Next train departures

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

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

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

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

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

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

Next departures for Waterloo to Chicago on September 19
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:36am	Waterloo Station	3h 9m	8:45am	Chicago (Union Station), IL	No tags
Train Wi‑Fi Toilet Power outlets	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags
Train Wi‑Fi Toilet Power outlets	7:51am	Waterloo Station	3h 21m	10:12am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 5:26 PM EDT.

Compare 2 ways to go 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 PEN 80, 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 PricePEN 80 - PEN 80	Average Duration3h 9m	CO₂ emissions 6kg CO₂e
Train	Average PricePEN 119 - PEN 308	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

4.1/56,482 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

Wi‑Fi3.6

Based on 6482 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 PEN 119

Amtrak Waterloo Chicago recent customer reviews

Nice people

J Lorenzo L.

February 16, 2024

US train companies:Amtrak, Amtrak Acela, Brightline

Frequently asked questions about travelling 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 at PEN 119. The average price for this train route is around PEN 183. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Waterloo to Chicago?
The average train trip from Waterloo to Chicago takes 3h 21m and covers 224 km. The quickest 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 serve 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 6:36am. 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

09-10

PEN 204

09-11

PEN 245

Today

PEN 204

09-13

PEN 173

09-14

PEN 173

09-15

PEN 173

09-16

PEN 173

09-17

PEN 173

The cheapest trip from Waterloo, IN, US to Chicago was searched and found on Sep 13, 2026 with a price of PEN 173

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 PEN 173 to PEN 2,102 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 PEN 173 which is on 2026-09-13.