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

The average train ticket price from Osceola to Chicago is $121. The best way to find cheap train tickets from Osceola to Chicago 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 Osceola to Chicago?

A train trip between Osceola and Chicago is around 7h 1m, although the fastest train will take about 7h 1m. This is the time it takes to travel the 519 km that separates the two cities.

How many daily trains are there between Osceola and Chicago?

The number of trains from Osceola to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Osceola to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Osceola to Chicago?

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

Train Osceola to Chicago from $59 | Refundable Tickets

Next train departures

Next departures for Osceola to Chicago on November 13
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:38am	Osceola Station	14h 13m	9:51pm	Chicago (Union Station), IL	Cheapest
Train	7:38am	Osceola Station	7h 1m	2:39pm	Chicago (Union Station), IL	Fastest
Train	7:38am	Osceola Station	7h 1m	2:39pm	Chicago (Union Station), IL	No tags
Train	7:38am	Osceola Station	14h 13m	9:51pm	Chicago (Union Station), IL	No tags

Next departures for Osceola to Chicago on November 14
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:38am	Osceola Station	7h 1m	2:39pm	Chicago (Union Station), IL	CheapestFastest
Train	7:38am	Osceola Station	7h 1m	2:39pm	Chicago (Union Station), IL	No tags
Train	7:38am	Osceola Station	14h 13m	9:51pm	Chicago (Union Station), IL	No tags
Train	7:38am	Osceola Station	14h 13m	9:51pm	Chicago (Union Station), IL	No tags

Next departures for Osceola to Chicago on November 15
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:38am	Osceola Station	14h 13m	9:51pm	Chicago (Union Station), IL	Cheapest
Train	7:38am	Osceola Station	7h 1m	2:39pm	Chicago (Union Station), IL	Fastest
Train	7:38am	Osceola Station	7h 1m	2:39pm	Chicago (Union Station), IL	No tags
Train	7:38am	Osceola Station	14h 13m	9:51pm	Chicago (Union Station), IL	No tags

Last refresh of the prices: Last Tuesday at 11:35 PM CST.

Compare 2 ways to go from Osceola to Chicago

We recommend taking the train

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 $63, it presents an excellent value for a comfortable ride.

2train per day

7h 1mAverage Duration

519 kmDistance

47kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$219 - $241	Average Duration7h 35m	CO₂ emissions 13kg CO₂e
Train	Average Price$63 - $227	Average Duration7h 1m	CO₂ emissions 47kg CO₂e

Train companies

Amtrak

4/55,582 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5582 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 $63

Amtrak Osceola Chicago recent customer reviews

Very pleasant

Milciades S.

July 27, 2023

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

Frequently asked questions on the trip Osceola, IA - Chicago

How much does a cheap train ticket from Osceola to Chicago cost?
The average train ticket price from Osceola to Chicago is $121. The best way to find cheap train tickets from Osceola to Chicago 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 Osceola to Chicago?
A train trip between Osceola and Chicago is around 7h 1m, although the fastest train will take about 7h 1m. This is the time it takes to travel the 519 km that separates the two cities.
How many daily trains are there between Osceola and Chicago?
The number of trains from Osceola to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Osceola to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Osceola to Chicago?
When taking the train from Osceola to Chicago, 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

11-11

$78

11-12

$78

Today

$90

11-14

$148

11-15

$98

11-16

$102

11-17

$59

11-18

No data

The cheapest trip from Osceola, IA to Chicago was searched and found on Nov 17, 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 Osceola, IA to Chicago, as early as possible.

You can expect to pay from $59 to $425 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 $59 which is on 2025-11-17.

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

The train is the cheapest travel choice for this destination

Vehicle Type	Travel time	Avg Price	Daily Departures
Vehicle TypeBus	Travel time7h 35m	Avg Price$219	Daily Departures1
Vehicle TypeTrain	Travel time7h 1m	Avg Price$121	Daily Departures2

The best way to travel between Osceola, IA and Chicago is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost $121 on average. If you're on a budget, you'll find cheap tickets from $63. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from Osceola, IA to Chicago in about 7h 1m —that's the fastest way to get there!