Osceola, IA to Chicago, IL train with Amtrak

Sat, Dec 13
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The cheapest and fastest trains from Osceola, IA to Chicago, IL

Showing times and prices for Dec 16

Cheapest price

$82

Average price

$82

Fastest journey

14 h 13 m

Average duration

14 h 13 m

Trains per day

1

Distance

518 km

Cheap tickets

The best way to find a cheap train ticket from Osceola, IA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Osceola, IA to Chicago, IL will cost around $82 if you buy it on the day, but the cheapest tickets can be found for only $82.

Fast trains

Of the 1 trains that leave Osceola, IA for Chicago, IL on Tue, Dec 16, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Tue, Dec 16 the direct trains cover the 518 km distance in an average of 14 h 13 m but if you time it right, some trains will get you there in just 14 h 13 m .

On Tue, Dec 16 the slowest trains will take 14 h 13 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.

Amtrak
12:38PM14h13
Osceola, IA
02:51AMChicago, IL
$821One-way
0 transfers

Travel Information

Compare train and flight for Osceola, IA to Chicago, IL

Omio recommends booking the train as it is the most popular option from Osceola, IA to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from €42. For those with little time consider booking a flight which can get you there in 1h 49m. The ticket price range depends on the travel mode: a train costs an average of €42, and a flight costs an average of €182.

Distance: 321 miles (518 km)

Compare train with

Most popular
Train
Flight

€70

Average price

Cheapest

€244

Average price

7h 35m

Average total duration

7h 5m

Onboard

+

30m

Additional time*

4h 49m

Average total duration

Fastest

1h 49m

Onboard

+

3h 0m

Additional time*

Direct Options

Direct Options

Live departures

Osceola, IA to Chicago, IL train times

The table below shows live departures for Osceola, IA to Chicago, IL trains for tomorrow, Tuesday, December 16. You can also manually refresh the results below to see updated train journeys.

Last updated at 11:27 PM
ProviderDepartsDurationArrivesTransfers
Tickets
amtrak12:38 PM Osceola, IA
14h13
2:51 AM Chicago, IL0 transfersDirect

This is the last train of the day.

Find all the dates and times for this journey

Compare prices and tickets Osceola, IA to Chicago, IL by train or flight

Compare train and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Tue
Dec 16
Wed
Dec 17
Thu
Dec 18
Fri
Dec 19
Sat
Dec 20
Sun
Dec 21
Mon
Dec 22

Why should you book Osceola to Chicago trains with Omio?

Amtrak operates all train services from Osceola to Chicago. Omio is the only official third party seller for Amtrak tickets.

Why book with Omio vs Amtrak?

  • Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
  • Compare all your options: Omio allows you to compare Amtrak with all available travel options, which are train and flight to ensure you get the best deal for traveling from Osceola to Chicago.

Why book with Omio over Trainline and Rail Europe?

Multiple modes of transport
  • Official reseller: Amtrak tickets can only be bought on Omio or Amtrak's website as Omio is the only official third party seller for Amtrak tickets. Trainline, RailEurope, and Rail.Ninja do not sell Amtrak tickets as they are not official sellers.
  • Multiple modes of transport: Omio allows you to compare travel options including train and flight to find the ideal travel option from Osceola to Chicago.

Journey information

Overview: Train from Osceola, IA to Chicago, IL

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Trains from Osceola, IA to Chicago, IL run on average 2 times per day, taking around 7h 5m. Cheap train tickets for this journey start at $53 (€42) if you book in advance.

There are 1 trains per day. The earliest train runs at 07:38, the last at 14:00. The fastest train covers the 321 miles (518 km) distance in 7h 1m.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance
321 miles (518 km)
Average train duration
7h 5m
Cheapest ticket price
$53 (€42)
Trains per day
2
Direct trains
1
Fastest train
7h 1m
First train
07:38
Last train
14:00
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information

Train companies: Amtrak from Osceola, IA to Chicago, IL trainsAmtrak trains will get you between Osceola, IA and Chicago, IL from $53 (€42). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.

Amtrak

About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Duration
7h 1m
Cheapest Price
$57 (€45)
Amtrak frequency
2 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone

FAQs: Trains from Osceola, IA to Chicago, IL

Find answers to the most common questions about traveling from Osceola, IA to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
The train journey from Osceola, IA to Chicago, IL offers scenic views of the rural Midwest, including expansive farmland, rolling hills, and glimpses of small-town America, providing a relaxing and picturesque travel experience.
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
Train ticket prices from Osceola, IA to Chicago, IL can vary. The cheapest ticket starts at $53 (€42), while the average price is around $88 (€70).
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
The cheapest way to get from Osceola, IA to Chicago, IL is by train, with a cost of around $53 (€42).
A day trip from Osceola, IA to Chicago, IL is not feasible as the journey takes 7h 1m. However, there are 2 trains per day covering the 321 miles (518 km) distance.
There is no high speed train available from Osceola, IA to Chicago, IL.
The train from Osceola, IA to Chicago, IL takes 7h 1m and runs 2 per day.
The train station in Osceola, IA that goes to Chicago, IL is Osceola Amtrak, Osceola, IA, which connects to Chicago Union Station, Chicago, IL.
Yes, you can take the train from Osceola, IA to Chicago, IL.
Unfortunately, there is no night train available from Osceola, IA to Chicago, IL.
Yes, there is a direct train from Osceola, IA to Chicago, IL. This service operates 1 times per day, provided by Amtrak.
The distance by train from Osceola, IA to Chicago, IL is 321 miles (518 km).
The first train from Osceola, IA to Chicago, IL leaves at 7:38 AM.
The last train from Osceola, IA to Chicago, IL leaves at 2:00 PM.

popular train stations

Popular train stations from Osceola, IA to Chicago, IL

Osceola
Chicago
The major train station for departures in Osceola is Osceola Amtrak. Find all the information you need to know about services, amenities and connections at Osceola Amtrak for your trip from Osceola to Chicago.
Osceola AmtrakAccessibility
Amenities at train station
AccessibilityAccessibility

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