Next train departures

Next departures for Waterloo to Chicago on October 12
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 October 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 October 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 October 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 October 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
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 October 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 October 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 October 19
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:36am	Waterloo Station	4h 9m	9:45am	Chicago (Union Station), IL	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:36am	Waterloo Station	4h 9m	9:45am	Chicago (Union Station), IL	No tags
Train Wi‑Fi Toilet Power outlets	7:51am	Waterloo Station	4h 21m	11:12am	Chicago (Union Station), IL	No tags
Train Wi‑Fi Toilet Power outlets	7:51am	Waterloo Station	4h 21m	11:12am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 10:56 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 ZAR 389, 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 PriceZAR 389 - ZAR 389	Average Duration3h 9m	CO₂ emissions 6kg CO₂e
Train	Average PriceZAR 581 - ZAR 1,508	Average Duration3h 9m	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

4.1/56,565 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

Wi‑Fi3.6

Based on 6565 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 ZAR 581

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 ZAR 581. The average price for this train route is around ZAR 773. 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 9m 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 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 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

10-10

ZAR 1,200

10-11

ZAR 845

Today

ZAR 845

10-13

ZAR 845

10-14

ZAR 845

10-15

ZAR 845

10-16

ZAR 1,200

10-17

ZAR 845

The cheapest trip from Waterloo, IN, US to Chicago was searched and found on Oct 11, 2026 with a price of ZAR 845

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 ZAR 845 to ZAR 10,310 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 ZAR 845 which is on 2026-10-13.