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Kailua-Kona

$329+ Cheap flights from O'Hare Intl (ORD) to Kailua-Kona (KOA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — KOA
Jun 16 — Jun 231
Tue 6/16
Tue 6/23
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Kailua-Kona

Cheapest flights from O'Hare Intl to Kailua-Kona
Explore the most affordable flight options available from O'Hare Intl to Kailua-Kona. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:01 am
ORD
-
KOA
1 stop13h 50m
Multiple Airlines
Fri 9/256:00 am
KOA
-
ORD
2 stops12h 57m
Multiple Airlines
Deal found 5/15$491
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:01 am
ORD
-
KOA
1 stop13h 50m
Multiple Airlines
Thu 9/176:00 am
KOA
-
ORD
2 stops12h 57m
Multiple Airlines
Deal found 5/15$492
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:01 am
ORD
-
KOA
1 stop13h 50m
Multiple Airlines
Tue 9/226:00 am
KOA
-
ORD
2 stops12h 57m
Multiple Airlines
Deal found 5/16$493
This Alaska Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:18 pm
ORD
-
KOA
1 stop29h 33m
Alaska Airlines
Thu 8/2710:35 am
KOA
-
ORD
1 stop21h 47m
Alaska Airlines
Deal found 5/12$494
This Alaska Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:59 pm
ORD
-
KOA
1 stop23h 52m
Multiple Airlines
Fri 9/256:00 am
KOA
-
ORD
2 stops12h 57m
Multiple Airlines
Deal found 5/13$499
This Alaska Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
ORD
-
KOA
2 stops13h 47m
Multiple Airlines
Thu 8/2710:35 am
KOA
-
ORD
1 stop21h 47m
Multiple Airlines
Deal found 5/13$500
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:28 am
ORD
-
KOA
2 stops15h 49m
Delta
Thu 8/279:06 pm
KOA
-
ORD
2 stops16h 13m
Delta
Deal found 5/13$505
This Alaska Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:01 am
ORD
-
KOA
1 stop13h 50m
Multiple Airlines
Wed 9/309:17 am
KOA
-
ORD
2 stops16h 05m
Multiple Airlines
Deal found 5/15$510
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
ORD
-
KOA
2 stops13h 39m
Multiple Airlines
Tue 9/2910:25 pm
KOA
-
ORD
1 stop11h 29m
Multiple Airlines
Deal found 5/15$511
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
ORD
-
KOA
2 stops13h 39m
Multiple Airlines
Wed 9/3012:35 pm
KOA
-
ORD
1 stop12h 47m
Multiple Airlines
Deal found 5/15$513

Find flight deals from O'Hare Intl to Kailua-Kona

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Kailua-Kona (KOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$491
(Kiwi.com)

One-way from

$329
(Alaska Airlines)

Popular in

December

Cheapest in

November

Average price

$735
Provider with most accurate pricing for Chicago O'Hare Intl-Kona Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Kona Intl flights.
Search Deals
From Chicago O'Hare Intl to Kona Intl
Search Deals
One-way flight from Chicago O'Hare Intl to Kona Intl
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Kailua-Kona 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, Cheapflights users made 2,558,603 searches. Data last updated May 17, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Kailua-Kona that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 6/3

