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Cheap flights from Waterloo, Iowa to Chicago from $350

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 11/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Waterloo, Iowa to Chicago

Cheap round-trip flights

American Airlines Logo
6:00 am - 7:26 amALO-ORD
1h 26mnonstop
American Airlines Logo
1:44 pm - 2:55 pmORD-ALO
1h 11mnonstop
$380American Airlines
Find Deal
mié., oct. 15 - mié., oct. 22
American Airlines Logo
6:00 am - 7:24 amALO-ORD
1h 24mnonstop
American Airlines Logo
3:15 pm - 4:29 pmORD-ALO
1h 14mnonstop
$423American Airlines
Find Deal
mar., sep. 30 - sáb., oct. 4
American Airlines Logo
6:00 am - 7:24 amALO-ORD
1h 24mnonstop
American Airlines Logo
1:52 pm - 3:08 pmORD-ALO
1h 16mnonstop
$473American Airlines
Find Deal
mié., oct. 1 - dom., oct. 5
American Airlines Logo
6:00 am - 7:26 amALO-ORD
1h 26mnonstop
American Airlines Logo
1:44 pm - 2:55 pmORD-ALO
1h 11mnonstop
$499American Airlines
Find Deal
vie., oct. 10 - dom., oct. 12
American Airlines Logo
6:00 am - 7:26 amALO-ORD
1h 26mnonstop
American Airlines Logo
10:19 pm - 11:38 pmORD-ALO
1h 19mnonstop
$791American Airlines
Find Deal
dom., oct. 12 - dom., oct. 12

American Airlines flights from Waterloo, Iowa to Chicago

Our best American Airlines deals on Waterloo, Iowa to Chicago flight tickets
American Airlines
Oct 15
ALO6:00 amWaterloo
1h 26m
ORD7:26 amChicago O'Hare Intl
Oct 22
ORD1:44 pmChicago O'Hare Intl
1h 11m
ALO2:55 pmWaterloo
$380
Find similar
American Airlines
Sep 30
ALO6:00 amWaterloo
1h 24m
ORD7:24 amChicago O'Hare Intl
Oct 4
ORD3:15 pmChicago O'Hare Intl
1h 14m
ALO4:29 pmWaterloo
$423
Find similar
American Airlines
Oct 1
ALO6:00 amWaterloo
1h 24m
ORD7:24 amChicago O'Hare Intl
Oct 5
ORD1:52 pmChicago O'Hare Intl
1h 16m
ALO3:08 pmWaterloo
$473
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Waterloo, Iowa to Chicago 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 septiembre 17, 2025.
Use the filters below to find and compare flights from Waterloo, Iowa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

mié. 10/15

6:00 am-7:26 am

Nonstop1h 26m

Chicago O'Hare Intl

mié. 10/22

1:44 pm-2:55 pm

Nonstop1h 11m

$380

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

mar. 9/30

6:00 am-7:24 am

Nonstop1h 24m

Chicago O'Hare Intl

sáb. 10/4

3:15 pm-4:29 pm

Nonstop1h 14m

$423

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

mié. 10/1

6:00 am-7:24 am

Nonstop1h 24m

Chicago O'Hare Intl

dom. 10/5

1:52 pm-3:08 pm

Nonstop1h 16m

$473

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

vie. 10/10

6:00 am-7:26 am

Nonstop1h 26m

Chicago O'Hare Intl

dom. 10/12

1:44 pm-2:55 pm

Nonstop1h 11m

$499

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

dom. 10/12

6:00 am-7:26 am

Nonstop1h 26m

Chicago O'Hare Intl

dom. 10/12

10:19 pm-11:38 pm

Nonstop1h 19m

$791

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

sáb. 11/15

3:28 pm-4:58 pm

Nonstop1h 30m

$350

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

sáb. 11/1

6:00 am-7:26 am

Nonstop1h 26m

$352

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

sáb. 3/14

6:00 am-7:20 am

Nonstop1h 20m

$380

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

jue. 11/13

3:28 pm-4:58 pm

Nonstop1h 30m

$396

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

dom. 3/15

6:00 am-7:20 am

Nonstop1h 20m

$446

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 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

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?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $428. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Waterloo, Iowa to Chicago for around $552.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Waterloo, Iowa to Chicago during this time can be as low as $437. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $543.

What is the cheapest Waterloo to Chicago flight route?

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

What cabin class options are available on Waterloo to Chicago flights?

There are 2 cabin classes available to choose from on Waterloo to Chicago 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

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

Cheap Waterloo, Iowa to Chicago (ALO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Waterloo, Iowa to Chicago

Best Price Found

$240

Fastest flight time

1h 14m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Waterloo, Iowa in the past 72 hours is $240. The best round-trip flight deal from Waterloo, Iowa to Chicago found on momondo in the last 72 hours is $333.
The fastest flight from Waterloo, Iowa to Chicago takes 1h 14m
Direct flights go from Waterloo, Iowa to Chicago on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Waterloo to Chicago by plane?

    There are 245.0 mi between Waterloo and Chicago. Flights usually cover this in 1h 24m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Waterloo Airport to Chicago?

    Prices for flights from Waterloo Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from Waterloo Airport to Chicago?

  • How old do you have to be to fly from Waterloo Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Waterloo Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Waterloo, Iowa to Chicago?

Best airlines flying from Waterloo, Iowa to Chicago

Compare and see reviews for airlines that fly from Waterloo, Iowa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $324Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • American Airlines Flights From Waterloo, Iowa to Chicago

    American Airlines is one of the most popular airlines flying from Waterloo, Iowa to Chicago, operating 13 flights/week on average for this route. A good American Airlines flight deal for Waterloo, Iowa to Chicago starts from $324 round-trip, up to an average price of $383. Our users have rated American Airlines at 7.2/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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New Buffalo
Hammond
Benton Harbor
Saint Joseph
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Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
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Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Waterloo to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from Waterloo to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Waterloo to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Waterloo. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport