The cheapest and fastest trains from Chicago, IL to Waterloo, IN
Cheapest price
$44
Average price
$61
Fastest journey
2 h 43 m
Average duration
2 h 44 m
Trains per day
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 $61 if you buy it on the day, but the cheapest tickets can be found for only $44.
Of the 3 trains that leave Chicago, IL for Waterloo, IN on Mon, Dec 15, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Dec 15 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 Mon, Dec 15 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.
48 Lake Shore Limited
448 Lake Shore Limited
41 Floridian
41 Floridian
48 Lake Shore Limited
448 Lake Shore LimitedLive departures
Chicago, IL to Waterloo, IN train times
The table below shows live departures for Chicago, IL to Waterloo, IN trains for today, Sunday, December 14. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:40 PM Chicago, IL | 2h43 | 2:23 AM Waterloo, IN | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Waterloo, IN by train
Compare train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Dec 15
Dec 16
Dec 17
Dec 18
Dec 19
Dec 20
Dec 21
Why should you book Chicago to Waterloo trains with Omio?
Amtrak operates all train services from Chicago to Waterloo. Omio is the only official third party seller for Amtrak tickets.
Why book with Omio vs Amtrak?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
Why book with Omio over Trainline and Rail Europe?
- Official reseller: Amtrak tickets can only be bought on Omio or Amtrak's website as Omio is the only official third party seller for Amtrak tickets. Trainline, RailEurope, and Rail.Ninja do not sell Amtrak tickets as they are not official sellers.
How far in advance should I book train tickets from Chicago, IL to Waterloo, IN?
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 $45 (€36) 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 $45 (€36) |
Trains per day 3 |
Direct trains 3 |
Fastest train 2h 43m |
First train 06:36 |
Last train 21:30 |
Train companies: Amtrak from Chicago, IL to Waterloo, IN trainsAmtrak trains will get you between Chicago, IL and Waterloo, IN from $45 (€36). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
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
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
- Parking is available at the station.
- Outside the station.
- Ramps.
- Free
- The station consists of a single platform with no additional halls or sections.
- Bus: No direct public transport connections
- Taxi services may be available.
Most popular train connections from Chicago, IL
More options for your journey from Chicago, IL to Waterloo, IN
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