Osceola, IA to Chicago, IL train with Amtrak

Mon, Nov 02
+ Add return
Amtrak
Regionale
Deutsche Bahn
iryo
Frecciarossa
2,000+ travel companies
Amtrak
Regionale
Deutsche Bahn
iryo
Frecciarossa
2,000+ travel companies
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The cheapest and fastest trains from Osceola, IA to Chicago, IL

Showing times, prices and bookable tickets for Nov 02
Cheapest price on Nov 02
$51
Average ticket price on Nov 02
$61
Fastest journey on Nov 02
14 h 13 m
Average journey duration on Nov 02
14 h 13 m
Trains on Nov 02
2
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 $61 if you buy it on the day, but the cheapest tickets can be found for only $51.

Fast trains

On Mon, Nov 02, we found 2 trains from Osceola, IA to Chicago, IL, including 2 direct services.

On Mon, Nov 02 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 Mon, Nov 02 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
    0 transfers
  • Amtrak
    0 transfers

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 6h 58m. Cheap train tickets for this journey start at $60 if you book in advance.

There are 1 trains per day. The earliest train runs at 07:38, the last at 14:25. The fastest train covers the 321 miles (518 km) distance in 6h 55m.

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

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Journey facts

  • Distance321 miles (518 km)
  • Average train duration6h 58m
  • Cheapest ticket price$60
  • Trains per day2
  • Direct trains1
  • Fastest train6h 55m
  • First train7:38 AM
  • Last train2:25 PM
  • Cheapest MonthMar
  • Cheapest DayWed
  • High SeasonApr - Jun
  • Low SeasonOct - Dec
  • Busiest DayFri
  • Least Busy DayFri
  • Best time to book1 day

Understand & plan this route

Explore this journey

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  • Why book with Omio?Compare options, payment & support
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

Frequently asked questions about your Osceola, IA to Chicago, IL trip

Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Osceola, IA to Chicago, IL.

Train ticket prices from Osceola, IA to Chicago, IL can vary. The cheapest ticket starts at $60, while the average price is around $147.
The train from Osceola, IA to Chicago, IL takes 6h 55m and runs 2 per day.
The first train from Osceola, IA to Chicago, IL leaves at 7:38 AM.
The distance by train from Osceola, IA to Chicago, IL is 321 miles (518 km).
The last train from Osceola, IA to Chicago, IL leaves at 2:25 PM.
Yes, there is a direct train from Osceola, IA to Chicago, IL. This service operates 1 times per day, provided by Amtrak.

Live departures

Osceola, IA to Chicago, IL train times

The table below shows live departures for Osceola, IA to Chicago, IL trains for today, Sunday, November 1. You can also manually refresh the results below to see updated train journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
Amtrak12:38 PM Osceola, IA
14h13
2:51 AM Chicago, IL0 transfersDirect
Amtrak1:38 PM Osceola, IA
7h01
8:39 PM Chicago, IL0 transfersDirect

This is the last train of the day.

Find all the dates and times for this journey

Train companies

Train companies from Osceola, IA to Chicago, IL

Trains from Osceola, IA to Chicago, IL with Amtrak. Night trains available on this route with Amtrak. High-speed trains available on this route with Amtrak. Use the details below to compare onboard facilities.

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 Amtrak Duration
6h 55m
Cheapest Amtrak Price
$60
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

Companies, tickets, and onboard amenities between Osceola, IA and Chicago, IL

Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.

Yes, there is a high-speed train from Osceola, IA to Chicago, IL.
Yes, there is a night train from Osceola, IA to Chicago, IL.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.

Complete guide to Chicago, IL

Things to do in Chicago, IL

Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.

  • Must visit

Art Institute of Chicago

World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.

  • Must visit

Field Museum

Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.

  • Must visit

Museum of Science and Industry

Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.

US dollar ($)

Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.

Average meal costs

Budget
$10-18 for fast food or casual takeout.
Mid-range
$20-40 per person for a restaurant meal.
Fine dining
$75+ per person for upscale restaurants.
Coffee
$3-6 for coffee or cappuccino.

Tipping culture

Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.

Plan your visit to Chicago, IL

Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Chicago, IL.

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.
Popular day trips by train from Chicago, IL include Milwaukee, WI, South Bend, IN, New Buffalo, MI, Racine, WI, Elkhart, IN.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

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
Yes, you can take the train from Osceola, IA to Chicago, IL.

popular train stations

Popular train stations from Osceola, IA to Chicago, IL

Most Osceola, IA to Chicago, IL trains use the Osceola Amtrak to Union Station station pair. Use this guide to compare Osceola, IA and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.

Departure train stations in Osceola
Arrival train stations in Chicago

Which Osceola, IA station do trains to Chicago, IL leave from?

Trains from Osceola, IA to Chicago, IL leave from Osceola Amtrak. The station is from Osceola, IA city centre at N Main St & E Clay St, Osceola, IA 50213, USA.
Osceola AmtrakN Main St & E Clay St, Osceola, IA 50213, USA+1 800-872-7245Accessibility

Osceola Amtrak train station facilities and services

Osceola Amtrak has practical services for this route, including Accessibility.

Accessibility

Accessibility facilities are available at Osceola Amtrak.

Train stations for Osceola, IA to Chicago, IL

Check train stations information for Osceola, IA and Chicago, IL, including where trains depart and arrive on this route.

The train station in Osceola, IA that goes to Chicago, IL is Osceola Amtrak, which connects to Union Station.

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