ORD - KOA

$247 Find Cheap Flights from Chicago O'Hare Airport to Kailua-Kona

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 9/20. 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
$493
Typical prices: $738-$534
Alaska Airlines
Sat 9/19Fri 9/25
ORD - KOA • 1 stop
Cheapest one-way
$247
Typical prices: $211-$247
American Airlines
Sun 9/20
ORD - KOA • 1 stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Security lines at ORD can exceed 30 minutes.
For a smooth arrival at KOA, consider renting a car.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $493 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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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
Insights
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Insights
Top layover airports
Cheapest • Avg $386 (round-trip)
Shortest trip • 11h 28m (one-way)
Insights
Insights
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Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
Good to know
+1
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Start a new search
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

Sat, Sep 19 - Fri, Sep 25
Alaska Airlines Logo
2:18 pm - 2:48 pm
ORD
-
KOA
29h 30m
1 stop
Alaska Airlines Logo
10:35 am - 1:22 pm
KOA
-
ORD
21h 47m
1 stop
$493Alaska Airlines
Sun, Sep 6 - Tue, Sep 15
Delta Logo
7:00 am - 5:51 pm
ORD
-
KOA
15h 51m
1 stop
Delta Logo
9:45 pm - 1:30 pm
KOA
-
ORD
10h 45m
1 stop
$494Delta
Sun, Sep 6 - Fri, Sep 11
Multiple Airlines Logo
6:01 am - 2:48 pm
ORD
-
KOA
13h 47m
1 stop
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
$497Multiple Airlines
Sat, Sep 19 - Fri, Sep 25
Multiple Airlines Logo
2:18 pm - 2:48 pm
ORD
-
KOA
29h 30m
1 stop
Multiple Airlines Logo
8:45 pm - 7:03 pm
KOA
-
ORD
17h 18m
2 stops
$499Multiple Airlines
Tue, Aug 11 - Tue, Aug 18
Delta Logo
6:25 am - 7:17 pm
ORD
-
KOA
17h 52m
2 stops
Delta Logo
9:06 pm - 1:23 pm
KOA
-
ORD
11h 17m
1 stop
$500Delta
Sun, Sep 6 - Fri, Sep 11
Multiple Airlines Logo
6:01 am - 6:17 pm
ORD
-
KOA
17h 16m
2 stops
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
$505Multiple Airlines
Wed, Aug 19 - Tue, Aug 25
Multiple Airlines Logo
3:43 pm - 6:45 am
ORD
-
KOA
20h 02m
2 stops
Multiple Airlines Logo
10:35 am - 1:22 pm
KOA
-
ORD
21h 47m
1 stop
$509Multiple Airlines
Mon, Sep 7 - Thu, Sep 17
Multiple Airlines Logo
6:01 am - 2:48 pm
ORD
-
KOA
13h 47m
1 stop
Multiple Airlines Logo
7:15 pm - 6:01 pm
KOA
-
ORD
17h 46m
2 stops
$510Multiple Airlines
Tue, Aug 25 - Thu, Aug 27
American Airlines Logo
8:50 am - 3:40 pm
ORD
-
KOA
11h 50m
1 stop
American Airlines Logo
9:45 pm - 4:04 pm
KOA
-
ORD
13h 19m
1 stop
$514American Airlines
Sat, Sep 19 - Fri, Sep 25
Multiple Airlines Logo
7:00 pm - 12:16 pm
ORD
-
KOA
22h 16m
2 stops
Multiple Airlines Logo
6:00 am - 11:59 pm
KOA
-
ORD
12h 59m
2 stops
$515Multiple Airlines
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 September.

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 $549 (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 $879 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 25% 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 seasonApril
Cheapest flight$247
Best time to beat the crowds with an average 9% drop in price.
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 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Kailua-Kona was $247 for a one-way ticket and $493 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 $669 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 $605 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.

Reviews of the top 5 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 12396 reviews
7.8Comfort
7.0Food
7.0Entertainment
8.1Boarding
8.5Crew
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.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

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.

Terrible, if possible won't be flying again anytime soon!

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.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

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

Information on your arrival and departure airports