$186 Cheap Flights from Chicago (ORD) to Waterloo (ALO)

View $186 flight on Thu, May 29, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Waterloo, IA (ALO-Waterloo Regional)

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Waterloo (ORD-ALO)

Prices were available within the past 7 days and start at $186 for one-way flights and $337 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Nov 5 - Sat, Nov 8
ORD
Chicago
ALO
Waterloo
$337 Roundtrip, found 5 days ago
$337
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Nov 5 from Chicago to Waterloo, returning Sat, Nov 8, priced at $337 found 5 days ago
American Airlines
Fri, May 23 - Sat, May 24
ORD
Chicago
ALO
Waterloo
$354 Roundtrip, found 3 days ago
$354
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, May 23 from Chicago to Waterloo, returning Sat, May 24, priced at $354 found 3 days ago
American Airlines
Sat, May 24 - Sat, May 31
ORD
Chicago
ALO
Waterloo
$397 Roundtrip, found 3 days ago
$397
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 24 from Chicago to Waterloo, returning Sat, May 31, priced at $397 found 3 days ago
American Airlines
Fri, Sep 19 - Sun, Oct 19
ORD
Chicago
ALO
Waterloo
$411 Roundtrip, found 3 days ago
$411
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Sep 19 from Chicago to Waterloo, returning Sun, Oct 19, priced at $411 found 3 days ago
American Airlines
Sat, May 24 - Thu, May 29
ORD
Chicago
ALO
Waterloo
$414 Roundtrip, found 3 days ago
$414
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 24 from Chicago to Waterloo, returning Thu, May 29, priced at $414 found 3 days ago
American Airlines
Sat, May 10 - Wed, May 21
ORD
Chicago
ALO
Waterloo
$422 Roundtrip, found 2 days ago
$422
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, May 10 from Chicago to Waterloo, returning Wed, May 21, priced at $422 found 2 days ago
American Airlines
Wed, Apr 30 - Wed, May 7
ORD
Chicago
ALO
Waterloo
$423 Roundtrip, found 6 days ago
$423
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Apr 30 from Chicago to Waterloo, returning Wed, May 7, priced at $423 found 6 days ago
American Airlines
Thu, May 22 - Thu, May 29
ORD
Chicago
ALO
Waterloo
$431 Roundtrip, found 3 days ago
$431
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, May 22 from Chicago to Waterloo, returning Thu, May 29, priced at $431 found 3 days ago
American Airlines
Sun, Sep 7 - Tue, Sep 16
ORD
Chicago
ALO
Waterloo
$434 Roundtrip, found 6 days ago
$434
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Sep 7 from Chicago to Waterloo, returning Tue, Sep 16, priced at $434 found 6 days ago
American Airlines
Sat, May 10 - Thu, May 22
ORD
Chicago
ALO
Waterloo
$439 Roundtrip, found 2 days ago
$439
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, May 10 from Chicago to Waterloo, returning Thu, May 22, priced at $439 found 2 days ago
Flights from Chicago (ORD) to Waterloo (ALO)
Origin airport
O'Hare Intl.
Destination airport
Waterloo Regional
Airlines serving
American Airlines
Roundtrip price
$337
Distance
233 mi

Chicago to Waterloo Flights

The cheapest times to fly from Chicago to Waterloo

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Waterloo are during the month of November. You can find some of the cheapest flights from Chicago to Waterloo with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Waterloo

Sunday is one of the best days to book for cheap flights from Chicago to Waterloo: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Waterloo

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Waterloo in 2025. You can also book with separate airlines for your outbound and return journeys, from $186 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Waterloo flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Waterloo airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO) cost?
Cheap round-trip flights from O’Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO) start from $354. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving ORD on May 10 2025 and touching down at ALO. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from ORD to ALO?
The cheapest flights from ORD to ALO are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO)?
When heading out of O’Hare Intl. Airport (ORD), you can jump on a direct flight to Waterloo Regional Airport (ALO) with American Airlines.
What is the cheapest airline that flies from ORD to ALO?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to ALO. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO)?
On average, just 1 nonstop flight departs daily from O’Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO). Need more options? Use Expedia’s filter tool to discover flights with layovers and add a new stop to your trip.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO)?
More travelers fly between ORD and ALO at 8 AM than at any other time of day. Looking to skip the crowds? Consider flying outside peak hours and it’s possible you’ll save on your fare as well.
What day of the week has the most flights from ORD to ALO?
Friday offers the most flights from O’Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO). Consider traveling on this day and you’ll have the best chance of finding a schedule that works for you.
What is the earliest flight from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO)?
O’Hare Intl. Airport (ORD)’s earliest flight to Waterloo Regional Airport (ALO) leaves at approximately 8:00AM UTC-6. With a travel time of 1h 23m, you’ll touch down at around 9:23AM UTC-6.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO)?
It usually takes 1 hour and 17 minutes to travel the 230 mi from ORD to ALO.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO)?
Opt for a flight from O’Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Waterloo from O'Hare Intl. Airport (ORD)?
If you’re taking a direct flight from O’Hare Intl. Airport (ORD) to Waterloo, you can arrive at either Eastern Iowa Airport (CID) or Waterloo Regional Airport (ALO).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO) last-minute?
Waiting until right before your break to book a flight from ORD to ALO generally means paying more. While you may come across some last-minute discounts, there’s no guarantee. Be flexible with your travel plans for a better chance of snagging a bargain.
Is it cheaper to book an ORD to ALO flight and hotel package?
You’ll generally save money by booking an ORD to ALO flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s simple to manage it all in one convenient place. After selecting your ideal flights and accommodations, you can add extras like car rentals, activities and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Waterloo Regional Airport (ALO)?
In most cases, you can reschedule or cancel your ORD to ALO flight. However, there may be additional fees, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline’s rules and fees on flight changes, or if you’d like further details, visit our Customer Service portal.

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*Available to One Key members.