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Cheap train tickets from Chicago to Osceola
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 2 daily train trips available from Chicago to Osceola. Travelling by train from Chicago to Osceola usually takes 9 hours and 32 minutes, but the fastest Amtrak California Zephyr train can make the trip in 6 hours and 23 minutes.
- Distance
- 323 mi (520 km)
- Fastest train
- 6h 23m
- Lowest price
- US$50.00
- Trains per day
- 2
- Most frequent service
- Amtrak California Zephyr
- Train lines
- 2
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Chicago to Osceola Train Timetable
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Average score for trains from Chicago to Osceola (Based on 1 rating and review)
5.0
There are several train options that can take you from Chicago to Osceola:
See more detailsWhat is the price of a train ticket from Chicago to Osceola?
In the last month, train tickets from Chicago to Osceola cost about US$72 when booked at the cheapest time. Good news! You can find the cheapest tickets if you book your trip at least 15 days prior to the travel date. You’ll likely pay around US$56.45 more if you wait to book until the last minute.
Average train ticket prices from Chicago to Osceola by travel date
Over the next 30 days, a one-way train trip from Chicago to Osceola will cost between US$54 and US$143. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Chicago to Osceola by month
Ticket prices for the train from Chicago to Osceola often fluctuate based on the time of year. For the best prices on this route, book in January when the average ticket price is only US$74. If you're thinking of travelling from Chicago to Osceola during June, keep in mind that train ticket prices may be higher than usual, with an average price of US$147 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 Chicago to Osceola on Wanderu at least 15 days ahead of time, you can save about US$56.45 on your ticket. Waiting until the last minute means missing out on these savings!
Which train should you take from Chicago to Osceola?
2 train services operate from Chicago to Osceola. However, each train line only offers one daily trip.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 1 | 12h 43m | US$66.56 |
| Amtrak California Zephyr | 1 | 6h 23m | US$106.22 |
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 Chicago to Osceola every day, as well as 1 trip at the weekends, with prices starting from US$50.
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 Chicago to Osceola
Trains leave the station in Chicago 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 Osceola 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 Osceola to Chicago. If you're not set on travelling by train, you could always take the coach from Chicago to Osceola for US$68.
Trains per day
2
Direct trains
1
The distance between Chicago and Osceola is approximately 323 miles. The average train journey between these two cities takes 9 hours and 32 minutes, although the absolute fastest you could get there is 6 hours and 23 minutes. 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 Chicago at 7:40 while the last train of the day leaves at 14:00. 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
7:40am
Last train
2:00pm
Trains from Chicago to Osceola are the most crowded on Sunday. 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 Tuesday instead, as it tends to be the least crowded day of the week.
Busiest
Sunday
Least crowded
Tuesday
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 Chicago?
Main departure 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.
All train stations in Chicago:
- Union Station
Where is the train station in Osceola?
Main arrival station: Main & East Clay Sts
Osceola has one train station.
Train stations in Osceola:
- Main & East Clay Sts
Need a return trip from Osceola to Chicago?
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