Journey information
Overview: Chicago, IL to Waterloo, IN flight
Flights from Chicago, IL to Waterloo, IN depart on average 13 times per day, taking around 2h 36m. Cheap flight tickets for this journey start at $170 but you can travel from only $31 by train.
There are 7 flights per day. The earliest flight runs at 05:00, the last at 22:45. The fastest flight covers the 138 miles (223 km) distance in 1h 6m. May is the cheapest month to fly.
Distance 138 miles (223 km) |
Average flight duration 2h 36m |
Cheapest ticket price $170 |
Flights per day 13 |
Direct flights 7 |
Fastest flight 1h 6m |
First flight 5:00 AM |
Last flight 10:45 PM |
Cheapest Month May |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Wed |
Least Busy Day Thu |
Best time to book 21 days |
The cheapest and fastest flights from Chicago, IL to Waterloo, IN
Cheapest price on Sep 20
$250
Average ticket price on Sep 20
$502
Fastest journey on Sep 20
1 h 9 m
Average journey duration on Sep 20
1 h 15 m
Flights on Sep 20
22
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 $502 if you buy it on the day, but the cheapest tickets can be found for only $250.
On Sun, Sep 20, we found 22 flights from Chicago, IL to Waterloo, IN, including 8 direct services.
On Sun, Sep 20 the direct flights cover the 223 km distance in an average of 1 h 15 m but if you time it right, some flights will get you there in just 1 h 9 m .
On Sun, Sep 20 the longest flights will take 1 h 20 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.
AA49258:00 AM1h16O'Hare International Airport10:16 AMFort Wayne International Airport$2501One-way0 transfers
AA48999:02 PM1h15O'Hare International Airport11:17 PMFort Wayne International Airport$2501One-way0 transfers
UA54481:55 PM1h20O'Hare International Airport4:15 PMFort Wayne International Airport$2821One-way0 transfers
UA53095:59 PM1h20O'Hare International Airport8:19 PMFort Wayne International Airport$2821One-way0 transfers
UA555011:40 AM1h09O'Hare International Airport1:49 PMFort Wayne International Airport$2821One-way0 transfers
UA555011:40 AM1h09O'Hare International Airport1:49 PMFort Wayne International Airport$2821One-way0 transfers
AA48999:02 PM1h15O'Hare International Airport11:17 PMFort Wayne International Airport$2501One-way0 transfers
AA49258:00 AM1h16O'Hare International Airport10:16 AMFort Wayne International Airport$2501One-way0 transfers
AA62954:50 PM1h16O'Hare International Airport7:06 PMFort Wayne International Airport$2821One-way0 transfers
UA54481:55 PM1h20O'Hare International Airport4:15 PMFort Wayne International Airport$2821One-way0 transfers
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 an average ticket price of $63 For those with little time, consider booking a train, which has an average total journey time of 3h 14m. If you are seeking to minimise your carbon footprint, the train is your best option, with estimated CO2 emissions of 0.1 - 0.2kg. Average ticket prices depend on the travel mode: a train costs an average of $63, while a flight costs an average of $478.
Distance: 138 miles (223 km)
Compare flight with
| Flight | Most popular Train |
|---|---|
$478 Average price | $63 Average price Cheapest |
4h 36m Average total duration 2h 36m Onboard + 2h 0m Additional time* | 3h 14m Average total duration Fastest 2h 44m Onboard + 30m Additional time* |
0.7 - 1.3kg CO2 emissions | 0.1 - 0.2kg CO2 emissions Lowest |
![]() Most popular airline | ![]() Most popular train company |
Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Chicago, IL to Waterloo, IN:
A train is $415 less than a flight for this route with tickets for a flight from Chicago, IL to Waterloo, IN costing on average $478.
Other travel options to Waterloo, IN take longer:
Train takes on average 2h 44m.
Live departures
Chicago, IL to Waterloo, IN flight times
The table below shows live departures for Chicago, IL to Waterloo, IN flights for today, Saturday, September 19. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
AA2842+ AA5989 | 5:20 AM O'Hare International Airport | 9h46 | 4:06 PM Fort Wayne International Airport | 1 transfer | |
AA2842+ AA5889 | 5:20 AM O'Hare International Airport | 15h17 | 9:37 PM Fort Wayne International Airport | 1 transfer | |
AA2842+ AA5975 | 5:20 AM O'Hare International Airport | 6h00 | 12:20 PM Fort Wayne International Airport | 1 transfer | |
AA1784+ AA5889 | 6:45 AM O'Hare International Airport | 13h52 | 9:37 PM Fort Wayne International Airport | 1 transfer | |
AA1784+ AA5989 | 6:45 AM O'Hare International Airport | 8h21 | 4:06 PM Fort Wayne International Airport | 1 transfer | |
AA4925 | 8:00 AM O'Hare International Airport | 1h16 | 10:16 AM Fort Wayne International Airport | 0 transfersDirect | |
AA411+ AA5989 | 8:05 AM O'Hare International Airport | 7h01 | 4:06 PM Fort Wayne International Airport | 1 transfer | |
AA411+ AA5889 | 8:05 AM O'Hare International Airport | 12h32 | 9:37 PM Fort Wayne International Airport | 1 transfer | |
AA2080+ AA5889 | 8:59 AM O'Hare International Airport | 11h38 | 9:37 PM Fort Wayne International Airport | 1 transfer | |
AA2080+ AA5989 | 8:59 AM O'Hare International Airport | 6h07 | 4:06 PM Fort Wayne International Airport | 1 transfer | |
UA5550 | 11:40 AM O'Hare International Airport | 1h09 | 1:49 PM Fort Wayne International Airport | 0 transfersDirect | |
AA3021+ AA5889 | 11:50 AM O'Hare International Airport | 8h47 | 9:37 PM Fort Wayne International Airport | 1 transfer | |
AA1409+ AA5889 | 1:19 PM O'Hare International Airport | 7h18 | 9:37 PM Fort Wayne International Airport | 1 transfer | |
UA5448 | 1:55 PM O'Hare International Airport | 1h19 | 4:14 PM Fort Wayne International Airport | 0 transfersDirect | |
UA5331 | 3:40 PM O'Hare International Airport | 1h20 | 6:00 PM Fort Wayne International Airport | 0 transfersDirect | |
AA6295 | 4:50 PM O'Hare International Airport | 1h16 | 7:06 PM Fort Wayne International Airport | 0 transfersDirect | |
UA5309 | 5:59 PM O'Hare International Airport | 1h19 | 8:18 PM Fort Wayne International Airport | 0 transfersDirect | |
AA689+ AA5975 | 6:57 PM O'Hare International Airport | 15h34 | 11:31 AM Fort Wayne International Airport | 1 transfer | |
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.
Sep 20
Sep 21
Sep 22
Sep 23
Sep 24
Sep 25
Sep 26
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
Most Chicago, IL to Waterloo, IN flights use the O'Hare International Airport to Fort Wayne International Airport airport pair. Use this guide to compare Chicago, IL and Waterloo, IN airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Which Chicago, IL airport do flights to Waterloo, IN leave from?
Getting to O'Hare International Airport from Chicago city centre
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport airport facilities and services
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food and drink
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at O'Hare International Airport: Parking, Taxis, WC.
Bike and car services
Available at O'Hare International Airport: Car Rental.
Accessibility
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Shops, hotels and contact
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
More options for your journey from Chicago, IL to Waterloo, IN
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