Journey information
Overview: Chicago, IL to Waterloo, IN flight
Flights from Chicago, IL to Waterloo, IN depart on average 7 times per day, taking around 1h 14m. Cheap flight tickets for this journey start at $219 (€177) but you can travel from only $27 (€22) by train.
There are 7 flights per day. The earliest flight runs at 05:40, the last at 22:45. The fastest flight covers the 138 miles (223 km) distance in 1h 7m. December is the cheapest month to fly.
Distance 138 miles (223 km) |
Average flight duration 1h 14m |
Cheapest ticket price $219 (€177) |
Flights per day 7 |
Direct flights 7 |
Fastest flight 1h 7m |
First flight 05:40 |
Last flight 22:45 |
Cheapest month Dec |
Cheapest day Fri |
High season Jul - Sep |
Low season Jan - Mar |
Busiest day Wed |
Least busy day Wed |
Best day to book ahead 21 days |
The cheapest and fastest flights from Chicago, IL to Waterloo, IN
Cheapest price
$362
Average price
$364
Fastest journey
1 h 15 m
Average duration
1 h 16 m
Flights per day
2
Distance
223 km
The best way to find a cheap flight ticket from Chicago, IL to Waterloo, IN is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Waterloo, IN will cost around $364 if you buy it on the day, but the cheapest tickets can be found for only $362.
Of the 2 flights that leave Chicago, IL for Waterloo, IN onMon, Mar 23, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Mar 23 the direct flights cover the 223 km distance in an average of 1 h 16 m but if you time it right, some flights will get you there in just 1 h 15 m .
On Mon, Mar 23 the longest flights will take 1 h 17 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Travel Information
Compare train and flight for Chicago, IL to Waterloo, IN
Omio recommends booking the train as it is the most popular option from Chicago, IL to Waterloo, IN among Omio's users. If you are prioritising price take the train with prices starting from $27. For those with little time consider booking a flight which can get you there in 1h 14m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.1 - 0.2kg. The ticket price range depends on the travel mode: a train costs an average of $27, and a flight costs an average of $219.
Distance: 138 miles (223 km)
Compare flight with
| Flight | Most popular Train |
|---|---|
$309 Average price | $48 Average price Cheapest |
4h 14m Average total duration Fastest 1h 14m Onboard + 3h 0m Additional time* | 3h 14m Average total duration 2h 44m Onboard + 30m Additional time* |
0.7 - 1.3kg CO2 emissions | 0.1 - 0.2kg CO2 emissions Lowest |
Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Live departures
Chicago, IL to Waterloo, IN flight times
The table below shows live departures for Chicago, IL to Waterloo, IN flights for today, Sunday, March 22. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:35 PM Chicago, IL | 1h15 | 10:50 PM Waterloo, IN | 0 transfersDirect | |
![]() | 9:36 PM Chicago, IL | 1h14 | 10:50 PM Waterloo, IN | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Waterloo, IN by train or flight
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.
Mar 22
Mar 23
Mar 24
Mar 25
Mar 26
Mar 27
Mar 28
FAQs: Chicago, IL to Waterloo, IN Flight
Find answers to the most common questions about traveling from Chicago, IL to Waterloo, IN by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Waterloo, IN, this guide helps you travel smarter and with confidence.

- Waterloo Festival, a vibrant celebration of local arts, music, and culture featuring performances from regional artists
- Grout Museum District's Annual Civil War Reenactment, an immersive historical event bringing the past to life with authentic costumes and battles
- Cedar Valley PrideFest, a lively festival promoting inclusivity and celebrating the LGBTQ+ community with parades, entertainment, and activities.
- Independence Day, vibrant fireworks and festive parades celebrating American freedom
- Labor Day, pleasant weather perfect for outdoor activities and local events
- Memorial Day, honoring veterans with ceremonies and a lively atmosphere.
popular airports
Popular airports from Chicago, IL to Waterloo, IN
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
More options for your journey from Chicago, IL to Waterloo, IN
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