ORD - KOA

$233 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 9/10. 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

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
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Expert advice
Useful Info
Flights 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, Oct 8 - Wed, Oct 22
American Airlines Logo
6:00 am - 1:58 pmORD-KOA
12h 58m1 stop
American Airlines Logo
9:45 pm - 3:59 pmKOA-ORD
13h 14m1 stop
$464American Airlines
Find Deal
Sat, Sep 13 - Tue, Sep 23
Delta Logo
7:10 am - 5:29 pmORD-KOA
15h 19m1 stop
Delta Logo
9:30 pm - 1:30 pmKOA-ORD
11h 00m1 stop
$465Delta
Find Deal
Wed, Sep 3 - Thu, Sep 11
Alaska Airlines Logo
10:00 am - 10:13 pmORD-KOA
17h 13m2 stops
Alaska Airlines Logo
8:00 am - 12:03 amKOA-ORD
11h 03m1 stop
$470Alaska Airlines
Find Deal
Wed, Oct 1 - Tue, Oct 14
Alaska Airlines Logo
3:20 pm - 6:33 amORD-KOA
20h 13m2 stops
Alaska Airlines Logo
12:07 pm - 2:50 pmKOA-ORD
21h 43m1 stop
$471Alaska Airlines
Find Deal
Thu, Aug 21 - Tue, Aug 26
American Airlines Logo
7:00 am - 1:29 pmORD-KOA
11h 29m1 stop
American Airlines Logo
2:59 pm - 10:01 amKOA-ORD
14h 02m2 stops
$473American Airlines
Find Deal
Thu, Aug 21 - Tue, Aug 26
American Airlines Logo
6:00 am - 1:29 pmORD-KOA
12h 29m1 stop
American Airlines Logo
2:59 pm - 10:01 amKOA-ORD
14h 02m2 stops
$474American Airlines
Find Deal
Wed, Oct 8 - Wed, Oct 22
American Airlines Logo
5:00 am - 2:31 pmORD-KOA
14h 31m2 stops
American Airlines Logo
3:29 pm - 10:00 amKOA-ORD
13h 31m2 stops
$475American Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 11
Alaska Airlines Logo
12:05 pm - 10:13 pmORD-KOA
15h 08m2 stops
Alaska Airlines Logo
6:00 am - 11:59 pmKOA-ORD
12h 59m2 stops
$476Alaska Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 14
Alaska Airlines Logo
3:50 pm - 9:27 amORD-KOA
22h 37m2 stops
Alaska Airlines Logo
12:07 pm - 2:50 pmKOA-ORD
21h 43m1 stop
$477Alaska Airlines
Find Deal
Sun, Aug 24 - Mon, Sep 1
Delta Logo
7:15 am - 5:34 pmORD-KOA
15h 19m1 stop
Delta Logo
9:47 pm - 11:51 pmKOA-ORD
21h 04m1 stop
$502Delta
Find Deal
Expert advice

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

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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.

Read more about ORDby Stefanie Waldek
KOA

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

Read more about KOAby Blane Bachelor
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
Useful Info

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 November, where tickets cost $592 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $837 and $831 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonSeptember
High seasonJanuary
Cheapest flight$233
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 15% 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 $233 for a one-way ticket and $464 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, oneworld, and Star Alliance are the airline alliances operating flights between Chicago O'Hare Airport and Kailua-Kona, with oneworld 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 $652 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 $577 and an overall rating of 8.0.

  • 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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Food
7.1Entertainment
8.5Crew
7.8Comfort
8.1Boarding
Airline reviews

Our flight time was drastically changed which caused us to lose a day of vacation

6.0 GoodAnonymous, Jul 2025SAN - LIH
Read more Alaska Airlines reviews

Our flight time was drastically changed which caused us to lose a day of vacation

10 hour delay. Fuel spill. Crew had to drive to Indianapolis to a get a plane. The longest day of travel ever. Poor service.Little to no communication.

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Flight was delayed which led to missed connection, but rebooked on a more direct flight at the last minute and arrived in Juneau on time with all our luggage. Little stressful and our family seating got split, but it all worked out in the end.

Only issue was the 2 hr delay after an 8 hr layover. Very long day.

Very bad, terrible food and late by 2 hours. Then no to open aircraft doors

Flying on Hawaiian Airlines was good. But, getting a boarding pass was a hassle. I booked what I thought was an Alaska Airlines flight that was actually a Hawaiian Airlines flight. I couldn't check in online. I had to wait for the Hawaiian Airlines counter to open so I could get my boarding pass which was a requirement for me to get in The Club or the Centurion Lounge. (I had no check in luggage so I didn't expect to have to physically check in.) The Alaska Airlines staff blamed the FAA for the problem.

Flight was delayed 5 hours. Missed connecting flight. Very little apology or attempt to make anything better. Got a $150 credit for next flight. There won’t be another flight. First time on Alaska - last time. Keep your credit. Should have done something more

Terrible check in experience, and they ended up losing our bag.

they didn't fix a plane and we were delayed travelling an extra 12 hours.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

Usually we have a pleasant trip on HA. Not this time! All stewards were unpleasant, rude, rushed, condescending. First step onto the plane, WE greeted the crew with an “Hello!”. They greeted us with a terse smile then ignored us. Not a good start. Even over the PA announcements, they were rushed and unpleasant. One Stewart even berated a passenger in front of us when all they asked is if the purchase cart had vodka to purchase. The steward said “LIKE WE SAID OVER THE PA, THIS ONLY HAS FOOD OR BEVERAGE!” Vodka is a beverage! It was a legitimate question. Not sure why she treated the passenger this way. Taking trash was even unpleasant, No “Thank you” or at least a smile. I work in CS. I know good CS can make or break your trip. There was absolutely no “aloha” on this trip. All clearly did not want to be on this plane and felt strongly that they did not want to provide a premium service to their clients. This might be our last HA and cancellation of my HA-MC if we are treated the same way going home. We are typically treated with kindness and warmth in the past with HA. This trip was unacceptable.

Overall it was a good flight, but the food should be looked at. No options. The seat was also uncomfortable and very tight.

It’s great, I’ve always fly & ride with Hawaiian Airlines going Inter island or to the mainland.

Nothing. Fare didn’t allow seat allocations. So we were stuck in the middle . Not good for 77 to 80 year olds. I was stick on plane. Taken off the plane before take off and ground staff told me to google where a hospital was to get a clearance to travel again. Left on own at airport ti fend for our selves. Also was charged for baggage, also I was not aware. I think booking through a third party, such as yourselves, doesn’t allow any for considerations when allocating seats.

Check in process was a mess. Long lines, equipment malfuctioning. One line for baggage tags then a second line for bag checkin.

Boarding was chaotic. Microphone not working properly and second agent was distracted from task with baggage and late arrivals.

It was very pleasant. The staff and crew are very polite.

Hawaiian Airlines staff is always professional & quick & easy check in & boarding process

Customer service by Susan of Alaskan Air was outstanding. We missed our flight out of JFK. She got us rebooked the following day. Way to go Susan.

Bar code for checking luggage and boarding pass didn't work. Had to stand in long customer service line. Passengers at Oahu should be aware the Terminal for Hawaiian Air requires travel by shuttle. Budget an extra 20-30 minutes to get from the main terminal to the remote terminal.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

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.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.