Travel optionsfrom Waterloo, IN to Chicago, IL
How to get from Waterloo, IN to Chicago, IL by train, bus or flight.
Our recommendation
The best way to travel from Waterloo, IN to Chicago, IL is by taking a flight because it’s the best combination of price and speed.
4:50 PM1h17Waterloo, IN6:07 PMChicago, IL$3371One-way0 transfers
Cheapest
4:50 PM1h17Waterloo, IN6:07 PMChicago, IL$3371One-way0 transfers
Fastest
10:49 AM1h13Waterloo, IN12:02 PMChicago, IL$3601One-way0 transfers
Other options
9:45 PM1h25Waterloo, IN11:10 PMChicago, IL$3471One-way0 transfers
11:20 PM1h32Waterloo, IN12:52 AMChicago, IL$3481One-way0 transfers
6:44 PM1h26Waterloo, IN8:10 PMChicago, IL$3691One-way0 transfers
Find all the dates and times for this journey by train, bus, flight, and ferry .
Compare prices and tickets Prices for trains, buses and flights
Compare train and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
May 07
May 08
May 09
May 10
May 11
May 12
May 13
More than 1,000 travel companies trust us to sell their tickets all in one place.
FAQs: Travel from Waterloo, IN to Chicago, IL
Travel to Chicago, IL easily. Whether you want fast, cheap or something entirely different, our travel experts have collected everything you need to know so you can find the best option from Waterloo, IN to Chicago, IL.

This is compared to other travel options from Waterloo, IN to Chicago, IL:
A train is $264 (€210) less than a flight for this route with tickets for a flight from Waterloo, IN to Chicago, IL costing on average $321 (€256).
Other travel options to Chicago, IL take longer:
Train takes on average 3h 17m.
- Around 7 flights per day.
- Around 3 trains per day.
However, we recommend checking specific travel dates for your route between Waterloo, IN and Chicago, IL as scheduled services by train and flight can vary by season or day of the week.
- Flights mostly depart from Fort Wayne International Airport and arrive in O'Hare International Airport.
- Trains mostly depart from Waterloo Amtrak Station, Waterloo, IN and arrive in Chicago Union Station, Chicago, IL.
- Travel with Amtrak to go to Chicago, IL by train.
Travelling from Waterloo, IN to Chicago, IL: related information
Here are some other resources that might have the information you need
