ALO - ORD

$369 Find Cheap Flights from Waterloo to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Waterloo to O'Hare Intl departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Waterloo to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Waterloo to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$369
American Airlines
Wed 4/15Wed 4/22
ALO - ORD • Non-stop
Cheapest one-way
$380
American Airlines
Wed 4/15
ALO - ORD • Non-stop
Nonstop flights
You can fly direct with American Airlines. Average duration is 1h 28m
Direct flights
Direct flights
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Direct flights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Waterloo to O'Hare Intl (ALO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Waterloo to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Waterloo to O'Hare Intl

Wed, Apr 15 - Wed, Apr 22
American Airlines Logo
5:40 am - 7:15 am
ALO
-
ORD
1h 35mnonstop
American Airlines Logo
12:30 pm - 1:53 pm
ORD
-
ALO
1h 23mnonstop
$369American Airlines
Wed, Apr 8 - Wed, Apr 15
American Airlines Logo
5:40 am - 7:15 am
ALO
-
ORD
1h 35mnonstop
American Airlines Logo
12:30 pm - 1:53 pm
ORD
-
ALO
1h 23mnonstop
$388American Airlines
Sat, Apr 18 - Sun, Apr 19
American Airlines Logo
5:40 am - 7:15 am
ALO
-
ORD
1h 35mnonstop
American Airlines Logo
10:27 pm - 11:49 pm
ORD
-
ALO
1h 22mnonstop
$400American Airlines
Sat, May 2 - Sun, May 3
American Airlines Logo
2:23 pm - 3:54 pm
ALO
-
ORD
1h 31mnonstop
American Airlines Logo
12:30 pm - 1:53 pm
ORD
-
ALO
1h 23mnonstop
$404American Airlines
Wed, Apr 8 - Wed, Apr 15
American Airlines Logo
5:40 am - 7:15 am
ALO
-
ORD
1h 35mnonstop
American Airlines Logo
12:30 pm - 1:53 pm
ORD
-
ALO
1h 23mnonstop
$407American Airlines
Fri, Apr 17 - Mon, Apr 20
American Airlines Logo
5:40 am - 7:15 am
ALO
-
ORD
1h 35mnonstop
American Airlines Logo
12:30 pm - 1:53 pm
ORD
-
ALO
1h 23mnonstop
$439American Airlines
Fri, Jun 5 - Sun, Jun 7
American Airlines Logo
3:02 pm - 4:33 pm
ALO
-
ORD
1h 31mnonstop
American Airlines Logo
1:07 pm - 2:32 pm
ORD
-
ALO
1h 25mnonstop
$459American Airlines
Wed, Apr 1 - Sun, Apr 5
American Airlines Logo
5:20 am - 6:45 am
ALO
-
ORD
1h 25mnonstop
American Airlines Logo
1:21 pm - 2:40 pm
ORD
-
ALO
1h 19mnonstop
$480American Airlines
Wed, Apr 1 - Sun, Apr 5
American Airlines Logo
5:20 am - 6:45 am
ALO
-
ORD
1h 25mnonstop
American Airlines Logo
10:34 pm - 11:53 pm
ORD
-
ALO
1h 19mnonstop
$485American Airlines
Fri, Mar 27 - Sun, Mar 29
American Airlines Logo
3:10 pm - 4:34 pm
ALO
-
ORD
1h 24mnonstop
American Airlines Logo
10:34 pm - 11:53 pm
ORD
-
ALO
1h 19mnonstop
$493American Airlines
Booking Insights

KAYAK's insights & trends for Waterloo to O'Hare Intl flights

Get data-powered insights and trends into flights from Waterloo to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Waterloo and Chicago O'Hare Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Waterloo to Chicago O'Hare Intl Airport.

There is just one airline that flies from Waterloo to Chicago O'Hare Intl Airport direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is $337.

Good to know

Cheapest flight$369
Flight from Waterloo to Chicago

When to book flights from Waterloo to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Waterloo to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Waterloo to Chicago flights

  • What is the cheapest flight from Waterloo to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Waterloo to Chicago O'Hare Intl Airport was $380 for a one-way ticket and $369 for a round-trip.

  • Do I need a passport to fly between Waterloo and Chicago?

    No, a passport isn't needed to fly from Waterloo to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Waterloo to Chicago?

    Waterloo and Chicago are both served by 1 main airport. You will leave Waterloo from Waterloo and will be arriving at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Waterloo to Chicago?

    Only American Airlines offers inflight Wi-Fi service on the Waterloo to Chicago flight route.

  • Which aircraft models fly most regularly from Waterloo to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Waterloo to Chicago flight route.

  • Which airline alliances offer flights from Waterloo to Chicago?

    oneworld is the only airline alliance operating flights between Waterloo and Chicago.

  • On which days can I fly direct from Waterloo to Chicago?

    There are nonstop flights from Waterloo to Chicago on a daily basis.

  • How does KAYAK find such low prices on flights from Waterloo to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Waterloo to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Waterloo to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Waterloo is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Waterloo to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Waterloo with another airline. Booking your flights between Waterloo and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Waterloo to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Waterloo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Waterloo to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $302 or less one-way and $459 or less round-trip.

Prefer to fly direct from Waterloo to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Waterloo to Chicago O'Hare Intl.
Find which airlines fly direct from Waterloo Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Waterloo to Chicago O'Hare Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Waterloo

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from Waterloo to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Waterloo to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Waterloo to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11480 reviews
7.2Comfort
6.4Food
6.9Entertainment
7.5Boarding
7.9Crew
Airline reviews

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

8.0 ExcellentSonia, Mar 2026
BOS - ORD
Read more American Airlines reviews

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Everything you need to know for your flight from Waterloo to O'Hare Intl

Information on your arrival and departure airports