7:49 pm-2:01 pm

2 stops23h 12m

Kona Intl

Tue 6/9

9:20 am-5:00 am

2 stops14h 40m

$601

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 5/31

7:12 am-5:37 pm

1 stop15h 25m

Kona Intl

Mon 6/8

8:50 pm-1:30 pm

1 stop11h 40m

$637

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Mon 7/13

6:55 am-5:35 pm

1 stop15h 40m

Kona Intl

Mon 7/20

9:16 pm-4:43 pm

1 stop14h 27m

$684
Quickest round-trip

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sat 5/30

6:00 am-2:44 pm

1 stop13h 44m

Kona Intl

Sat 6/6

8:00 am-11:59 pm

1 stop10h 59m

$690

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sat 5/30

5:52 pm-2:44 pm

1 stop25h 52m

Kona Intl

Sat 6/6

10:36 am-6:20 am

2 stops14h 44m

$693

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Mon 7/6

6:55 am-5:35 pm

1 stop15h 40m

Kona Intl

Mon 7/13

9:55 pm-6:29 pm

2 stops15h 34m

$700

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 5/31

7:40 am-9:47 pm

2 stops19h 07m

Kona Intl

Mon 6/8

9:20 am-6:20 am

2 stops16h 00m

$713

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 5/24

6:24 am-7:20 pm

2 stops17h 56m

Kona Intl

Sun 5/31

8:50 pm-4:47 pm

1 stop14h 57m

$724
Cheapest one-way

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sat 6/6

7:40 am-6:46 pm

2 stops16h 06m

$329
Quickest one-way

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Thu 5/28

6:00 am-2:41 pm

2 stops13h 41m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/13

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Compare providers for flights from O'Hare Intl to Kailua-Kona

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Kailua-Kona in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Kailua-Kona flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Kailua-Kona flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Kailua-Kona flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Kailua-Kona flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Kailua-Kona flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Kailua-Kona

Have a flexible travel schedule? Discover the best time to fly to Kailua-Kona from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Kailua-Kona

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Kailua-Kona?

Booking 20 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Kailua-Kona. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Kailua-Kona?

Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $549). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in December is currently the most expensive (average of $1,076). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Kailua-Kona?

Reviews of airlines servicing Kailua-Kona

Get insights into the airlines that provide service to Kailua-Kona. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kailua-Kona. Reviews last updated May 17, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Kailua-Kona, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,291 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Alaska Airlines
7.9
Good
12,377 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,451 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,730 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,654 reviews
Southwest
8.0
Very good
4,291 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Kailua-Kona. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kailua-Kona from Chicago O'Hare Intl?

    Located just 7.7 mi from the city center, Kona Intl is the airport most travelers will use when flying to Kailua-Kona from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to Kona Intl (KOA) should be relatively easy as there are 0 daily inbound flights from Chicago O'Hare Intl from 5 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to Kailua-Kona?

    Airlines like Delta fly from Chicago O'Hare Intl Airport to Kailua-Kona in about 15h 25m. The time it takes to get you to your destination can typically vary by up to . The distance from Chicago O'Hare Intl Airport to Kailua-Kona is about 4205 mi.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Kailua-Kona round-trip?

    Currently priced at $343, Delta will fly you from Chicago O'Hare Intl Airport to Kailua-Kona and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Alaska Airlines and Southwest - these airlines can fly you to your destination from $418 and $442, respectively. Delta is 52% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Kailua-Kona one-way?

    The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $195. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Chicago O'Hare Intl Airport to Kailua-Kona for a low price.

  • Where are the most common layover locations when flying from Chicago O'Hare Intl Airport to Kailua-Kona?

    Flights departing from Chicago O'Hare Intl Airport and landing in Kailua-Kona layover in Los Angeles most frequently.

  • What are some popular things to do or see while on a layover in Los Angeles?

    The majority of Los Angeles visitors spend their time at Hollywood Bowl, Little Tokyo, and Hollywood Walk of Fame. Those on a layover in Los Angeles interested in visiting Hollywood Bowl, Little Tokyo, or Hollywood Walk of Fame can do so by traveling 12.4 mi, 12.2 mi, and 11.7 mi, respectively from Los Angeles. Those on a layover in Los Angeles in need of a rental car can book one at Los Angeles for about $41.

  • Where are the least popular layover locations for Chicago O'Hare Intl Airport to Kailua-Kona flights?

    Flights departing from Chicago O'Hare Intl Airport and landing in Kailua-Kona layover in Seattle least frequently.

  • Can I find deals for flights from O'Hare Intl to Kailua-Kona that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Kailua-Kona flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Kailua-Kona?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Kailua-Kona.

  • Can I find deals for business class flights from O'Hare Intl to Kailua-Kona?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Kailua-Kona by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Kailua-Kona?

    Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $549). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in December is currently the most expensive (average of $1,076). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for O'Hare Intl to Kailua-Kona

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Honolulu flights
O'Hare Intl to Kahului flights
Midway to Honolulu flights
O'Hare Intl to Lihue flights
Midway to Lihue flights

Top 5 airlines flying from O'Hare Intl to Kailua-Kona

Discover the top 5 airlines that operate flights from O'Hare Intl to Kailua-Kona. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$343Average$594FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$418Average$668FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$442Average$866FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$447Average$685FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$447Average$933FlexibilityNo cancel feeOn-time69%

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