HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$259+ Cheap flights from Kailua-Kona (KOA) to O'Hare Intl (ORD)

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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
KOA — ORD
Aug 7 — Aug 141
Fri 8/7
Fri 8/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kailua-Kona to O'Hare Intl 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”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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

Cheapest flights from Kailua-Kona to O'Hare Intl
Explore the most affordable flight options available from Kailua-Kona to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 8, 2026.

This Expedia deal was found by Cheapflights users on 7/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:35 am
KOA
-
ORD
1 stop21h 47m
Alaska Airlines
Sun 8/308:17 pm
ORD
-
KOA
1 stop23h 31m
Alaska Airlines
Deal found 7/7$533
This Expedia deal was found by Cheapflights users on 7/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:45 pm
KOA
-
ORD
2 stops17h 36m
Multiple Airlines
Sun 8/308:17 pm
ORD
-
KOA
1 stop23h 31m
Multiple Airlines
Deal found 7/7$539
This Delta deal was found by Cheapflights users on 7/7. 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 8/278:42 pm
KOA
-
ORD
2 stops16h 37m
Delta
Sun 8/306:00 am
ORD
-
KOA
2 stops16h 35m
Delta
Deal found 7/7$545
This Alaska Airlines deal was found by Cheapflights users on 7/6. 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 8/511:58 am
KOA
-
ORD
1 stop12h 02m
Alaska Airlines
Tue 8/118:02 am
ORD
-
KOA
1 stop11h 33m
Alaska Airlines
Deal found 7/6$604
This Expedia deal was found by Cheapflights users on 7/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:00 am
KOA
-
ORD
2 stops17h 20m
Multiple Airlines
Sat 8/292:18 pm
ORD
-
KOA
1 stop29h 30m
Multiple Airlines
Deal found 7/4$609
This Expedia deal was found by Cheapflights users on 7/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:19 am
KOA
-
ORD
2 stops14h 41m
Multiple Airlines
Tue 8/116:00 am
ORD
-
KOA
1 stop13h 35m
Multiple Airlines
Deal found 7/6$610
This American Airlines deal was found by Cheapflights users on 7/4. 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.
Mon 8/249:45 pm
KOA
-
ORD
1 stop13h 20m
American Airlines
Sat 8/2910:35 pm
ORD
-
KOA
1 stop22h 40m
American Airlines
Deal found 7/4$661
This Alaska Airlines deal was found by Cheapflights users on 7/7. 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 10/2111:59 am
KOA
-
ORD
1 stop13h 21m
Alaska Airlines
Fri 10/237:20 am
ORD
-
KOA
1 stop12h 26m
Alaska Airlines
Deal found 7/7$684
This Alaska Airlines deal was found by Cheapflights users on 7/7. 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 10/217:15 pm
KOA
-
ORD
2 stops18h 05m
Multiple Airlines
Fri 10/237:20 am
ORD
-
KOA
1 stop12h 26m
Multiple Airlines
Deal found 7/7$686

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

Discover tips and strategies to find the most affordable flight options for your journey from Kailua-Kona (KOA) to O'Hare Intl (ORD). 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 July 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$533
(Expedia)

One-way from

$259
(lol.travel)

Popular in

January

Cheapest in

September

Average price

$704

Good round-trip deal

$778 or less
Provider with most accurate pricing for Kona Intl-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Kona Intl-Chicago O'Hare Intl flights.
Search Deals
From Kona Intl to Chicago O'Hare Intl
Search Deals
One-way flight from Kona Intl to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 39% potential increase in price ($681 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 24% potential price decrease ($209 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Kona Intl to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kailua-Kona to O'Hare Intl 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 July 8, 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
Quickest round-trip

