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

The cheapest train tickets from Chicago to Waterloo start from £21. The average price for this train route is around £33. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.

How long is the train journey from Chicago to Waterloo?

The average train journey time from Chicago to Waterloo is 2h 43m, covering a distance of 139 miles. The fastest train gets you there in 2h 43m and is operated by Amtrak .

Which train operators serve the Chicago to Waterloo 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 Chicago to Waterloo?

The earliest train from Chicago to Waterloo departs at 18:40. And the latest train departs at 21:30.

Train Chicago to Waterloo from £19 | Refundable Tickets

Next train departures

Next departures from Chicago to Waterloo on 27 November
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	Cheapest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	Fastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Next departures from Chicago to Waterloo on 28 November
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	Cheapest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	Fastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Next departures from Chicago to Waterloo on 29 November
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	CheapestFastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Next departures from Chicago to Waterloo on 30 November
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	CheapestFastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Next departures from Chicago to Waterloo on 1 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	Cheapest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	Fastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Next departures from Chicago to Waterloo on 2 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	CheapestFastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Next departures from Chicago to Waterloo on 3 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	Cheapest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	Fastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Next departures from Chicago to Waterloo on 4 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	CheapestFastest
Train	18:40	Chicago (Union Station), IL	2h 43m	22:23	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags
Train	21:30	Chicago (Union Station), IL	2h 45m	01:15	Waterloo Station	No tags

Last refresh of the prices: Yesterday at 12:16 CST.

Get from Chicago to Waterloo

This route is served by train only

The journey takes about 2 hours 43 minutes, and with fares starting at just £21, it presents an excellent value for a comfortable ride.

2train per day

2h 43mAverage duration

139 milesDistance

20kgCO₂ emissions

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

Chicago

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

Waterloo, IN, US

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

Train Companies

Amtrak

4/55,608 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

WiFi3.6

Based on 5608 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 £21

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

Frequently asked questions about travelling from Chicago to Waterloo, IN, US 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 Chicago to Waterloo?
The cheapest train tickets from Chicago to Waterloo start from £21. The average price for this train route is around £33. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from Chicago to Waterloo?
The average train journey time from Chicago to Waterloo is 2h 43m, covering a distance of 139 miles. The fastest train gets you there in 2h 43m and is operated by Amtrak.
Which train operators serve the Chicago to Waterloo 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 Chicago to Waterloo?
The earliest train from Chicago to Waterloo departs at 18:40. And the latest train departs at 21:30.

Find cheapest prices for trains

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

Best price found

25/11

£62

26/11

£62

Today

£31

28/11

£43

29/11

£62

30/11

£62

01/12

£43

02/12

£31

The cheapest trip from Chicago to Waterloo, IN, US was searched and found on 27 Nov 2025 with a price of £31

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Waterloo, IN, US as early as possible.

You can expect to pay from £31 to £314 for a train ticket from Chicago to Waterloo, IN, US based on the last 2 days. You can expect to find the cheapest price for the trip at £31, which is on 2025-12-02.