The cheapest and fastest trains from Chicago, IL to Waterloo, IN
- Cheapest price on Nov 11
- $42
- Average ticket price on Nov 11
- $42
- Fastest journey on Nov 11
- 2 h 43 m
- Average journey duration on Nov 11
- 2 h 44 m
- Trains on Nov 11
- 3
- Distance
- 223 km
The best way to find a cheap train ticket from Chicago, IL to Waterloo, IN is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Waterloo, IN will cost around $42 if you buy it on the day, but the cheapest tickets can be found for only $42.
On Wed, Nov 11, we found 3 trains from Chicago, IL to Waterloo, IN, including 3 direct services.
On Wed, Nov 11 the direct trains cover the 223 km distance in an average of 2 h 44 m but if you time it right, some trains will get you there in just 2 h 43 m .
On Wed, Nov 11 the slowest trains will take 2 h 45 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.
41 Floridian6:40 PM 2h43 Chicago Union Station, Chicago, IL 10:23 PM Waterloo Amtrak Station, Waterloo, IN $42 1 One-way 0 transfers
448 Lake Shore Limited9:30 PM 2h45 Chicago Union Station, Chicago, IL 1:15 AM Waterloo Amtrak Station, Waterloo, IN $42 1 One-way 0 transfers
48 Lake Shore Limited9:30 PM 2h45 Chicago Union Station, Chicago, IL 1:15 AM Waterloo Amtrak Station, Waterloo, IN $42 1 One-way 0 transfers
41 Floridian6:40 PM 2h43 Chicago Union Station, Chicago, IL 10:23 PM Waterloo Amtrak Station, Waterloo, IN $42 1 One-way 0 transfers
448 Lake Shore Limited9:30 PM 2h45 Chicago Union Station, Chicago, IL 1:15 AM Waterloo Amtrak Station, Waterloo, IN $42 1 One-way 0 transfers
48 Lake Shore Limited9:30 PM 2h45 Chicago Union Station, Chicago, IL 1:15 AM Waterloo Amtrak Station, Waterloo, IN $42 1 One-way 0 transfers
Journey information
Overview: Train from Chicago, IL to Waterloo, IN
Trains from Chicago, IL to Waterloo, IN run on average 3 times per day, taking around 2h 44m. Cheap train tickets for this journey start at $31 if you book in advance.
There are 3 trains per day. The earliest train runs at 06:36, the last at 21:30. The fastest train covers the 138 miles (223 km) distance in 2h 43m.
Distance 138 miles (223 km) |
Average train duration 2h 44m |
Cheapest ticket price $31 |
Trains per day 3 |
Direct trains 3 |
Fastest train 2h 43m |
First train 6:36 AM |
Last train 9:30 PM |
Cheapest Month Feb |
Cheapest Day Thu |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Wed |
Least Busy Day Thu |
Best time to book 28 days |
Frequently asked questions about your Chicago, IL to Waterloo, IN trip
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Chicago, IL to Waterloo, IN.
Live departures
Chicago, IL to Waterloo, IN train times
The table below shows live departures for Chicago, IL to Waterloo, IN trains for today, Tuesday, November 10. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
41 Floridian | 6:40 PM Chicago Union Station, Chicago, IL | 2h43 | 10:23 PM Waterloo Amtrak Station, Waterloo, IN | 0 transfersDirect | |
48 Lake Shore Limited | 9:30 PM Chicago Union Station, Chicago, IL | 2h45 | 1:15 AM Waterloo Amtrak Station, Waterloo, IN | 0 transfersDirect | |
448 Lake Shore Limited | 9:30 PM Chicago Union Station, Chicago, IL | 2h45 | 1:15 AM Waterloo Amtrak Station, Waterloo, IN | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
How far in advance should I book train tickets from Chicago, IL to Waterloo, IN?
