Previously seen trips

Next departures for Chicago to Waterloo on September 6
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location
Train	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station
Train	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station
Train	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station
Train	9:30pm	Chicago (Union Station), IL	2h 45m	1:15am	Waterloo Station
Train	6:40pm	Chicago (Union Station), IL	2h 43m	10:23pm	Waterloo Station

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 TRY 1,142, it presents an excellent value for a comfortable ride.

1bus per day

2h 45mAverage Duration

139 milesDistance

6kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average PriceTRY 1,142 - TRY 1,142	Average Duration2h 45m	CO₂ emissions 6kg CO₂e
Train	Average PriceTRY 1,705 - TRY 18,458	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
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Train Companies

Amtrak

4.1/56,477 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

Wifi3.6

Based on 6477 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 TRY 1,705

US train companies:Amtrak, Amtrak Acela, Brightline

Frequently asked questions about traveling 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 from TRY 1,705. The average price for this train route is around TRY 2,630. 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 Chicago to Waterloo?
The average train ride duration from Chicago to Waterloo is 2h 45m, covering a distance of 139 miles (224 km). The quickest train can get you there in 2h 43m and is operated by Amtrak.
Which train operators service the Chicago to Waterloo route?
Several major train operators operate on this route with 1 trains available per day.
What is the earliest and latest departure time for the train from Chicago to Waterloo?
The earliest train departs from Chicago to Waterloo at 6:40pm. And 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

09/04

TRY 2,036

09/05

TRY 2,036

Today

TRY 2,384

09/07

TRY 2,036

09/08

TRY 2,086

09/09

TRY 2,086

09/10

TRY 2,086

09/11

TRY 2,086

The cheapest trip from Chicago to Waterloo, IN, US was searched and found on Sep 4, 2026 with a price of TRY 2,036

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 TRY 2,036 to TRY 20,258 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 TRY 2,036 which is on 2026-09-07.