How much does a train ticket cost from Waterloo to Chicago?

The cheapest train tickets from Waterloo to Chicago start from CLP 40,634. The average price for this train route is around CLP 56,050. Busbud recommends booking your tickets in advance for the best chance of getting 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 9m, covering a distance of 139 miles. The fastest train gets 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 2 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 07:51.

Train Waterloo to Chicago from CLP 26,066 | Refundable Tickets

Next train departures

Next departures from Waterloo to Chicago on 17 May
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 18 May
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
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 19 May
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 May
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
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 21 May
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 May
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 23 May
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
Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 22:43 EDT.

Get from Waterloo to Chicago

This route is served by train only

The journey takes about 3 hours 9 minutes, and with fares starting at just CLP 40,634, it presents an excellent value for a comfortable ride.

2train per day

3h 9mAverage duration

139 milesDistance

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

4.1/55,805 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

Wi‑Fi3.6

Based on 5805 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 CLP 40,634

Amtrak Waterloo Chicago recent customer reviews

Nice people

J Lorenzo L.

16 February 2024

US train companies: Amtrak, Amtrak Acela, Brightline

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 vary at the time of your journey.

How much does a train ticket cost from Waterloo to Chicago?
The cheapest train tickets from Waterloo to Chicago start from CLP 40,634. The average price for this train route is around CLP 56,050. Busbud recommends booking your tickets in advance for the best chance of getting 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 9m, covering a distance of 139 miles. The fastest train gets 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 2 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 07:51.

Find cheapest prices for trains

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

Best price found

13/05

CLP 63,301

14/05

CLP 63,301

Today

CLP 75,403

16/05

CLP 75,403

17/05

CLP 63,301

18/05

CLP 63,301

19/05

CLP 63,301

20/05

CLP 63,301

The cheapest trip from Waterloo, IN, US to Chicago was searched and found on 13 May 2026 with a price of CLP 63,301

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 CLP 63,301 to CLP 565,985 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 CLP 63,301, which is on 2026-05-17.