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Kailua-Kona

$198+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — KOA
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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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 79 days in advance, depart on a Tuesday or Monday and return on a Monday

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 August 18, 2025.

Round-trip from

$412
(Alaska Airlines)

One-way from

$198
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$642
From Chicago O'Hare Intl to Kona Intl
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One-way flight from Chicago O'Hare Intl to Kona Intl
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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 18, 2025.

This Alaska Airlines deal was found by Cheapflights users on 8/15. 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.
Wed 12/37:55 pmORD - KOA
2 stops24h 31mAlaska Airlines
Wed 12/1012:50 pmKOA - ORD
1 stop12h 14mAlaska Airlines
Deal found 8/15$412
This Alaska Airlines deal was found by Cheapflights users on 8/18. 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 10/287:59 pmORD - KOA
1 stop22h 44mAlaska Airlines
Tue 11/412:09 pmKOA - ORD
1 stop26h 50mAlaska Airlines
Deal found 8/18$445
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/218:20 amORD - KOA
1 stop33h 09mAlaska Airlines
Wed 11/58:45 amKOA - ORD
1 stop11h 39mAlaska Airlines
Deal found 8/16$446
This Alaska Airlines deal was found by Cheapflights users on 8/18. 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 9/176:20 amORD - KOA
1 stop15h 24mAlaska Airlines
Wed 9/248:00 amKOA - ORD
1 stop11h 03mAlaska Airlines
Deal found 8/18$447
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/213:50 pmORD - KOA
1 stop25h 39mAlaska Airlines
Mon 11/39:00 pmKOA - ORD
2 stops12h 54mAlaska Airlines
Deal found 8/16$451
This Delta deal was found by Cheapflights users on 8/18. 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 9/176:15 amORD - KOA
2 stops16h 20mDelta
Wed 9/249:30 pmKOA - ORD
1 stop10h 50mDelta
Deal found 8/18$452
This Delta deal was found by Cheapflights users on 8/18. 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 10/86:08 amORD - KOA
2 stops18h 15mDelta
Wed 10/229:30 pmKOA - ORD
1 stop11h 00mDelta
Deal found 8/18$454
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:37 amORD - KOA
1 stop14h 53mDelta
Sun 11/29:30 pmKOA - ORD
1 stop12h 04mDelta
Deal found 8/16$456
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/218:00 amORD - KOA
2 stops17h 27mAlaska Airlines
Wed 10/297:13 pmKOA - ORD
2 stops13h 41mAlaska Airlines
Deal found 8/16$458
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/218:20 amORD - KOA
1 stop33h 09mAlaska Airlines
Sun 11/27:47 pmKOA - ORD
2 stops14h 07mAlaska Airlines
Deal found 8/16$460
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/238:00 amORD - KOA
1 stop12h 57mAlaska Airlines
Fri 10/319:00 pmKOA - ORD
2 stops11h 54mAlaska Airlines
Deal found 8/16$461

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 August 18, 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

Tue 10/21

3:50 pm-12:29 pm

1 stop25h 39m

Kona Intl

Mon 11/3

12:09 pm-1:54 pm

1 stop21h 45m

$445

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 10/28

2:54 pm-1:43 pm

1 stop27h 49m

Kona Intl

Tue 11/4

12:09 pm-11:59 pm

1 stop31h 50m

$445

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 10/22

3:50 pm-12:29 pm

1 stop25h 39m

Kona Intl

Tue 11/4

12:09 pm-1:54 pm

1 stop21h 45m

$445

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 10/21

3:50 pm-12:29 pm

1 stop25h 39m

Kona Intl

Tue 11/4

12:09 pm-1:54 pm

1 stop21h 45m

$445

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 10/22

8:20 am-12:29 pm

1 stop33h 09m

Kona Intl

Mon 11/3

12:09 pm-1:54 pm

1 stop21h 45m

$445

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Thu 10/23

8:00 am-3:57 pm

1 stop12h 57m

Kona Intl

Tue 11/4

12:09 pm-1:54 pm

1 stop21h 45m

$446

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 10/21

8:20 am-12:29 pm

1 stop33h 09m

Kona Intl

Wed 11/5

8:45 am-12:24 am

1 stop11h 39m

$446

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 10/21

3:50 pm-12:29 pm

1 stop25h 39m

Kona Intl

Thu 10/30

8:00 am-12:24 am

1 stop11h 24m

$446

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 10/21

3:50 pm-12:29 pm

1 stop25h 39m

Kona Intl

Wed 10/29

8:00 am-12:24 am

1 stop11h 24m

$446

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Wed 9/10

9:00 am-2:10 pm

3 stops34h 10m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 16 results
1
2

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 August 8, 2025.

Booking 79 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, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $409). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in June is currently the most expensive (average of $624). 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 August 18, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 48% on flights from Chicago O'Hare Intl Airport to Kailua-Kona by exploring options for tickets in the evening.

What’s the top layover airport for flights from Chicago O'Hare Intl Airport to Kailua-Kona?

Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to Kailua-Kona chosen by Cheapflights users in the past 12 months, using the same layover each way.

Seattle (SEA) – chosen by Cheapflights users on 94% of 1-stop itineraries from Chicago O'Hare Intl Airport to Kailua-Kona on Cheapflights.

What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to Kailua-Kona?

Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to Kailua-Kona, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Las Vegas (LAS) is the most affordable 1-stop option, with an average round-trip price of $442.

What’s the fastest layover option from Chicago O'Hare Intl Airport to Kailua-Kona?

Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Kailua-Kona, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Las Vegas (LAS) have the shortest average one-way travel time for 1-stop routes: 10h 55m.

Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to Kailua-Kona?

Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to Kailua-Kona, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Las Vegas (LAS) offer the fastest connection on this route, with an average layover time of 2h 10m.

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 August 18, 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
10,000 reviews

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Hawaiian Airlines
7.8
Good
2,665 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
United Airlines
7.4
Good
8,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.

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 fly from Chicago O'Hare Intl Airport to Kailua-Kona in about 25h 39m. 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 $413, American Airlines will fly you from Chicago O'Hare Intl Airport to Kailua-Kona and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Alaska Airlines - these airlines can fly you to your destination from $421 and $429, respectively. American Airlines is 41% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 The Wiltern. Those on a layover in Los Angeles interested in visiting Hollywood Bowl, Hollywood Walk of Fame, or The Wiltern can do so by traveling 12.5 mi, 11.7 mi, and 10.0 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 $53.

  • 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, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $409). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in June is currently the most expensive (average of $624). 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$413Average$708FlexibilityNo cancel feeOn-time71%
DeltaCheapest$421Average$619FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$429Average$660FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$490Average$777FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$535Average$728FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$593Average$717FlexibilityNo cancel feeOn-time63%

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