How many flights depart from Waterloo, Iowa to Chicago on average per week?

The number of flights available between Waterloo, Iowa and Chicago is 17 per week as of February 2026. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

What airlines fly to Chicago?

United Airlines, American Airlines and Denver Air Connection are the top three most popular airlines that fly to Chicago from Waterloo, Iowa according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Waterloo to Chicago?

American Airlines is the most popular carrier operating from Waterloo to Chicago

How many flights depart from Waterloo, Iowa to Chicago on average per day?

As of February 2026, there are 2 flights per day flying from Waterloo, Iowa to Chicago. The most common time of day flights depart is 3:00PM, with 58% of flights taking off in the afternoon.

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 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.

$243 Cheap Flights from Waterloo to Chicago in 2026

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Find the cheapest flights from Waterloo, Iowa to Chicago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:40 am - 7:15 am

ALO

ORD

1h 35mnonstop

12:28 pm - 1:50 pm

ORD

ALO

1h 22mnonstop

$329American Airlines

Wed, Apr 8 - Wed, Apr 15

2:20 pm - 3:51 pm

ALO

ORD

1h 31mnonstop

10:27 pm - 11:49 pm

ORD

ALO

1h 22mnonstop

$364American Airlines

Sat, May 2 - Mon, May 4

5:20 am - 6:45 am

ALO

ORD

1h 25mnonstop

10:34 pm - 11:53 pm

ORD

ALO

1h 19mnonstop

$367American Airlines

Sat, Mar 7 - Wed, Mar 11

5:00 am - 6:18 am

ALO

ORD

1h 18mnonstop

10:38 pm - 11:59 pm

ORD

ALO

1h 21mnonstop

$383American Airlines

Fri, Jun 12 - Sat, Jun 20

5:20 am - 6:45 am

ALO

ORD

1h 25mnonstop

10:34 pm - 11:53 pm

ORD

ALO

1h 19mnonstop

$389American Airlines

Tue, Mar 24 - Tue, Mar 31

3:10 pm - 4:34 pm

ALO

ORD

1h 24mnonstop

1:21 pm - 2:40 pm

ORD

ALO

1h 19mnonstop

$399American Airlines

Fri, Mar 27 - Mon, Mar 30

5:20 am - 6:45 am

ALO

ORD

1h 25mnonstop

10:34 pm - 11:53 pm

ORD

ALO

1h 19mnonstop

$421American Airlines

Wed, Mar 25 - Mon, Apr 6

5:20 am - 6:45 am

ALO

ORD

1h 25mnonstop

1:21 pm - 2:40 pm

ORD

ALO

1h 19mnonstop

$440American Airlines

Wed, Mar 4 - Sun, Mar 8

3:10 pm - 4:34 pm

ALO

ORD

1h 24mnonstop

10:34 pm - 11:53 pm

ORD

ALO

1h 19mnonstop

$453American Airlines

Thu, Mar 26 - Sun, Apr 5

5:20 am - 6:45 am

ALO

ORD

1h 25mnonstop

10:34 pm - 11:53 pm

ORD

ALO

1h 19mnonstop

$460American Airlines

Fri, Mar 13 - Sat, Mar 14

American Airlines flights from Waterloo, Iowa to Chicago

Our best American Airlines deals on Waterloo, Iowa to Chicago flight tickets

American Airlines

Apr 8

ALO2:20 pmWaterloo

1h 31m

ORD3:51 pmChicago O'Hare Intl

Apr 15

ORD12:28 pmChicago O'Hare Intl

1h 22m

ALO1:50 pmWaterloo

$329

American Airlines

May 2

ALO2:20 pmWaterloo

1h 31m

ORD3:51 pmChicago O'Hare Intl

May 4

ORD10:27 pmChicago O'Hare Intl

1h 22m

ALO11:49 pmWaterloo

$364

American Airlines

Mar 7

ALO5:20 amWaterloo

1h 25m

ORD6:45 amChicago O'Hare Intl

Mar 11

ORD10:34 pmChicago O'Hare Intl

1h 19m

ALO11:53 pmWaterloo

$367

Fly from

Fly to

Route

Depart

Return

Price

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Wed 4/8

5:40 am-7:15 am

Nonstop1h 35m

Chicago O'Hare Intl

Wed 4/15

12:28 pm-1:50 pm

Nonstop1h 22m

$329

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Sat 5/2

2:20 pm-3:51 pm

Nonstop1h 31m

Chicago O'Hare Intl

Mon 5/4

10:27 pm-11:49 pm

Nonstop1h 22m

$364

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Sat 3/7

5:20 am-6:45 am

Nonstop1h 25m

Chicago O'Hare Intl

Wed 3/11

10:34 pm-11:53 pm

Nonstop1h 19m

$367

