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Cheap flights from Kailua-Kona to Chicago from $247

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 8/28. 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.
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
7:20 am - 7:32 pm
ORD
-
KOA
17h 12m
2 stops
$505Multiple Airlines
Thu, Sep 17 - Mon, Sep 21
United Airlines Logo
2:03 pm - 5:59 am
KOA
-
ORD
10h 56m
1 stop
United Airlines Logo
5:55 am - 11:46 am
ORD
-
KOA
10h 51m
1 stop
$514United Airlines
Tue, Aug 25 - Mon, Aug 31
Multiple Airlines Logo
10:35 am - 1:22 pm
KOA
-
ORD
21h 47m
1 stop
Multiple Airlines Logo
7:20 am - 6:17 pm
ORD
-
KOA
15h 57m
2 stops
$519Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
United Airlines Logo
8:00 pm - 11:28 am
KOA
-
ORD
10h 28m
1 stop
United Airlines Logo
5:00 am - 12:48 pm
ORD
-
KOA
12h 48m
2 stops
$520United Airlines
Tue, Aug 25 - Mon, Aug 31
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
7:20 am - 6:17 pm
ORD
-
KOA
15h 57m
2 stops
$525Multiple Airlines
Thu, Sep 17 - Mon, Sep 21
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
8:00 am - 7:32 pm
ORD
-
KOA
16h 32m
2 stops
$535Multiple Airlines
Thu, Sep 17 - Mon, Sep 21
Alaska Airlines Logo
3:46 pm - 6:53 pm
KOA
-
ORD
22h 07m
2 stops
Alaska Airlines Logo
7:20 am - 2:46 pm
ORD
-
KOA
12h 26m
1 stop
$551Alaska Airlines
Tue, Oct 13 - Mon, Oct 19
Multiple Airlines Logo
3:46 pm - 6:53 pm
KOA
-
ORD
22h 07m
2 stops
Multiple Airlines Logo
7:49 pm - 1:20 pm
ORD
-
KOA
22h 31m
2 stops
$556Multiple Airlines
Tue, Oct 13 - Mon, Oct 19
Multiple Airlines Logo
12:38 pm - 6:20 am
KOA
-
ORD
12h 42m
1 stop
Multiple Airlines Logo
7:20 am - 6:17 pm
ORD
-
KOA
15h 57m
2 stops
$575Multiple Airlines
Thu, Sep 17 - Mon, Sep 21
United Airlines Logo
1:05 pm - 4:45 am
KOA
-
ORD
10h 40m
1 stop
United Airlines Logo
6:00 am - 11:46 am
ORD
-
KOA
10h 46m
1 stop
$577United Airlines
Tue, Oct 13 - Mon, Oct 19

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

Our best United Airlines deals on Kailua-Kona to Chicago O'Hare Intl Airport flight tickets
United Airlines
Aug 25
KOA2:03 pmKona Intl
10h 56m
1 stop
ORD5:59 amChicago O'Hare Intl
Aug 31
ORD5:55 amChicago O'Hare Intl
10h 51m
1 stop
KOA11:46 amKona Intl
$514
United Airlines
Aug 25
KOA8:00 pmKona Intl
10h 28m
1 stop
ORD11:28 amChicago O'Hare Intl
Aug 31
ORD5:00 amChicago O'Hare Intl
12h 48m
2 stops
KOA12:48 pmKona Intl
$520
United Airlines
Sep 17
KOA1:08 pmKona Intl
12h 32m
1 stop
ORD6:40 amChicago O'Hare Intl
Sep 21
ORD5:55 amChicago O'Hare Intl
10h 51m
1 stop
KOA11:46 amKona Intl
$644

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

Our best Delta deals on Kailua-Kona to Chicago O'Hare Intl Airport flight tickets
Delta
Oct 5
KOA9:55 pmKona Intl
14h 26m
1 stop
ORD5:21 pmChicago O'Hare Intl
Oct 8
ORD7:00 amChicago O'Hare Intl
15h 54m
1 stop
KOA5:54 pmKona Intl
$620
Delta
Oct 5
KOA9:55 pmKona Intl
18h 39m
2 stops
ORD9:34 pmChicago O'Hare Intl
Oct 8
ORD7:00 amChicago O'Hare Intl
15h 54m
1 stop
KOA5:54 pmKona Intl
$658
Delta
Jun 25
KOA8:50 pmKona Intl
11h 40m
1 stop
ORD1:30 pmChicago O'Hare Intl
Jul 7
ORD7:37 amChicago O'Hare Intl
16h 40m
1 stop
KOA7:17 pmKona Intl
$662

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 May 30, 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

Cheapest round-trip

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 9/17

6:00 am-11:59 pm

2 stops12h 59m

Chicago O'Hare Intl

Mon 9/21

7:20 am-7:32 pm

2 stops17h 12m

$505

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 8/25

2:03 pm-5:59 am

1 stop10h 56m

Chicago O'Hare Intl

Mon 8/31

5:55 am-11:46 am

1 stop10h 51m

$514

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 9/1

10:35 am-1:22 pm

1 stop21h 47m

Chicago O'Hare Intl

Tue 9/8

7:20 am-6:17 pm

2 stops15h 57m

$519

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 8/25

8:00 pm-11:28 am

1 stop10h 28m

Chicago O'Hare Intl

Mon 8/31

5:00 am-12:48 pm

2 stops12h 48m

$520

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 9/17

6:00 am-11:59 pm

2 stops12h 59m

Chicago O'Hare Intl

Mon 9/21

7:20 am-6:17 pm

2 stops15h 57m

$525

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 9/17

6:00 am-11:59 pm

2 stops12h 59m

Chicago O'Hare Intl

Mon 9/21

8:00 am-7:32 pm

2 stops16h 32m

$535

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 10/13

3:46 pm-6:53 pm

2 stops22h 07m

Chicago O'Hare Intl

Mon 10/19

7:20 am-2:46 pm

1 stop12h 26m

$551

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 10/13

3:46 pm-6:53 pm

2 stops22h 07m

Chicago O'Hare Intl

Mon 10/19

7:49 pm-1:20 pm

2 stops22h 31m

$556

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 9/17

12:38 pm-6:20 am

1 stop12h 42m

Chicago O'Hare Intl

Mon 9/21

7:20 am-6:17 pm

2 stops15h 57m

$575
Quickest round-trip

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 10/13

1:05 pm-4:45 am

1 stop10h 40m

Chicago O'Hare Intl

Mon 10/19

6:00 am-11:46 am

1 stop10h 46m

$577

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 typical price of a round-trip flight between Kailua-Kona and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Kailua-Kona averaging around $567.

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 Kailua-Kona to Chicago O'Hare Intl Airport flights?

There is only 1 cabin class available to choose from on Kailua-Kona to Chicago O'Hare Intl Airport 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 May 2026, prices for Kailua-Kona to Chicago O'Hare Intl Airport flights are approximately 13% cheaper 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

$778

Fastest flight time

10h 23m

Direct flights

None
The best 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 10h 23m
There are no direct flights from Kailua-Kona to Chicago O'Hare Intl Airport. Popular non-direct route for this connection is Kona Intl Airport - Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Kailua-Kona to Chicago O'Hare Intl Airport

  • 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 10h 23m 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
7.1
11,640 reviews
Search American Airlines flights
United AirlinesPriceFrom $447Free CancellationRating
7.4
9,766 reviews
Search United Airlines flights

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
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Tinley Park
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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