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Cheap flights from Kailua-Kona to Chicago from $257

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 8/10. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kailua-Kona to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
10:35 am - 1:22 pm
KOA
-
ORD
21h 47m
1 stop
Alaska Airlines Logo
8:17 pm - 2:48 pm
ORD
-
KOA
23h 31m
1 stop
$533Alaska Airlines
Thu, Aug 27 - Sun, Aug 30
Multiple Airlines Logo
8:45 pm - 7:21 pm
KOA
-
ORD
17h 36m
2 stops
Multiple Airlines Logo
8:17 pm - 2:48 pm
ORD
-
KOA
23h 31m
1 stop
$539Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
7:20 am - 2:48 pm
ORD
-
KOA
12h 28m
1 stop
$540Multiple Airlines
Thu, Sep 10 - Mon, Sep 14
Delta Logo
8:42 pm - 6:19 pm
KOA
-
ORD
16h 37m
2 stops
Delta Logo
6:00 am - 5:35 pm
ORD
-
KOA
16h 35m
2 stops
$545Delta
Thu, Aug 27 - Sun, Aug 30
Delta Logo
10:05 pm - 8:30 pm
KOA
-
ORD
17h 25m
2 stops
Delta Logo
7:00 am - 5:35 pm
ORD
-
KOA
15h 35m
1 stop
$546Delta
Wed, Aug 5 - Tue, Aug 11
Delta Logo
10:05 pm - 8:30 pm
KOA
-
ORD
17h 25m
2 stops
Delta Logo
7:48 am - 5:35 pm
ORD
-
KOA
14h 47m
2 stops
$551Delta
Wed, Aug 5 - Tue, Aug 11
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
$555Multiple Airlines
Thu, Sep 10 - Mon, Sep 14
Delta Logo
9:03 pm - 11:29 pm
KOA
-
ORD
21h 26m
2 stops
Delta Logo
6:30 pm - 7:29 pm
ORD
-
KOA
29h 59m
1 stop
$557Delta
Tue, Oct 6 - Wed, Oct 14
Delta Logo
9:03 pm - 11:29 pm
KOA
-
ORD
21h 26m
2 stops
Delta Logo
7:26 am - 7:29 pm
ORD
-
KOA
17h 03m
1 stop
$560Delta
Tue, Oct 6 - Thu, Oct 15
Delta Logo
9:03 pm - 11:29 pm
KOA
-
ORD
21h 26m
2 stops
Delta Logo
5:59 pm - 7:29 pm
ORD
-
KOA
30h 30m
2 stops
$562Delta
Tue, Oct 6 - Tue, Oct 13

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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
Aug 27
KOA10:35 amKona Intl
21h 47m
1 stop
ORD1:22 pmChicago O'Hare Intl
Aug 30
ORD8:17 pmChicago O'Hare Intl
23h 31m
1 stop
KOA2:48 pmKona Intl
$533
Alaska Airlines
Sep 10
KOA12:38 pmKona Intl
12h 42m
1 stop
ORD6:20 amChicago O'Hare Intl
Sep 14
ORD7:20 amChicago O'Hare Intl
12h 28m
1 stop
KOA2:48 pmKona Intl
$604
Alaska Airlines
Oct 21
KOA11:59 amKona Intl
13h 21m
1 stop
ORD6:20 amChicago O'Hare Intl
Oct 23
ORD7:20 amChicago O'Hare Intl
12h 26m
1 stop
KOA2:46 pmKona Intl
$684

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
Aug 27
KOA8:42 pmKona Intl
16h 37m
2 stops
ORD6:19 pmChicago O'Hare Intl
Aug 30
ORD6:00 amChicago O'Hare Intl
16h 35m
2 stops
KOA5:35 pmKona Intl
$545
Delta
Aug 5
KOA10:05 pmKona Intl
17h 25m
2 stops
ORD8:30 pmChicago O'Hare Intl
Aug 11
ORD7:00 amChicago O'Hare Intl
15h 35m
1 stop
KOA5:35 pmKona Intl
$546
Delta
Aug 5
KOA10:05 pmKona Intl
17h 25m
2 stops
ORD8:30 pmChicago O'Hare Intl
Aug 11
ORD7:48 amChicago O'Hare Intl
14h 47m
2 stops
KOA5:35 pmKona Intl
$551

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 July 11, 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 8/27

10:35 am-1:22 pm

1 stop21h 47m

Chicago O'Hare Intl

Sun 8/30

8:17 pm-2:48 pm

1 stop23h 31m

$533

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 8/27

8:45 pm-7:21 pm

2 stops17h 36m

Chicago O'Hare Intl

Sun 8/30

8:17 pm-2:48 pm

1 stop23h 31m

$539
Quickest round-trip

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 9/10

6:00 am-11:59 pm

2 stops12h 59m

Chicago O'Hare Intl

Mon 9/14

7:20 am-2:48 pm

1 stop12h 28m

$540

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 8/27

8:42 pm-6:19 pm

2 stops16h 37m

Chicago O'Hare Intl

Sun 8/30

6:00 am-5:35 pm

2 stops16h 35m

$545

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 8/5

10:05 pm-8:30 pm

2 stops17h 25m

Chicago O'Hare Intl

Tue 8/11

7:00 am-5:35 pm

1 stop15h 35m

$546

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 8/5

10:05 pm-8:30 pm

2 stops17h 25m

Chicago O'Hare Intl

Tue 8/11

7:48 am-5:35 pm

2 stops14h 47m

$551

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 9/10

6:00 am-11:59 pm

2 stops12h 59m

Chicago O'Hare Intl

Mon 9/14

7:20 am-6:17 pm

2 stops15h 57m

$555

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 10/6

9:03 pm-11:29 pm

2 stops21h 26m

Chicago O'Hare Intl

Wed 10/14

6:30 pm-7:29 pm

1 stop29h 59m

$557

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 10/6

9:03 pm-11:29 pm

2 stops21h 26m

Chicago O'Hare Intl

Thu 10/15

7:26 am-7:29 pm

1 stop17h 03m

$560

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Tue 10/6

9:03 pm-11:29 pm

2 stops21h 26m

Chicago O'Hare Intl

Tue 10/13

5:59 pm-7:29 pm

2 stops30h 30m

$562

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 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?

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 33m

Direct flights

Sun
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 33m
Direct flights go from Kailua-Kona to Chicago O'Hare Intl Airport on Sunday. There are no airlines offering direct flights.
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 33m 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 $422Free CancellationRating
7.1
11,806 reviews
Search American Airlines flights
United AirlinesPriceFrom $447Free CancellationRating
7.4
9,976 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
Oak Brook
New Buffalo
Joliet
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
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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