Kailua-Kona

$244+ Cheap flights from O'Hare Intl (ORD) to Kailua-Kona (KOA)

ORD — KOA
Oct 5 — Oct 121
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Cheap flight deals from O'Hare Intl to Kailua-Kona

Cheapest flights from O'Hare Intl to Kailua-Kona

Wed 10/283:49 pm -
1 stop34h 16m
Sun 11/110:55 pm -
1 stop26h 45m
Deal found 9/4$446
Wed 10/286:35 am -
2 stops17h 51m
Sun 11/110:05 pm -
1 stop11h 25m
Deal found 9/4$452
Fri 11/138:04 am -
2 stops15h 21m
Mon 11/1610:40 pm -
2 stops14h 01m
Deal found 9/4$457
Sun 11/17:57 pm -
1 stop23h 55m
Sun 11/810:55 pm -
1 stop21h 04m
Deal found 9/4$470
Wed 12/22:54 pm -
2 stops24h 16m
Mon 12/77:04 am -
1 stop19h 56m
Deal found 9/5$475
Sun 10/256:35 am -
1 stop16h 03m
Thu 11/128:55 pm -
1 stop11h 08m
Deal found 9/4$480
Sun 10/257:49 pm -
1 stop23h 59m
Thu 11/126:31 pm -
2 stops20h 28m
Deal found 9/1$499
Sun 12/66:20 am -
2 stops16h 15m
Wed 12/910:40 pm -
1 stop10h 50m
Deal found 9/1$500

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$446
(Alaska Airlines)

One-way from

$247
(Delta)

Popular in

December

Cheapest in

February

Average price

$683
Provider with most accurate pricing for Chicago O'Hare Intl-Kona Intl flight deals.
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Kona Intl flights.
From Chicago O'Hare Intl to Kona Intl
One-way flight from Chicago O'Hare Intl to Kona Intl
Highest demand for flights based on searches. 1% potential increase in price ($10 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in September 2026

Cheapflights Fare Finder

 
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 Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Mon 1/11

8:00 am-10:29 pm

1 stop18h 29m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$244

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Sun 11/15

6:40 am-7:25 pm

1 stop16h 45m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$247

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Sat 10/24

2:21 pm-2:48 pm

1 stop29h 27m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$252

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Mon 2/22

7:00 am-6:54 pm

1 stop15h 54m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$253
Quickest round-trip

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Mon 3/1

7:30 am-3:00 pm

1 stop11h 30m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$257

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Tue 9/22

7:00 am-5:31 pm

1 stop15h 31m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$297

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Sat 10/24

6:35 am-5:38 pm

1 stop16h 03m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$337

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Tue 12/15

6:40 am-7:56 pm

1 stop17h 16m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$337

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Fri 10/9

6:35 am-5:38 pm

1 stop16h 03m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$337

ChicagoKailua-Kona

ORD Chicago O'Hare Intl - KOA Kona Intl

ORDKOA

Chicago O'Hare Intl

Sat 10/24

7:00 am-7:42 pm

2 stops17h 42m

Kona Intl

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/4

Showing 1-10 of 21 resultsSorted by cheapest first
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Compare providers for flights from O'Hare Intl to Kailua-Kona

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 September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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

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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $538). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in December is currently the most expensive (average of $969). 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?

Airfare is below average for this route at the moment.

Chicago O'Hare Intl Airport to Kailua-Kona flights typically cost between $509 and $759 in January.
The cheapest round-trip price found within the last 5 days was $446 on Alaska Airlines (Jan 27-Feb 3).

Reviews of airlines servicing Kailua-Kona

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

Entertainment

7.0

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Related info for your journey

  • 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 4 different airlines.

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

    Airlines like Delta and Alaska Airlines fly from Chicago O'Hare Intl Airport to Kailua-Kona in about 16h 03m. The time it takes to get you to your destination can typically vary by up to 2h 11m. 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 $403, 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 American Airlines - these airlines can fly you to your destination from $403 and $445, respectively. Delta is 44% 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 $212. 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.

  • 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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kailua-Kona (average of $538). Flying from Chicago O'Hare Intl Airport to Kailua-Kona in December is currently the most expensive (average of $969). 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

Top 4 airlines flying from O'Hare Intl to Kailua-Kona

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$403Average$683FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$403Average$657FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$445Average$677FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$447Average$899FlexibilityNo cancel feeOn-time69%

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