ORD - KOA

$197 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 1/14. 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kailua-Kona.
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Everything you should know

Cheapest round-trip
$343
Overall average: $630
Alaska Airlines
Wed 1/21Mon 1/26
ORD - KOA • 1 stop
Cheapest non-stop
$1,184
United Airlines
Sat 1/31Sat 2/7
ORD - KOA • Non-stop
Our travelers' advice
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
When to travel
January
Cheapest • 14% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
1 day a week
There are direct flights from O'Hare Intl to Kailua-Kona 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
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

Wed, Jan 21 - Mon, Jan 26
Alaska Airlines Logo
3:44 pm - 3:27 pm
ORD
-
KOA
27h 43m1 stop
Alaska Airlines Logo
2:24 pm - 11:37 pm
KOA
-
ORD
29h 13m1 stop
$343Alaska Airlines
Sun, Jan 25 - Tue, Feb 3
Alaska Airlines Logo
9:00 am - 3:57 pm
ORD
-
KOA
34h 57m1 stop
Alaska Airlines Logo
2:51 pm - 2:29 pm
KOA
-
ORD
19h 38m1 stop
$353Alaska Airlines
Sun, Feb 1 - Wed, Feb 11
Alaska Airlines Logo
3:44 pm - 3:57 pm
ORD
-
KOA
28h 13m1 stop
Alaska Airlines Logo
10:50 am - 2:58 pm
KOA
-
ORD
24h 08m1 stop
$363Alaska Airlines
Wed, Mar 4 - Tue, Mar 10
Multiple Airlines Logo
8:20 am - 10:15 pm
ORD
-
KOA
17h 55m2 stops
Multiple Airlines Logo
12:10 pm - 11:59 pm
KOA
-
ORD
30h 49m1 stop
$368Multiple Airlines
Wed, Jan 21 - Mon, Jan 26
Multiple Airlines Logo
9:00 am - 3:27 pm
ORD
-
KOA
34h 27m1 stop
Multiple Airlines Logo
7:40 pm - 2:29 pm
KOA
-
ORD
14h 49m2 stops
$369Multiple Airlines
Mon, Jan 12 - Mon, Jan 26
Alaska Airlines Logo
3:44 pm - 3:27 pm
ORD
-
KOA
27h 43m1 stop
Alaska Airlines Logo
2:24 pm - 2:29 pm
KOA
-
ORD
20h 05m1 stop
$373Alaska Airlines
Mon, Jan 12 - Mon, Jan 26
Multiple Airlines Logo
9:00 am - 6:26 am
ORD
-
KOA
25h 26m2 stops
Multiple Airlines Logo
2:24 pm - 11:37 pm
KOA
-
ORD
29h 13m1 stop
$379Multiple Airlines
Wed, Feb 25 - Tue, Mar 3
Alaska Airlines Logo
7:00 am - 10:57 pm
ORD
-
KOA
19h 57m1 stop
Alaska Airlines Logo
1:10 pm - 11:59 pm
KOA
-
ORD
30h 49m1 stop
$383Alaska Airlines
Wed, Feb 25 - Tue, Mar 3
Multiple Airlines Logo
8:20 am - 6:26 am
ORD
-
KOA
26h 06m2 stops
Multiple Airlines Logo
1:10 pm - 2:58 pm
KOA
-
ORD
21h 48m1 stop
$388Multiple Airlines
Tue, Jan 27 - Tue, Feb 3
Multiple Airlines Logo
9:00 am - 8:28 pm
ORD
-
KOA
15h 28m2 stops
Multiple Airlines Logo
2:51 pm - 11:37 pm
KOA
-
ORD
28h 46m1 stop
$389Multiple 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.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Kailua-Kona?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Kailua-Kona clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago O'Hare Airport to Kailua-Kona, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Kailua-Kona, Monday is the cheapest day to fly and Saturday is the most expensive.

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 January, where tickets cost $630 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $1,083 and $812 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 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.
Airports
ORD

Security lines at ORD can exceed 30 minutes during peak times. Arrive early to ensure a smooth departure experience.

KOA

For a smooth arrival at KOA, consider renting a car. Major rental companies are available, but expect waits during peak times.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

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.

Read more
Blane Bachelor

Blane Bachelor

Expert on KOA

Blane Bachelor

Blane Bachelor

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.

Read more

Good to know

Low seasonAugust
Cheapest flight$211
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 9% increase in price.
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 $197 for a one-way ticket and $343 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.

  • On which days can I fly direct from Chicago O'Hare Airport to Kailua-Kona?

    You can catch a nonstop flight from Chicago O'Hare Airport to Kailua-Kona on Saturday.

  • 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 8.0, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $599 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.

Prefer to fly direct from Chicago O'Hare Airport to Kailua-Kona?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Kona Intl.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Kona Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Kona Intl

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Kona Intl to Chicago O'Hare Intl

Saturday

United Airlines

United Airlines

See more direct flights

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.
8.0
Alaska AirlinesOverall score based on 11477 reviews
7.0Entertainment
7.1Food
7.8Comfort
8.1Boarding
8.5Crew
Airline reviews

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

8.0 ExcellentEvie, Dec 2025
SAN - HNL
Read more Alaska Airlines reviews

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

Good. Flight was good. Crew was good. Wish they offered coffee refills. Wish I didn’t have to pay for headphones. Otherwise good for a commercial flight.

Should have been forthcoming for reason for delay. Should have been able to check in for seat I'd like.

It was fine. It was a 30 minute flight so there was water or fruit juice and no food. Which was totally fine. The check in, gate and flight crew were all excellent.

I didn’t order food so can’t really say how it was. Overall, it was a great experience.

It was a pleasant experience. Considering we paid over $3000 for first class there really wasn’t anything special about first class. All the seats looked the same and everyone got the same great customer service. The only thing that was different between first class and couch was the drinks and the meal. We wouldn’t waste that much $ on first class on that plane again.

Once again, Hawaiian Airlines upon checking in for our return flight, told us that we hadn’t paid for our extra comfort seats. This had happened on our incoming flight as well. Hawaiian Airlines had changed our flight and put us in standard seats. I sent them confirmation emails and receipts showing that I had paid for extra comfort seats and they ignored me and refused to accept my proof of payment. I ended up having to pay for our extra comfort seats again. On our return flight, once again, we were told we hadn’t paid for our extra comfort seats, which we had. I argued until a supervisor was summoned and researched further in their system and found that we had paid for them. If I hadn’t insisted, we would’ve been forced to buy our seats again or be assigned a standard seat. This kind of Customer Service is totally unacceptable. I would never use Hawaiian Airlines again if I have a choice.

Flight was delayed 14 hours! We missed an entire day of our vacation and had to pay for hotel that we didn’t use

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I always love flying Hawaii and I have nothing to add

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

comfortable but the food is horrible. I have flown Hawaiian several times now and no matter what they say the food is its the same squashed bread with melted goop inside. Tastes fake and isnt what they represent, its quite nasty. What happend to real food? And there is NO entertainment!! so not sure why they are asking for a review on that.

I was very, very cold and a stranger loaned me her sweater next to me. I didn’t wanna buy a blanket just for a four hour trip when I did not need the pillow or the earphones. I don’t mind purchasing a blanket, but I only needed that not all of it accessories. Cold air pretty much blew the entire trip. Two people in front of me both bought the blanket packages. Maybe that’s the idea. The crew was exceptionally nice and passed through multiple times.. the restrooms were very clean and usually accessible.

3 hour wait on customer service after flight was cancelled. Was bumped to a flight where I wouldnt have gotten to my destination for another 2 days. Had to fully refund flight and book a new one the following morning. Paid twice the amount for the flight than I had originally booked. Very disappointed I was not offered any sort of discount or points for all of the frustration, in fact the airline profited twice as much off of me by cancelling my flight and and changing my entire trip.

Very accommodating on flight changes when something came up. Definitely felt a notch above other airlines.

They we able to seat my companion and I next to each other. Plane’s temperature was very cool. Willl be more prepared on return trip.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Older aircraft, no meal, only food was for purchase. Not impressed United.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

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

Information on your arrival and departure airports