Next departures for Chicago to Waterloo on June 10
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
Waterloo Station
Cheapest
Train
Chicago (Union Station), IL
Waterloo Station
Fastest
Train
Chicago (Union Station), IL
Waterloo Station
No tags
Train
Chicago (Union Station), IL
Waterloo Station
No tags
Next departures for Chicago to Waterloo on June 11
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
Waterloo Station
Cheapest
Train
Chicago (Union Station), IL
Waterloo Station
Fastest
Train
Chicago (Union Station), IL
Waterloo Station
No tags
Train
Chicago (Union Station), IL
Waterloo Station
No tags
Next departures for Chicago to Waterloo on June 12
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
Waterloo Station
Cheapest
Train
Chicago (Union Station), IL
Waterloo Station
Fastest
Train
Chicago (Union Station), IL
Waterloo Station
No tags
Train
Chicago (Union Station), IL
Waterloo Station
No tags
Train
Chicago (Union Station), IL
Waterloo Station
No tags
Last refresh of the prices: Yesterday at 6:26 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 HK$185, it presents an excellent value for a comfortable ride.
Based on 5818 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 HK$351
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 HK$351. The average price for this train route is around HK$484. 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 43m 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 2 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
06-03
HK$546
06-04
HK$546
Today
HK$546
06-06
HK$546
06-07
HK$651
06-08
HK$546
06-09
HK$546
06-10
HK$458
The cheapest trip from Chicago to Waterloo, IN, US was searched and found on Jun 10, 2026 with a price of HK$458
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 HK$458 to HK$4,882 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 HK$458 which is on 2026-06-10.