How much is the train ticket from Waterloo to Chicago?

The cheapest train tickets from Waterloo to Chicago start from R 451. The average price for this train route is around R 720. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.

How long is the train journey from Waterloo to Chicago?

The average train journey time from Waterloo to Chicago is 3h 21m, covering a distance of 224 km. The quickest train can get you there in 3h 9m and is operated by Amtrak .

Which train operators serve the Waterloo to Chicago route?

Several major train operators run on this route, with 1 trains available per day.

What are the earliest and latest departure times for the train from Waterloo to Chicago?

The earliest train from Waterloo to Chicago departs at 06:36. And the latest train departs at 09:21.

Train Waterloo to Chicago from R 416 | Refundable Tickets

Next train departures

Next departures from Waterloo to Chicago on 16 March
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	09:21	Waterloo Station	3h 9m	11:30	Chicago (Union Station), IL	CheapestFastest
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	09:21	Waterloo Station	3h 9m	11:30	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 17 March
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	09:21	Waterloo Station	3h 9m	11:30	Chicago (Union Station), IL	CheapestFastest
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	09:21	Waterloo Station	3h 9m	11:30	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 18 March
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	CheapestFastest
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 19 March
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	CheapestFastest
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 20 March
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	CheapestFastest
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 21 March
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	CheapestFastest
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 22 March
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	CheapestFastest
Train	06:36	Waterloo Station	3h 9m	08:45	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 11:15 PM EDT.

Get from Waterloo to Chicago

This route is served by train only

The journey takes about 3 hours 21 minutes, and with fares starting at just R 451, it presents an excellent value for a comfortable ride.

1train per day

3h 21mAverage duration

224 kmDistance

20kgCO₂ emissions

Where are the popular train stations and stops in Waterloo, IN, US and Chicago?

Waterloo, IN, US

A
Waterloo Station
485 W Van Vleek St, Waterloo, IN 46793, USA
Visit page

Chicago

A
Union Station
225 S Canal St, Chicago, IL 60606, USA

Train Companies

Amtrak

4/55 768 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

WiFi3.6

Based on 5768 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained about the Wi-Fi. Amtrak ticket prices on this trip start at R 451

Amtrak Waterloo Chicago recent customer reviews

Nice people

J Lorenzo L.

16 February 2024

US train companies: Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about travelling from Waterloo, IN, US to Chicago by train

Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.

How much is the train ticket from Waterloo to Chicago?
The cheapest train tickets from Waterloo to Chicago start from R 451. The average price for this train route is around R 720. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Waterloo to Chicago?
The average train journey time from Waterloo to Chicago is 3h 21m, covering a distance of 224 km. The quickest train can get you there in 3h 9m and is operated by Amtrak.
Which train operators serve the Waterloo to Chicago route?
Several major train operators run on this route, with 1 trains available per day.
What are the earliest and latest departure times for the train from Waterloo to Chicago?
The earliest train from Waterloo to Chicago departs at 06:36. And the latest train departs at 09:21.

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

13/03

R 1 368

14/03

R 1 368

Today

R 1 143

16/03

R 1 143

17/03

R 952

18/03

R 952

19/03

R 952

20/03

R 1 143

The cheapest trip from Waterloo, IN, US to Chicago was searched and found on 17 Mar 2026 with a price of R 952

To 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 952 to R 5 400 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 952, which is on 2026-03-17.