Osceola, IA, choose the train, as it will take you from Chicago to Osceola, IA in about 6h 23m - that's the fastest way to get there!