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 8/5

11:58 am-5:00 am

1 stop12h 02m

Chicago O'Hare Intl

Tue 8/11

8:02 am-2:35 pm

1 stop11h 33m

$604

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Mon 8/24

8:00 am-6:20 am

2 stops17h 20m

Chicago O'Hare Intl

Sat 8/29

2:18 pm-2:48 pm

1 stop29h 30m

$609

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 10/21

11:59 am-6:20 am

1 stop13h 21m

Chicago O'Hare Intl

Fri 10/23

7:20 am-2:46 pm

1 stop12h 26m

$684

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Wed 10/21

7:15 pm-6:20 pm

2 stops18h 05m

Chicago O'Hare Intl

Fri 10/23

7:20 am-2:46 pm

1 stop12h 26m

$686
Cheapest one-way

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 8/6

8:42 pm-5:00 pm

1 stop15h 18m

$337

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Mon 9/7

8:42 pm-1:29 pm

1 stop11h 47m

$337

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Thu 8/6

8:45 pm-5:38 pm

2 stops15h 53m

$343
Quickest one-way

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Sat 11/7

10:05 pm-1:38 pm

1 stop11h 33m

$347

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Sat 9/19

10:35 am-1:22 pm

1 stop21h 47m

$352

Kailua-KonaChicago

KOA - ORD

KOAORD

Kona Intl

Sat 7/25

11:58 am-5:00 am

1 stop12h 02m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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

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 Kailua-Kona to O'Hare Intl in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
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 Kailua-Kona-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Kailua-Kona-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Kailua-Kona-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Kailua-Kona-Chicago O'Hare Intl Airport 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 Kailua-Kona-Chicago O'Hare Intl Airport 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 Kailua-Kona to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Kailua-Kona 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 Kailua-Kona to Chicago O'Hare Intl Airport

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

Currently, September is the cheapest month in which you can book a flight from Kailua-Kona to Chicago O'Hare Intl Airport (average of $458). Flying from Kailua-Kona to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $3,352). 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.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated July 8, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Kailua-Kona to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,948 reviews

Entertainment

7.1

Comfort

7.3

Food

6.7

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
9,948 reviews
United Airlines
7.4
Good
9,948 reviews

Entertainment

7.1

Comfort

7.3

Food

6.7

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.1
Good
11,783 reviews
United Airlines
7.4
Good
9,948 reviews

Entertainment

7.1

Comfort

7.3

Food

6.7

Boarding

7.7

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Kailua-Kona to O'Hare Intl. 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 from for flights from Kailua-Kona to Chicago O'Hare Intl?

    Kona Intl (KOA), located 7.7 mi from the city center, is the airport you fly out of when you book flights from Kailua-Kona to Chicago O'Hare Intl. 2 airlines have flights from Kona Intl to Chicago O'Hare Intl on a regular basis. Booking flights from Kona Intl to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

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

    Airlines like Alaska Airlines fly from Kailua-Kona to Chicago O'Hare Intl Airport in about 12h 02m. The time it takes to get you to your destination can typically vary by up to . The distance between Kailua-Kona and Chicago O'Hare Intl Airport is about 4205 mi.

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

    Currently priced at $422, American Airlines will fly you from Kailua-Kona to Chicago O'Hare Intl Airport and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on United Airlines for as low as $447. American Airlines is 60% cheaper than the average price of flights available within the next 90 days to this destination.

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

    To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $223. American Airlines flights start at $234 while deals on Southwest start at $264 one-way.

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

    Looking for the cheapest flight from Kailua-Kona to Chicago O'Hare Intl Airport? While on average our users pay $1,394, our data indicates the cheapest price to be $334. The most popular route (Kona Intl - Chicago O'Hare Intl), is priced around $610.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kailua-Kona to O'Hare Intl 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 Kailua-Kona to Chicago O'Hare Intl Airport?

    Currently, September is the cheapest month in which you can book a flight from Kailua-Kona to Chicago O'Hare Intl Airport (average of $458). Flying from Kailua-Kona to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $3,352). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Schaumburg
Lake Geneva
Naperville
Oak Brook
Gurnee
Delavan
Oakbrook Terrace
South Holland
Libertyville
Hoffman Estates
Downers Grove
Rockford
Racine
Great Lakes
Joliet
Orland Park
Northbrook
Waukegan

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kailua-Kona to O'Hare Intl

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

Top 2 airlines flying from Kailua-Kona to O'Hare Intl

Discover the top 2 airlines that operate flights from Kailua-Kona to O'Hare Intl. 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 July 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$422Average$834FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$447Average$704FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.