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Cheap flights from Kailua-Kona to Chicago from $213

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kailua-Kona to Chicago departing on 3/17. 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 Kailua-Kona to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
8:50 pm - 4:39 pm
KOA
-
ORD
14h 49m
1 stop
Delta Logo
7:15 am - 7:03 pm
ORD
-
KOA
16h 48m
1 stop
$428Delta
Thu, Apr 23 - Tue, Apr 28
Multiple Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Multiple Airlines Logo
8:50 am - 10:16 pm
ORD
-
KOA
18h 26m
2 stops
$430Multiple Airlines
Thu, Apr 23 - Tue, Apr 28
Multiple Airlines Logo
6:00 am - 11:43 pm
KOA
-
ORD
12h 43m
2 stops
Multiple Airlines Logo
8:50 am - 6:26 am
ORD
-
KOA
26h 36m
2 stops
$436Multiple Airlines
Thu, Apr 23 - Tue, Apr 28
Multiple Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Multiple Airlines Logo
7:50 am - 9:36 am
ORD
-
KOA
30h 46m
2 stops
$437Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Multiple Airlines Logo
7:21 pm - 1:44 pm
ORD
-
KOA
23h 23m
2 stops
$441Multiple Airlines
Wed, Apr 29 - Mon, May 4
Delta Logo
8:50 pm - 4:39 pm
KOA
-
ORD
14h 49m
1 stop
Delta Logo
7:15 am - 7:03 pm
ORD
-
KOA
16h 48m
1 stop
$448Delta
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
6:00 am - 5:50 am
KOA
-
ORD
18h 50m
2 stops
Multiple Airlines Logo
7:50 am - 9:36 am
ORD
-
KOA
30h 46m
2 stops
$453Multiple Airlines
Wed, Apr 29 - Mon, May 4
Delta Logo
8:50 pm - 1:23 pm
KOA
-
ORD
11h 33m
1 stop
Delta Logo
7:15 am - 7:03 pm
ORD
-
KOA
16h 48m
1 stop
$462Delta
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
1:16 pm - 11:43 pm
KOA
-
ORD
29h 27m
1 stop
Multiple Airlines Logo
8:58 pm - 1:44 pm
ORD
-
KOA
45h 46m
3 stops
$464Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Multiple Airlines Logo
8:58 pm - 3:21 pm
ORD
-
KOA
47h 23m
3 stops
$468Multiple Airlines
Wed, Apr 29 - Mon, May 4

Alaska Airlines flights from Kailua-Kona to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Kailua-Kona to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Apr 29
KOA1:16 pmKona Intl
18h 57m
1 stop
ORD1:13 pmChicago O'Hare Intl
May 4
ORD3:52 pmChicago O'Hare Intl
28h 04m
1 stop
KOA2:56 pmKona Intl
$467
Alaska Airlines
May 15
KOA8:00 amKona Intl
10h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 20
ORD9:00 amChicago O'Hare Intl
18h 14m
2 stops
KOA10:14 pmKona Intl
$580
Alaska Airlines
Mar 9
KOA11:53 amKona Intl
22h 05m
1 stop
ORD2:58 pmChicago O'Hare Intl
Mar 17
ORD3:07 pmChicago O'Hare Intl
23h 32m
2 stops
KOA9:39 amKona Intl
$584

Southwest flights from Kailua-Kona to Chicago O'Hare Intl Airport

Our best Southwest deals on Kailua-Kona to Chicago O'Hare Intl Airport flight tickets
Southwest
Mar 30
KOA8:25 pmKona Intl
13h 35m
1 stop
ORD3:00 pmChicago O'Hare Intl
Apr 1
ORD6:15 amChicago O'Hare Intl
11h 45m
1 stop
KOA1:00 pmKona Intl
$642
Southwest
Mar 11
KOA8:25 pmKona Intl
11h 50m
2 stops
ORD1:15 pmChicago O'Hare Intl
Mar 18
ORD6:15 amChicago O'Hare Intl
11h 45m
1 stop
KOA1:00 pmKona Intl
$648
Southwest
Mar 11
KOA8:25 pmKona Intl
11h 50m
2 stops
ORD1:15 pmChicago O'Hare Intl
Mar 18
ORD7:20 pmChicago O'Hare Intl
21h 50m
2 stops
KOA12:10 pmKona Intl
$658

momondo Fare Finder

 
Customize your flight search to find flights from Kailua-Kona 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 February 27, 2026.
Use the filters below to find and compare flights from Kailua-Kona to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 4/23