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Fri 6/12

5:00 am-6:18 am

Nonstop1h 18m

Chicago O'Hare Intl

Sat 6/20

10:38 pm-11:59 pm

Nonstop1h 21m

$383

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Tue 3/24

5:20 am-6:45 am

Nonstop1h 25m

Chicago O'Hare Intl

Tue 3/31

10:34 pm-11:53 pm

Nonstop1h 19m

$389

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Fri 3/27

3:10 pm-4:34 pm

Nonstop1h 24m

Chicago O'Hare Intl

Mon 3/30

1:21 pm-2:40 pm

Nonstop1h 19m

$399

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Wed 3/25

5:20 am-6:45 am

Nonstop1h 25m

Chicago O'Hare Intl

Mon 4/6

10:34 pm-11:53 pm

Nonstop1h 19m

$421

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Wed 3/4

5:20 am-6:45 am

Nonstop1h 25m

Chicago O'Hare Intl

Sun 3/8

1:21 pm-2:40 pm

Nonstop1h 19m

$440

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Thu 3/26

3:10 pm-4:34 pm

Nonstop1h 24m

Chicago O'Hare Intl

Sun 4/5

10:34 pm-11:53 pm

Nonstop1h 19m

$453

WaterlooChicago

ALO - ORD

ALOORD

Waterloo

Fri 3/13

5:20 am-6:45 am

Nonstop1h 25m

Chicago O'Hare Intl

Sat 3/14

10:34 pm-11:53 pm

Nonstop1h 19m

$460

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first

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

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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 $416. 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 $426. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $491.

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 3 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	$302
Fastest flight time	1h 18m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Waterloo, Iowa in the past 72 hours is $302. The best round-trip flight deal from Waterloo, Iowa to Chicago found on momondo in the last 72 hours is $449.

The fastest flight from Waterloo, Iowa to Chicago takes 1h 18m

Direct flights go from Waterloo, Iowa to Chicago every day.

There are 3 airports in Chicago. From Waterloo, Iowa there are direct flights to Chicago O'Hare Intl (ORD).

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How far is Waterloo to Chicago by plane?
There are 245.0 mi between Waterloo and Chicago. Flights usually cover this in 1h 18m, 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 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?
Based on momondo bookings for flights between Waterloo, Iowa and Chicago, the leading plane model is Boeing 737-800, making up 19.05% of the total bookings. Other popular models include Embraer 170 with 14.29%, Airbus A320-100/200 with 14.29%, and Airbus A319 with 9.52%.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

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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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Cheap flights from Waterloo, Iowa to Chicago from $243

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 5/22. 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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How to get the cheapest flight ticket from Waterloo, Iowa to Chicago

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

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

What is the cheapest Waterloo to Chicago flight route?

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

What is the cheapest airline that flies from Waterloo to Chicago?

What airlines fly to Chicago?

How many flights depart from Waterloo, Iowa to Chicago on average per day?

How many flights depart from Waterloo, Iowa to Chicago on average per week?

When to book flights from Waterloo, Iowa to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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