Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Waterloo Station | Chicago (Union Station), IL | CheapestFastest | |||||
| Waterloo Station | Chicago (Union Station), IL | No tags | |||||
| Waterloo Station | Chicago (Union Station), IL | No tags | |||||
| Waterloo Station | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 10:29 AM EST.
Accepted payments
Get from Waterloo to Chicago
The journey takes about 3 hours 9 minutes, and with fares starting at just R 463, it presents an excellent value for a comfortable ride.
Train Waterloo, IN, US to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5563 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 463
Amtrak Waterloo Chicago recent customer reviews
Nice people
J Lorenzo L.
Waterloo to Chicago Train
With Busbud, comparing and booking tickets for a train from Waterloo to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
We make it our job to connect you with the most dependable companies that offer train services from Waterloo to Chicago.
Whether it is train tickets or first class train tickets going to Chicago from Waterloo, we help you find what you're looking for based on how much of a budget you have.
Where are the popular train stations and stops in Waterloo, IN, US and Chicago?
Frequently asked questions on the trip Waterloo, IN, US - Chicago
How much does a cheap train ticket from Waterloo to Chicago cost?
The average train ticket price from Waterloo to Chicago is R 867. The best way to find cheap train tickets from Waterloo to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Waterloo to Chicago?
A train trip between Waterloo and Chicago is around 3h 9m, although the fastest train will take about 3h 9m. This is the time it takes to travel the 224 km that separates the two cities.
How many daily train are there between Waterloo and Chicago?
The number of trains from Waterloo to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Waterloo to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Waterloo to Chicago?
When taking the train from Waterloo to Chicago, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Waterloo, IN, US to Chicago was searched and found on 02 Nov 2025 with a price of R 426To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Waterloo, IN, US to Chicago as early as possible.
You can expect to pay from R 426 to R 10 755 for a train ticket from Waterloo, IN, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 693, which is on 2025-11-06.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Waterloo to Chicago is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
Whether you take a regional or high-speed train to Chicago, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
By choosing the train between Waterloo and Chicago, you emit up to 30 times less CO2 than for the same journey made by plane or car!
Make a music playlist for your train ride from Waterloo to Chicago and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.
Some trains in Sweden can recover more than a fifth of the energy they use by braking. This is especially true with ore trains as they descend from Narvik to Kiruna.
Top Travelled Train Routes
Why choose Busbud?
The Best Way To Book Bus and Train Tickets
Busbud.com makes it easy for you to find, compare and book city-to-city bus tickets, all over the world. We save you the extra trip to the bus station. With Busbud, wherever you go, you have a worldwide bus station within reach and available in your own language and currency. With Busbud, you can buy tickets with confidence. We ensure that you make the most out of your bus trip by partnering up with reliable bus companies from all around the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.
People from around the world trust Busbud
Popular Trains Connecting Waterloo
Trains Leaving from Waterloo
Popular Trains Connecting Chicago
Trains Going to Chicago
Popular train trips
Top Routes Worldwide
- Train from Wells to Fargo
- Train from Niagara Falls to Ontario
- Train from Washington to Leavenworth
- Train from Washington to Everett
- Train from Seattle to Washington
- Train from Buffalo to New York City
- Train from Rochester to New York City
- Train from Vancouver to Washington
- Train from Ventura to Simi Valley
- Train from Oxnard to Ventura
- Train from Salem to Washington
- Train from Newark to Essex
- Train from Aberdeen to Richmond
- Train from New York City to Buffalo
- Train from Fayetteville to Cumberland