8:50 pm-4:39 pm

1 stop14h 49m

Chicago O'Hare Intl

Tue 4/28

7:15 am-7:03 pm

1 stop16h 48m

$428

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 4/23

1:16 pm-1:13 pm

1 stop18h 57m

Chicago O'Hare Intl

Tue 4/28

8:50 am-10:16 pm

2 stops18h 26m

$430

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 4/23

6:00 am-11:43 pm

2 stops12h 43m

Chicago O'Hare Intl

Tue 4/28

8:50 am-6:26 am

2 stops26h 36m

$436

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/29

1:16 pm-1:13 pm

1 stop18h 57m

Chicago O'Hare Intl

Mon 5/4

7:50 am-9:36 am

2 stops30h 46m

$437

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/29

1:16 pm-1:13 pm

1 stop18h 57m

Chicago O'Hare Intl

Mon 5/4

7:21 pm-1:44 pm

2 stops23h 23m

$441

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/29

8:50 pm-4:39 pm

1 stop14h 49m

Chicago O'Hare Intl

Mon 5/4

7:15 am-7:03 pm

1 stop16h 48m

$448

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/29

6:00 am-5:50 am

2 stops18h 50m

Chicago O'Hare Intl

Mon 5/4

7:50 am-9:36 am

2 stops30h 46m

$453

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/29

8:50 pm-1:23 pm

1 stop11h 33m

Chicago O'Hare Intl

Mon 5/4

7:15 am-7:03 pm

1 stop16h 48m

$462

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/29

1:16 pm-11:43 pm

1 stop29h 27m

Chicago O'Hare Intl

Mon 5/4

8:58 pm-1:44 pm

3 stops45h 46m

$464

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 4/29

1:16 pm-1:13 pm

1 stop18h 57m

Chicago O'Hare Intl

Mon 5/4

8:58 pm-3:21 pm

3 stops47h 23m

$468

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Kailua-Kona 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 month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Kailua-Kona averaging around $501.

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

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

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

There are 2 cabin classes available to choose from on Kona Intl 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.

How have Kailua-Kona to Chicago O'Hare Intl Airport flight prices changed over time?

As of February 2026, prices for Kailua-Kona to Chicago O'Hare Intl Airport flights are approximately 57% more expensive when compared to flights at the same time last year.

When to book flights from Kailua-Kona to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Kailua-Kona 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 Kailua-Kona to Chicago O'Hare Intl Airport (KOA to ORD) flight deals and tips

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

Best Price Found

$360

Fastest flight time

7h 58m

Direct flights

Sun
The best one-way flight to Chicago O'Hare Intl Airport from Kailua-Kona in the past 72 hours is $360. The best round-trip flight deal from Kailua-Kona to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $778.
The fastest flight from Kailua-Kona to Chicago O'Hare Intl Airport takes 7h 58m
Direct flights go from Kailua-Kona to Chicago O'Hare Intl Airport on Sunday. There are no airlines offering direct flights.
Search flight deals

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

    The distance between Kona Intl and Chicago O'Hare Intl is about 4205.9 mi. Typically, this will take 7h 58m by plane in normal conditions.

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

    Prices for flights from Kona Intl Airport to Chicago O'Hare Intl Airport are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Kona Intl Airport to Chicago O'Hare Intl Airport.

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

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Kailua-Kona to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Kailua-Kona to Chicago O'Hare Intl Airport?

Best airlines flying from Kailua-Kona to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Kailua-Kona to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $447Free CancellationRating
7.2
11,357 reviews
Search American Airlines flights
United AirlinesPriceFrom $447Free CancellationRating
7.4
9,349 reviews
Search United Airlines flights

  • United Airlines Flights From Kailua-Kona to Chicago O'Hare Intl Airport

    The lowest priced United Airlines flight from Kailua-Kona to Chicago O'Hare Intl Airport from the last 72 hours was $447. Generally, United Airlines has 2 flights on this route every week with an average price of $792. United Airlines is rated 7.4/10 by our users.

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Kailua-Kona to Chicago?

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

Can I find flights from Kailua-Kona to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Kailua-Kona which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Kailua-Kona to Chicago?

Once you have performed a search for Kailua-Kona to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from Kailua-Kona are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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