ORD - KOA

$257 Find Cheap Flights from Chicago O'Hare Airport to Kailua-Kona - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Kailua-Kona departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kailua-Kona

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kailua-Kona, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kailua-Kona, as well as popular online travel agencies
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$440
Typical prices: $720-$467
Delta
Tue 11/3Tue 11/10
ORD - KOA • 1 stop
Cheapest one-way
$257
Typical prices: $372-$425
American Airlines
Sun 8/16
ORD - KOA • 1 stop
Top airlines
Cheapest • from $440 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between O'Hare Intl and Kailua-Kona. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $413 (round-trip)
Shortest trip • 11h 27m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 30% compared to booking last minute.
Insights
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Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
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+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Kailua-Kona!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Kailua-Kona (ORD-KOA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Kailua-Kona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Kailua-Kona

Tue, Nov 3 - Tue, Nov 10
Delta Logo
2:55 pm - 7:39 pm
ORD
-
KOA
32h 44m
1 stop
Delta Logo
9:40 pm - 11:30 pm
KOA
-
ORD
21h 50m
1 stop
$440Delta
Tue, Nov 3 - Tue, Nov 10
Delta Logo
2:55 pm - 7:39 pm
ORD
-
KOA
32h 44m
1 stop
Delta Logo
9:40 pm - 9:34 pm
KOA
-
ORD
19h 54m
2 stops
$446Delta
Wed, Sep 9 - Sun, Sep 20
Delta Logo
6:30 pm - 6:34 pm
ORD
-
KOA
29h 04m
1 stop
Delta Logo
9:55 pm - 5:33 pm
KOA
-
ORD
14h 38m
1 stop
$456Delta
Sat, Oct 31 - Mon, Nov 9
Delta Logo
6:00 am - 6:39 pm
ORD
-
KOA
17h 39m
2 stops
Delta Logo
9:40 pm - 5:21 pm
KOA
-
ORD
15h 41m
1 stop
$461Delta
Mon, Nov 2 - Mon, Nov 9
Delta Logo
7:35 am - 7:39 pm
ORD
-
KOA
16h 04m
1 stop
Delta Logo
9:40 pm - 5:57 pm
KOA
-
ORD
16h 17m
2 stops
$462Delta
Mon, Sep 28 - Mon, Oct 5
Delta Logo
6:15 am - 7:23 pm
ORD
-
KOA
18h 08m
2 stops
Delta Logo
9:55 pm - 9:34 pm
KOA
-
ORD
18h 39m
2 stops
$466Delta
Thu, Sep 10 - Wed, Sep 16
Delta Logo
7:35 am - 6:34 pm
ORD
-
KOA
15h 59m
1 stop
Delta Logo
9:55 pm - 11:21 pm
KOA
-
ORD
20h 26m
1 stop
$471Delta
Sat, Sep 12 - Wed, Sep 16
Delta Logo
6:30 pm - 6:34 pm
ORD
-
KOA
29h 04m
1 stop
Delta Logo
9:55 pm - 5:33 pm
KOA
-
ORD
14h 38m
1 stop
$472Delta
Fri, Nov 6 - Tue, Nov 10
Delta Logo
7:35 am - 7:39 pm
ORD
-
KOA
16h 04m
1 stop
Delta Logo
9:40 pm - 5:21 pm
KOA
-
ORD
15h 41m
1 stop
$475Delta
Sat, Oct 31 - Wed, Nov 11
Delta Logo
6:00 am - 6:39 pm
ORD
-
KOA
17h 39m
2 stops
Delta Logo
9:40 pm - 5:21 pm
KOA
-
ORD
15h 41m
1 stop
$476Delta
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Kailua-Kona flights

Get data-powered insights and trends into flights from O'Hare Intl to Kailua-Kona to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Kailua-Kona?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Kailua-Kona departing in November.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Kailua-Kona, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Kailua-Kona is November, where tickets cost $520 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,076 and $884 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Kailua-Kona, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Kailua-Kona, you should book around 4 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Expert advice

Expert advice for your flight from O'Hare Intl to Kailua-Kona

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on KOA

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonAugust
Cheapest flight$257
Most popular time to fly and prices are also 19% lower on average.
Flight from Chicago O'Hare Airport to Kailua-Kona

When to book flights from O'Hare Intl to Kailua-Kona

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Kailua-Kona based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Kailua-Kona flights

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

    In the last 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Kailua-Kona was $236 for a one-way ticket and $440 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Kailua-Kona?

    No

  • Which airports will I be using when flying from Chicago O'Hare Airport to Kailua-Kona?

    Chicago O'Hare Airport airport is called Chicago O'Hare Intl and the only airport in Kailua-Kona is Kona Intl.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Kailua-Kona?

    The Boeing 787-8 Dreamliner is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Kailua-Kona flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Kailua-Kona?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago O'Hare Airport and Kailua-Kona, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to Kailua-Kona from Chicago O'Hare Airport?

    Los Angeles is the most popular layover city among KAYAK users traveling from Chicago O'Hare Airport to Kailua-Kona.

  • Which is the best airline for flights from Chicago to Kailua-Kona, Alaska Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Kailua-Kona are Alaska Airlines and Delta. With an average price for the route of $668 and an overall rating of 7.9, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $639 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Kailua-Kona?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Kailua-Kona.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Kailua-Kona?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kailua-Kona from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Kailua-Kona?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kailua-Kona with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and KOA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Kailua-Kona?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kailua-Kona from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Kailua-Kona

  • Looking for a cheap flight? 25% of our users found flights on this route for $724 or less one-way.

Reviews of the top 4 airlines serving from O'Hare Intl to Kailua-Kona

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Kailua-Kona. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Kailua-Kona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12507 reviews
8.1Boarding
7.0Entertainment
8.5Crew
7.0Food
7.8Comfort
Airline reviews

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

10.0 ExcellentAnonymous, May 2026
SEA - LIH
Read more Alaska Airlines reviews

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

Extremely professional crew there are very friendly and first class. Everything worked well on the plane. Food was to be expected. Drinks were very good. Shout out to Charlie in first class who was an excellent flight attendant.

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

The crew seem untrained and uncertain no one ever checked up on us in our first class cabin. I had to ask for water four times and the lady kept saying she was busy when they weren't really doing anything. Had to walk to the back of the plane to get water for myself. Crew seem new and unexperience. You can tell this by the fumbling they kept making trying to fight. (I miss Hawaiian air.)

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

You can standby to get on earlier flight if the seat is open.

Thanks for all you do to keep us safe and on time!

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

Our flight when we finally got rerouted to a different destination than we were going was fine. But 2 days was taken out of our vacation because our flit was cancelled. We understand mechanical problems and of course don’t want to be on a plane that has mechanical problems.Wish there had been another solution.

I like flying Alaska Airlines. I think the staff are happy, the plane is comfortable, the entertainment reasonable, the food acceptable.

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

Everything you need to know for your flight from O'Hare Intl to Kailua-Kona

Information on your arrival and departure airports