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Kailua-Kona

$181+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — KOA
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find cheap flights from O'Hare Intl to Kailua-Kona with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Kona Intl are usually found in January or November, booked 14 days in advance, depart on a Tuesday or Monday and return on a Monday

Find 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 October 28, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/98:59 pmORD - KOA
1 stop23h 01mAlaska Airlines
Thu 12/182:25 pmKOA - ORD
1 stop25h 37mAlaska Airlines
Deal found 10/27$391
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/93:05 pmORD - KOA
2 stops25h 50mAlaska Airlines
Tue 12/162:20 pmKOA - ORD
1 stop25h 34mAlaska Airlines
Deal found 10/27$397
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 12/108:55 amORD - KOA
1 stop11h 05mAlaska Airlines
Thu 12/182:25 pmKOA - ORD
1 stop25h 37mAlaska Airlines
Deal found 10/27$403
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 12/88:59 pmORD - KOA
1 stop23h 01mAlaska Airlines
Tue 12/166:56 pmKOA - ORD
2 stops15h 13mAlaska Airlines
Deal found 10/27$418
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 12/108:55 amORD - KOA
1 stop11h 05mAlaska Airlines
Tue 12/169:00 pmKOA - ORD
2 stops13h 09mAlaska Airlines
Deal found 10/27$419
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/93:05 pmORD - KOA
1 stop28h 55mAlaska Airlines
Fri 12/192:25 pmKOA - ORD
1 stop25h 37mAlaska Airlines
Deal found 10/27$421
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:18 amORD - KOA
1 stop13h 54mAmerican Airlines
Thu 12/184:24 pmKOA - ORD
1 stop10h 35mAmerican Airlines
Deal found 10/27$423
This Delta deal was found by Cheapflights users on 10/27. 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 12/97:50 amORD - KOA
1 stop14h 30mDelta
Mon 12/159:30 pmKOA - ORD
2 stops15h 27mDelta
Deal found 10/27$428
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 12/78:59 pmORD - KOA
1 stop23h 01mAlaska Airlines
Sun 12/142:20 pmKOA - ORD
1 stop25h 34mAlaska Airlines
Deal found 10/27$433
This Delta deal was found by Cheapflights users on 10/27. 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.
Wed 12/108:50 amORD - KOA
2 stops14h 40mDelta
Tue 12/169:30 pmKOA - ORD
2 stops15h 27mDelta
Deal found 10/27$434
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 12/73:05 pmORD - KOA
1 stop28h 55mAlaska Airlines
Sat 12/139:00 pmKOA - ORD
2 stops18h 54mAlaska Airlines
Deal found 10/27$440

Cheap 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 October 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$383
(Orbitz)

One-way from

$181
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$638

Good one-way deal

$582 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Kona Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Kona Intl flights.
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From Chicago O'Hare Intl to Kona Intl
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One-way flight from Chicago O'Hare Intl to Kona Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a one-way flight from Chicago O'Hare Intl to Kona Intl.
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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 October 28, 2025.
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

O'Hare Intl

Fly to

Kailua-Kona

Route

Depart

Return

Price

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 2/4

9:00 am-3:27 pm

1 stop34h 27m

Kona Intl

Mon 2/9

2:24 pm-11:37 pm

1 stop29h 13m

$383

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 1/11

3:49 pm-4:00 pm

2 stops28h 11m

Kona Intl

Wed 1/21

2:51 pm-11:37 pm

1 stop28h 46m

$408

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 1/11

3:49 pm-4:00 pm

2 stops28h 11m

Kona Intl

Thu 1/22

6:00 am-11:37 pm

2 stops13h 37m

$414

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 2/1

9:00 am-4:04 pm

1 stop35h 04m

Kona Intl

Wed 2/11

6:00 am-11:55 pm

2 stops13h 55m

$418

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 2/10

7:00 am-2:54 pm

1 stop11h 54m

Kona Intl

Tue 2/17

6:30 pm-11:03 am

1 stop12h 33m

$423

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Thu 2/5

6:12 am-6:30 pm

2 stops16h 18m

Kona Intl

Mon 2/9

8:45 pm-1:22 pm

1 stop12h 37m

$428

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 1/14

9:00 am-8:28 pm

2 stops15h 28m

Kona Intl

Wed 1/21

6:38 pm-2:38 pm

2 stops16h 00m

$434

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Thu 1/22

9:00 am-6:26 am

2 stops25h 26m

Kona Intl

Fri 1/30

1:43 pm-2:29 pm

2 stops20h 46m

$435

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Fri 2/6

2:20 pm-6:47 pm

1 stop32h 27m

Kona Intl

Mon 2/9

8:45 pm-1:22 pm

1 stop12h 37m

$443

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Thu 1/15

9:00 am-8:28 pm

2 stops15h 28m

Kona Intl

Tue 1/20

2:51 pm-11:37 pm

1 stop28h 46m

$450

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 17 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars
CheapTicketsDealPrice 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago O'Hare Intl Airport-Kailua-Kona flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Kailua-Kona. Price data was last updated on October 24, 2025.

Booking 14 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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $420). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in July is currently the most expensive (average of $667). 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.

What is the cheapest time of day to fly from ORD to KOA?

Find hourly flight availability from O'Hare Intl to Kailua-Kona. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 53% on flights from Chicago O'Hare Intl Airport to Kailua-Kona by exploring options for tickets in the evening.

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 October 28, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Kailua-Kona, such as Alaska Airlines, Delta, and Hawaiian Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,203 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,994 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,794 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
9,001 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,032 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 6 different airlines.

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

    Airlines like Alaska Airlines and American Airlines fly from Chicago O'Hare Intl Airport to Kailua-Kona in about 11h 54m. The time it takes to get you to your destination can typically vary by up to 22h 33m. The distance from Chicago O'Hare Intl Airport to Kailua-Kona is about 4205 mi. This flight may include one or multiple stops.

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

    Currently priced at $371, 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 Hawaiian Airlines and Alaska Airlines - these airlines can fly you to your destination from $429 and $441, respectively. Delta is 48% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Kailua-Kona?

    The cheapest flight price from Chicago O'Hare Intl Airport to Kailua-Kona is $582. On average you can expect to pay $582. The most popular route, (Chicago O'Hare Intl - Kona Intl), can usually be booked for $404.

  • 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, Hollywood Walk of Fame, and L.A. Live. Those on a layover in Los Angeles interested in visiting Hollywood Bowl, Hollywood Walk of Fame, or L.A. Live can do so by traveling 12.5 mi, 11.7 mi, and 10.8 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 $43.

  • 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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $420). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in July is currently the most expensive (average of $667). 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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Top 6 airlines flying from O'Hare Intl to Kailua-Kona

Discover the top 6 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$371Average$668FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$429Average$651FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$441Average$663FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$447Average$738FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$467Average$736FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$593Average$717FlexibilityNo cancel feeOn-time63%

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