Train companies: Amtrak from Chicago, IL to Waterloo, IN trainsAmtrak trains will get you between Chicago, IL and Waterloo, IN from $31. With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Companies, tickets, and onboard amenities between Chicago, IL and Waterloo, IN
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
Traveling by train from Chicago, IL to Waterloo, IN
The train connection between Chicago, IL and Waterloo, IN is a convenient option for travelers looking to explore the Midwest. Operated by Amtrak, this route offers comfortable seating and scenic views along the way. With multiple departures throughout the day, passengers can easily plan their journey while enjoying reliable service from one of America's leading rail providers.
Train Connection: Chicago, IL to Waterloo, IN
Traveling from Chicago, IL to Waterloo, IN takes approximately 2 hours and 43 minutes. There are 2 direct connections available each day. Passengers will depart from Union Station in Chicago and arrive at the Waterloo Amtrak Station in Indiana.
Chicago, IL to Waterloo, IN Train Connection
The first and last daily journey from Chicago to Waterloo departs at 23:40. This late-night schedule allows travelers the opportunity to enjoy a unique experience as they travel through the night towards their destination.
Train Tickets Price for Chicago, IL to Waterloo, IN
The cheapest ticket price for the train connection from Chicago to Waterloo is $22 (20€). This fare offers a budget-friendly option for travelers looking to explore the charming town of Waterloo while enjoying comfortable rail travel.
Exploring the Charm of Waterloo and Lake George
The Historic Waterloo Depot, built in the late 19th century, served as a vital transportation hub that connected local farmers to larger markets and played a crucial role in the development of this charming town. Its significance lies not only in its architectural beauty but also in its representation of the region's rich history and economic growth during the railroad era. Unique features include original wooden beams and vintage signage that transport visitors back to a time when trains were essential for commerce.
Lake George is often referred to as "the Queen of American Lakes," with its stunning natural beauty attracting tourists since the early 1800s; it has been celebrated by writers like Mark Twain who found inspiration here. The lake holds historical importance as both a strategic military site during colonial conflicts and an enduring symbol of leisure for generations seeking relaxation amidst nature’s splendor. What sets Lake George apart are its crystal-clear waters surrounded by majestic mountains, offering endless opportunities for boating, fishing, or simply soaking up breathtaking views.
Waterloo Community Park serves as an oasis within our bustling town where residents gather for recreation while celebrating community spirit through various events throughout the year. This park is significant because it fosters connections among locals while providing space for outdoor activities ranging from sports leagues to family picnics under sprawling trees. One unique feature you’ll find here is an impressive playground designed with eco-friendly materials alongside walking trails that invite exploration amid lush greenery—perfectly blending fun with sustainability!
FAQs: Trains from Chicago, IL to Waterloo, IN
Find answers to the most common questions about traveling from Chicago, IL to Waterloo, IN 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 Waterloo, IN, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Chicago, IL to Waterloo, IN
Most Chicago, IL to Waterloo, IN trains use the Union Station to Waterloo Amtrak Station station pair. Use this guide to compare Chicago, IL and Waterloo, IN train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Which Chicago, IL station do trains to Waterloo, IN leave from?
Getting to Union Station from Chicago city centre
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station train station facilities and services
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Union Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Union Station: Parking, Taxis, WC.
Bike and car services
Available at Union Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Which Waterloo, IN station do trains from Chicago, IL arrive at?
Getting to Waterloo Amtrak Station from Waterloo city centre
Waterloo Amtrak Station train station facilities and services
Waterloo Amtrak Station has practical services for this route, including Parking, Taxis, Accessibility, and Luggage Carts.
Parking, taxis and toilets
Available at Waterloo Amtrak Station: Parking, Taxis.
Accessibility
Accessibility facilities are available at Waterloo Amtrak Station: Ramps.
Train stations for Chicago, IL to Waterloo, IN
Check train stations information for Chicago, IL and Waterloo, IN, including where trains depart and arrive on this route.
Most popular train connections from Chicago, IL
More options for your journey from Chicago, IL to Waterloo, IN
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