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
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 $27. The average price for this train route is around $42. 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
12/09
$39
12/10
$39
Today
$39
12/12
$39
12/13
$46
12/14
$55
12/15
$46
12/16
$39
The cheapest trip from Chicago to Waterloo, IN, US was searched and found on Dec 9, 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 Chicago to Waterloo, IN, US, as early as possible.
You can expect to pay from $39 to $606 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 $39 which is on 2025-12-12.