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. Traveling by train from Osceola to Chicago usually takes 10 hours and 23 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	$59.00
Trains per day	1
Most frequent service	Amtrak California Zephyr
Train lines	2

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4.8 Rating

5k Reviews

4.5 Rating

4.8k Reviews

Osceola to Chicago Train Schedule

Is it better to travel by train or bus from Osceola to Chicago?

There are usually 2 daily bus trips available from Osceola to Chicago.

	Train	Bus
Avg. Price	Avg. Price$117.31	Avg. Price$79.26Cheaper
Daily Trips	Daily Trips2	Daily Trips2
Duration	Duration10h 23mFaster	Duration13h 19m

Train Trip Reviews from Wanderu Customers

Average score for trains from Osceola to Chicago (Based on 2 ratings and reviews)

5.0

Eleanor

November 5, 2024 - Visiting family

Amtrak California Zephyr

Pros: As regards the train car, the ceiling needs cleaning, and there is a huge accumulation of dust above the windows in the narrow space. It appears as though the ceiling panels are removable and with the dust observed it might be the train car needs a cleaning that is beyond the normal. The seats, windows, floor were clean. The seat upholstery looked nice. What I liked about the trip is that the depot and Chicago's Union Station have space so that one is not nearly shoulder to shoulder with other passengers. I chose to travel by train because it was more peaceful. I also took train spring 2024 from E Lansing, MI to Chicago. I booked through TravelU because the Amtrack web site is not friendly to obtain information on schedules and routes prior to booking. Certainly the web site could be made as easy to use as is that of TravelU. I am planning more trips and would like to obtain travel points. The Amtrack has lots of blurb about the advantages but the location of directions to sign up are not as forthcoming. I spent 45 minutes and still could not locate the "sign-up". An Amtrack employee suggested I phone. I will do that but I really just wanted to sign up on line. This questionair has an outdated question prior to this one. Since my most recent travel was Nov. 5 this date is not in the coronavirus pandemic. I did not travel by any means of public transportation during that time. Cons: As regards the train car, the ceiling needs cleaning, and there is a huge accumulation of dust above the windows in the narrow space. It appears as though the ceiling panels are removable and with the dust observed it might be the train car needs a cleaning that is beyond the normal. The seats, windows, floor were clean. The seat upholstery looked nice as it was clean and looked newish. I also took train spring 2024 from E Lansing, MI to Chicago. That trip, this trip and one for Nov. 7 2024 all booked through TravelU because the Amtrack web site is not friendly to obtain information on schedules and routes prior to booking. Certainly the web site could be made as easy to use as is that of TravelU. I am planning more trips and would like to obtain travel points. The Amtrack has lots of blurb about the advantages but the location of directions to sign up are not as forthcoming. I spent 45 minutes and still could not locate the "sign-up". An Amtrack employee suggested I phone. I will do that but I really just wanted to sign up on line. This questionnaire has an outdated question prior to this one. Since my most recent travel was Nov. 5 this date is not in the coronavirus pandemic. I did not travel by any means of public transportation during that time. the WiFi was not working at any time during the trip. The Amtrack information had indicated the trains had wifi. That was a disappointment. Tips: Relax, enjoy the ride, watch the scenery.

5.0

Luwana

May 3, 2023

Amtrak California Zephyr

Pros: I was not able to go on this trip. But when I called and canceled it I had a great experience. The lady made it so easy and I received a partial refund. I will travel Amtrak this summer and recommend it to everyone. Thanks so much

There are several train options that can take you from Osceola to Chicago:

See more details

What is the price of a train ticket from Osceola to Chicago?

In the last month, the average price of a train ticket from Osceola to Chicago was $81.83. Good news! You can find the cheapest tickets if you book your trip at least 27 days prior to the travel date. You’ll likely pay around $328.17 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 $50 and $149. 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 $75. If you're thinking of traveling from Osceola to Chicago during December, keep in mind that train ticket prices may be higher than usual, with an average price of $108 during this time of year. The best way to score a cheap deal, even in December, 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 27 days ahead of time, you can save about $328.17 on your ticket. Waiting until the last minute means missing out on these savings!

What train companies travel from Osceola to Chicago?

There are multiple trains that travel from Osceola to Chicago, including Amtrak California Zephyr, Amtrak. Here is what you should know about the 2 most popular train lines:

TRAIN	Daily Trips	Avg. Time	Avg. Price
Amtrak California Zephyr	1	7h 1m	$157.14
Amtrak	1	14h 13m	$72.12

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.
Amtrak is the largest passenger railroad 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 restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 1 Amtrak trains from Osceola to Chicago every day, as well as 1 trips on the weekends, with prices starting from $59.

Frequently asked questions about traveling 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 traveling by train, you could always take the bus from Osceola to Chicago for $68.

TRIPS PER DAY

DIRECT TRIPS

The distance between Osceola and Chicago is approximately 323 miles, or 520 kilometers. The average train journey between these two cities takes 10 hours and 23 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 spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies 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 7:38am while the last train of the day leaves at 7:38am. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

EARLIEST TRAIN

7:38am

LATEST TRAIN

7:38am

Trains from Osceola to Chicago are the most crowded on Thursday. 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 traveling on Friday instead, as it tends to be the least crowded day of the week.

MOST CROWDED

Thursday

LEAST CROWDED

Friday

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 vacation 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 neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transportation 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 bus and train stations throughout the city, getting to the Windy City is a breeze.

Station Information

Where does the train leave from 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 does the train arrive 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 bus 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

Need a return trip from Chicago to Osceola?

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