Next train departures

Next departures from Waterloo to Chicago on 18 August
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended	Price and booking link
	Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	CheapestFastest
	Train	07:51	Waterloo Station	3h 21m	10:12	Chicago (Union Station), IL	No tags

Next departures from Waterloo to Chicago on 19 August
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 August
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 August
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 August
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 August
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 24 August
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 8:22 PM EDT.

Compare 2 ways to travel from Waterloo to Chicago

We recommend taking the bus

Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 3 hours 9 minutes and with fares starting at just MAD 219, it presents an excellent value for a comfortable ride.

2bus per day

3h 9mAverage duration

224 kmDistance

6kgCO₂ emissions

	Average price	Average duration	CO₂ emissions	Actions
Bus	Average priceMAD 219 - MAD 219	Average duration3h 9m	CO₂ emissions 6kg CO₂e
Train	Average priceMAD 316 - MAD 4 009	Average duration3h 21m	CO₂ emissions 20kg CO₂e

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

4.1/56 432 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

WiFi3.6

Based on 6432 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 MAD 316

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 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 MAD 316. The average price for this train route is around MAD 503. 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 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

15/08

MAD 807

16/08

MAD 807

Today

MAD 807

18/08

MAD 674

19/08

MAD 560

20/08

MAD 560

21/08

MAD 560

22/08

MAD 560

The cheapest trip from Waterloo, IN, US to Chicago was searched and found on 19 Aug 2026 with a price of MAD 560

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 MAD 560 to MAD 5 057 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 MAD 560, which is on 2026-08-19.