Next train departures

Next departures for Chicago to Waterloo on September 19
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	CheapestFastest
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Next departures for Chicago to Waterloo on September 20
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	Cheapest
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	Fastest
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Next departures for Chicago to Waterloo on September 21
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Next departures for Chicago to Waterloo on September 22
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Next departures for Chicago to Waterloo on September 23
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Next departures for Chicago to Waterloo on September 24
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Next departures for Chicago to Waterloo on September 25
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Next departures for Chicago to Waterloo on September 26
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	CheapestFastest
Train Wi‑Fi Toilet Power outlets	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags
Train Wi‑Fi Toilet Power outlets	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station	No tags

Last refresh of the prices: Last Thursday at 11:05 PM CDT.

Compare 2 ways to go from Chicago to Waterloo

We recommend taking the bus

Among the sustainable travel choices, the Bus stands out as a good way to reach Waterloo. The journey takes about 2 hours 45 minutes, and with fares starting at just CLP 22,620, it presents an excellent value for a comfortable ride.

1bus per day

2h 45mAverage Duration

224 kmDistance

6kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average PriceCLP 22,620 - CLP 22,620	Average Duration2h 45m	CO₂ emissions 6kg CO₂e
Train	Average PriceCLP 33,762 - CLP 87,714	Average Duration2h 45m	CO₂ emissions 20kg CO₂e

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

4.1/56,493 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

Wi‑Fi3.6

Based on 6493 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 CLP 33,762

US train companies:Amtrak, Amtrak Acela, Brightline

Frequently asked questions about travelling from Chicago to Waterloo, IN, US 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 Chicago to Waterloo?
The cheapest train tickets from Chicago to Waterloo start at CLP 33,762. The average price for this train route is around CLP 52,084. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Chicago to Waterloo?
The average train trip from Chicago to Waterloo takes 2h 45m and covers 224 km. The quickest 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 serve this route, with 1 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 6:40pm. The latest train departs at 9:30pm.

Find cheapest prices for trains

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

Best price found

09-17

CLP 58,024

09-18

CLP 58,024

Today

CLP 58,024

09-20

CLP 58,024

09-21

CLP 58,024

09-22

CLP 49,173

09-23

CLP 49,173

09-24

CLP 49,173

The cheapest trip from Chicago to Waterloo, IN, US was searched and found on Sep 22, 2026 with a price of CLP 49,173

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 CLP 49,173 to CLP 599,903 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 CLP 49,173 which is on 2026-09-22.