How much is the train ticket from Waterloo to Chicago?

The cheapest train tickets from Waterloo to Chicago start from $27. The average price for this train route is around $49. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

How long is the train journey from Waterloo to Chicago?

The average train ride duration from Waterloo to Chicago is 3h 9m, covering a distance of 139 miles (224 km). The quickest train can get you there in 3h 9m and is operated by Amtrak .

Which train operators service the Waterloo to Chicago route?

Several major train operators operate on this route with 2 trains available per day.

What is the earliest and latest departure time for the train from Waterloo to Chicago?

The earliest train departs from Waterloo to Chicago at 6:36am. And the latest train departs at 7:51am.

Train Waterloo to Chicago from $24 | Refundable Tickets

Next train departures

Next departures for Waterloo to Chicago on December 12
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Waterloo to Chicago on December 13
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Waterloo to Chicago on December 14
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Waterloo to Chicago on December 15
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Waterloo to Chicago on December 16
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Waterloo to Chicago on December 17
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Next departures for Waterloo to Chicago on December 18
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 5:26 PM EST.

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 $27, 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

4/55,637 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5637 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $27

Amtrak Waterloo Chicago recent customer reviews

Nice people

J Lorenzo L.

February 16, 2024

Train and bus companies in US:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

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

Please note that schedules, routes, or operator details shown here may be updated or vary 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 $27. The average price for this train route is around $49. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Waterloo to Chicago?
The average train ride duration from Waterloo to Chicago is 3h 9m, covering a distance of 139 miles (224 km). The quickest train can get you there in 3h 9m and is operated by Amtrak.
Which train operators service the Waterloo to Chicago route?
Several major train operators operate on this route with 2 trains available per day.
What is the earliest and latest departure time for the train from Waterloo to Chicago?
The earliest train departs from Waterloo to Chicago at 6:36am. And the latest train departs at 7:51am.

Find cheapest prices for trains

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

Best price found

12/09

$46

12/10

$46

Today

$55

12/12

$66

12/13

$66

12/14

$39

12/15

$46

12/16

$55

The cheapest trip from Waterloo, IN, US to Chicago was searched and found on Dec 14, 2025 with a price of $39

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 $39 to $606 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 $39 which is on 2025-12-14.