Cheap train tickets from Osceola to Chicago
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Trip Summary
There are usually 2 daily train trips available from Osceola to Chicago. Travelling by train from Osceola to Chicago usually takes 10 hours and 37 minutes, but the fastest Amtrak California Zephyr train can make the trip in 7 hours and 1 minute.
- Distance
- 323 mi (520 km)
- Fastest train
- 7h 1m
- Lowest price
- NOK 472.17
- Trains per day
- 2
- Most frequent service
- Amtrak
- Train lines
- 2
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Osceola to Chicago Train Timetable

Train Trip Reviews from Wanderu Customers
Average score for trains from Osceola to Chicago (Based on 2 ratings and reviews)
5.0
5.0
There are several train options that can take you from Osceola to Chicago:
See more detailsWhat is the price of a train ticket from Osceola to Chicago?
In the last month, train tickets from Osceola to Chicago cost about NOK 609 when booked at the cheapest time. Good news! You can find the cheapest tickets if you book your trip at least 17 days prior to the travel date. You’ll likely pay around NOK 661.04 more if you wait to book until the last minute.
Average train ticket prices from Osceola to Chicago by travel date
Over the next 30 days, a one-way train trip from Osceola to Chicago will cost between NOK 416 and NOK 1,105. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Osceola to Chicago by month
Ticket prices for the train from Osceola to Chicago often fluctuate based on the time of year. For the best prices on this route, book in February when the average ticket price is only NOK 708. If you're thinking of travelling from Osceola to Chicago during June, keep in mind that train ticket prices may be higher than usual, with an average price of NOK 1,162 during this time of year. The best way to score a cheap deal, even in June, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from Osceola to Chicago on Wanderu at least 17 days ahead of time, you can save about NOK 661.04 on your ticket. Waiting until the last minute means missing out on these savings!
Which train should you take from Osceola to Chicago?
2 train services operate from Osceola to Chicago. However, each train line only offers one daily trip.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 1 | 14h 13m | NOK 721.23 |
| Amtrak California Zephyr | 1 | 7h 1m | NOK 1,093.47 |
Amtrak is the largest passenger railway service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned toilet, free WiFi and power sockets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there is 1 Amtrak train from Osceola to Chicago every day, as well as 1 trip at the weekends, with prices starting from NOK 472.17.










Amtrak California Zephyr is one of the longest train routes in the United States, spanning from Chicago to Emeryville. With views of the Colorado and Mississippi rivers, the Sierra Nevada mountains, and the Rockies, it highlights some of the most stunning views the US has.
Frequently asked questions about travelling by train from Osceola to Chicago
Trains leave the station in Osceola twice a day, so there are a couple of options depending on your preferred travel time. One of these is a direct train, which will typically get you to Chicago faster. While it might still have stops along the way, you will not need to switch trains during your trip. You can also take a train for your return trip from Chicago to Osceola. If you're not set on travelling by train, you could always take the coach from Osceola to Chicago for NOK 642.
Trains per day
2
Direct trains
1
The distance between Osceola and Chicago is approximately 323 miles. The average train journey between these two cities takes 10 hours and 37 minutes, although the absolute fastest you could get there is 7 hours and 1 minute. Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a patchy signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and films to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Distance (mi)
323
Distance (km)
520
The earliest train departs Osceola at 7:38 while the last train of the day leaves at 7:38. To see all scheduled departure times, use the search function on this page to get the full timetable for your specific travel dates.
First train
7:38am
Last train
7:38am
Trains from Osceola to Chicago are the most crowded on Tuesday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider travelling on Wednesday instead, as it tends to be the least crowded day of the week.
Busiest
Tuesday
Least crowded
Wednesday
City Information
Chicago



Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban holiday destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighbourhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theatre, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transport hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of coach and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where is the train station in Osceola?
Main departure station: Main & East Clay Sts
There is one train station in Osceola.
All train stations in Osceola:
- Main & East Clay Sts
Where is the train station in Chicago?
Main arrival station: Union Station


The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves coach carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
Train stations in Chicago:
- Union Station
Need a return trip from Chicago to Osceola?
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