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Cheap flights from Waterloo, Iowa to Chicago from $355

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Waterloo, Iowa to Chicago departing on 11/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Waterloo, Iowa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 7:30 amALO-ORD
1h 30mnonstop
American Airlines Logo
1:40 pm - 2:56 pmORD-ALO
1h 16mnonstop
$359American Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 7
American Airlines Logo
3:26 pm - 4:54 pmALO-ORD
1h 28mnonstop
American Airlines Logo
10:31 pm - 11:51 pmORD-ALO
1h 20mnonstop
$360American Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 7
American Airlines Logo
2:45 pm - 4:10 pmALO-ORD
1h 25mnonstop
American Airlines Logo
8:20 pm - 9:42 pmORD-ALO
1h 22mnonstop
$397American Airlines
Find Deal
Wed, Apr 15 - Sat, Apr 18
American Airlines Logo
6:00 am - 7:30 amALO-ORD
1h 30mnonstop
American Airlines Logo
1:41 pm - 2:58 pmORD-ALO
1h 17mnonstop
$453American Airlines
Find Deal
Tue, Nov 11 - Sat, Nov 15
American Airlines Logo
6:00 am - 7:30 amALO-ORD
1h 30mnonstop
American Airlines Logo
10:31 pm - 11:48 pmORD-ALO
1h 17mnonstop
$503American Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
6:00 am - 7:20 amALO-ORD
1h 20mnonstop
American Airlines Logo
1:15 pm - 2:20 pmORD-ALO
1h 05mnonstop
$533American Airlines
Find Deal
Fri, Mar 13 - Sat, Mar 21
American Airlines Logo
6:00 am - 7:20 amALO-ORD
1h 20mnonstop
American Airlines Logo
1:15 pm - 2:20 pmORD-ALO
1h 05mnonstop
$535American Airlines
Find Deal
Thu, Mar 12 - Sun, Mar 22
American Airlines Logo
6:00 am - 7:20 amALO-ORD
1h 20mnonstop
American Airlines Logo
1:15 pm - 2:20 pmORD-ALO
1h 05mnonstop
$575American Airlines
Find Deal
Fri, Mar 13 - Sun, Mar 15

American Airlines flights from Waterloo, Iowa to Chicago O'Hare Intl Airport

Our best American Airlines deals on Waterloo, Iowa to Chicago O'Hare Intl Airport flight tickets
American Airlines
Dec 6
ALO6:00 amWaterloo
1h 30m
ORD7:30 amChicago O'Hare Intl
Dec 7
ORD1:40 pmChicago O'Hare Intl
1h 16m
ALO2:56 pmWaterloo
$359
Find similar
American Airlines
Dec 6
ALO3:26 pmWaterloo
1h 28m
ORD4:54 pmChicago O'Hare Intl
Dec 7
ORD10:31 pmChicago O'Hare Intl
1h 20m
ALO11:51 pmWaterloo
$360
Find similar
American Airlines
Apr 15
ALO2:45 pmWaterloo
1h 25m
ORD4:10 pmChicago O'Hare Intl
Apr 18
ORD8:20 pmChicago O'Hare Intl
1h 22m
ALO9:42 pmWaterloo
$397
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Waterloo, Iowa to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Waterloo, Iowa to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Sat 12/6

6:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sun 12/7

1:40 pm-2:56 pm

Nonstop1h 16m

$359

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Sat 12/6

3:26 pm-4:54 pm

Nonstop1h 28m

Chicago O'Hare Intl

Sun 12/7

10:31 pm-11:51 pm

Nonstop1h 20m

$360

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Wed 4/15

2:45 pm-4:10 pm

Nonstop1h 25m

Chicago O'Hare Intl

Sat 4/18

8:20 pm-9:42 pm

Nonstop1h 22m

$397

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Tue 11/11

6:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sat 11/15

1:41 pm-2:58 pm

Nonstop1h 17m

$453

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Wed 11/12

6:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sun 11/16

10:31 pm-11:48 pm

Nonstop1h 17m

$503

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Fri 3/13

6:00 am-7:20 am

Nonstop1h 20m

Chicago O'Hare Intl

Sat 3/21

1:15 pm-2:20 pm

Nonstop1h 05m

$533

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Thu 3/12

6:00 am-7:20 am

Nonstop1h 20m

Chicago O'Hare Intl

Sun 3/22

1:15 pm-2:20 pm

Nonstop1h 05m

$535

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Fri 3/13

6:00 am-7:20 am

Nonstop1h 20m

Chicago O'Hare Intl

Sun 3/15

1:15 pm-2:20 pm

Nonstop1h 05m

$575

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Tue 11/25

3:20 pm-4:47 pm

Nonstop1h 27m

$355

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Wed 11/26

3:17 pm-4:47 pm

Nonstop1h 30m

$365

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Waterloo, Iowa to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $424. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Waterloo, Iowa because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $566.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Waterloo, Iowa in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $419 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $505. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Waterloo to Chicago O'Hare Intl flight route?

Fly from Waterloo to Chicago O'Hare Intl for the best Waterloo - Chicago O'Hare Intl flight prices

What cabin class options are available on Waterloo to Chicago O'Hare Intl flights?

There are 2 cabin classes available to choose from on Waterloo to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Waterloo, Iowa to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Waterloo, Iowa to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Waterloo, Iowa to Chicago O'Hare Intl Airport (ALO to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Waterloo, Iowa to Chicago O'Hare Intl Airport

Best Price Found

$270

Fastest flight time

1h 20m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Waterloo, Iowa in the past 72 hours is $270. The best round-trip flight deal from Waterloo, Iowa to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $313.
The fastest flight from Waterloo, Iowa to Chicago O'Hare Intl Airport takes 1h 20m
Direct flights go from Waterloo, Iowa to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Waterloo to Chicago O'Hare Intl by plane?

    The straight-line distance from Waterloo to Chicago O'Hare Intl is 229.6 mi. Flights usually cover this in 1h 20m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Waterloo Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Waterloo Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Waterloo Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Waterloo Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Waterloo Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Waterloo, Iowa to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Waterloo, Iowa to Chicago O'Hare Intl Airport?

Best airlines flying from Waterloo, Iowa to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Waterloo, Iowa to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $327Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights

  • American Airlines Flights From Waterloo, Iowa to Chicago O'Hare Intl Airport

    The lowest priced American Airlines flight from Waterloo, Iowa to Chicago O'Hare Intl Airport from the last 72 hours was $327. Generally, American Airlines has 5 flights on this route every week with an average price of $417. American Airlines is rated 7.2/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Waterloo to Chicago?

It is quick and easy to find Waterloo to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Waterloo to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Waterloo with this policy.

How can momondo help me find flights from Waterloo to Chicago?

momondo helps you find the best flight between Waterloo and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Waterloo to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Waterloo to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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