KOA - ORD

$210 Find Cheap Flights from Kailua-Kona to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kailua-Kona to O'Hare Intl departing on 12/5. 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 Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kailua-Kona to Chicago, 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 Kailua-Kona to Chicago, as well as popular online travel agencies
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Flights Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kailua-Kona to O'Hare Intl 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 Kailua-Kona to O'Hare Intl

Thu, Jan 15 - Wed, Jan 21
Alaska Airlines Logo
12:00 pm - 1:59 pmKOA-ORD
21h 59m1 stop
Alaska Airlines Logo
2:59 pm - 2:46 pmORD-KOA
27h 47m1 stop
$408Alaska Airlines
Find Deal
Mon, Sep 8 - Sun, Sep 14
American Airlines Logo
9:55 pm - 3:58 pmKOA-ORD
13h 03m1 stop
American Airlines Logo
6:00 am - 1:42 pmORD-KOA
12h 42m1 stop
$409American Airlines
Find Deal
Mon, Sep 8 - Sun, Sep 14
American Airlines Logo
9:55 pm - 5:18 pmKOA-ORD
14h 23m2 stops
American Airlines Logo
6:55 am - 1:42 pmORD-KOA
11h 47m1 stop
$414American Airlines
Find Deal
Sun, Sep 21 - Thu, Sep 25
Delta Logo
9:30 pm - 1:20 pmKOA-ORD
10h 50m1 stop
Delta Logo
7:10 am - 5:29 pmORD-KOA
15h 19m1 stop
$423Delta
Find Deal
Mon, Sep 8 - Sun, Sep 14
Alaska Airlines Logo
6:00 pm - 1:11 pmKOA-ORD
14h 11m2 stops
Alaska Airlines Logo
6:20 am - 3:51 pmORD-KOA
14h 31m2 stops
$429Alaska Airlines
Find Deal
Sun, Sep 21 - Thu, Sep 25
Alaska Airlines Logo
12:16 pm - 5:00 amKOA-ORD
11h 44m1 stop
Alaska Airlines Logo
1:01 pm - 10:13 pmORD-KOA
14h 12m2 stops
$430Alaska Airlines
Find Deal
Thu, Jan 15 - Wed, Jan 21
Alaska Airlines Logo
7:13 pm - 1:04 pmKOA-ORD
13h 51m2 stops
Alaska Airlines Logo
7:45 am - 6:42 pmORD-KOA
14h 57m2 stops
$453Alaska Airlines
Find Deal
Mon, Aug 18 - Tue, Aug 26
Delta Logo
8:41 pm - 4:45 pmKOA-ORD
15h 04m2 stops
Delta Logo
7:15 am - 5:34 pmORD-KOA
15h 19m1 stop
$564Delta
Find Deal
Sat, Aug 16 - Wed, Aug 20
United Airlines Logo
1:15 pm - 6:20 amKOA-ORD
12h 05m1 stop
United Airlines Logo
6:00 am - 7:34 pmORD-KOA
18h 34m2 stops
$818United Airlines
Find Deal
Thu, Aug 14 - Mon, Aug 18
United Airlines Logo
10:15 pm - 6:20 amKOA-ORD
27h 05m1 stop
United Airlines Logo
7:49 pm - 11:36 amORD-KOA
20h 47m2 stops
$876United Airlines
Find Deal
Expert advice

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

 
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
KOA

Prepare for USDA checkpoints at KOA. Checked bags are screened post-check-in, and carry-ons inspected at security. Factor this into your travel plans.

Read more about KOAby Blane Bachelor
ORD

Take the CTA Blue Line from ORD to downtown Chicago. It runs 24/7 and avoids traffic, connecting you to the Loop in about 45 minutes.

Read more about ORDby Stefanie Waldek
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
Booking Insights

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

Get data-powered insights and trends into flights from Kailua-Kona to O'Hare Intl 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 Kailua-Kona to Chicago O'Hare Airport?

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

Your flight ticket price will generally be cheaper if you fly to Chicago O'Hare Airport on a Monday and more expensive on a Saturday. On your return trip to Kailua-Kona, you should consider flying back on a Tuesday, and avoid Saturdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kailua-Kona to Chicago O'Hare Intl Airport, 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 Kailua-Kona to Chicago O'Hare Intl Airport is September, where tickets cost $441 (return) on average. On the other hand, the most expensive months are April and July, where the average cost of round-trip tickets is $2,912 and $836 respectively.

Good to know

Low seasonApril
Cheapest flight$210
Best time to beat the crowds but there is an average 248% increase in price.
Most popular time to fly and prices are also 27% lower on average.
Flight from Kailua-Kona to Chicago O'Hare Airport

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

Are your dates flexible? Find out the best times to travel from Kailua-Kona to O'Hare Intl 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 Kailua-Kona to Chicago O'Hare Airport flights

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

    In the last 3 days, the lowest price for a flight from Kailua-Kona to Chicago O'Hare Intl Airport was $210 for a one-way ticket and $408 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    Kailua-Kona and Chicago O'Hare Airport are both served by 1 main airport. You will leave Kailua-Kona from Kona Intl and will be arriving at Chicago O'Hare Intl.

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Kailua-Kona to Chicago are Alaska Airlines and United Airlines. With an average price for the route of $641 and an overall rating of 8.0, Alaska Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $718 and an overall rating of 7.4.

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

    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 Kailua-Kona to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Kailua-Kona 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 Kailua-Kona to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Kailua-Kona with another airline. Booking your flights between Kailua-Kona and ORD 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 Kailua-Kona to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport from Kailua-Kona up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Kailua-Kona to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Kailua-Kona to Chicago. 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 Kailua-Kona to O'Hare Intl? 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
8.5Crew
7.1Entertainment
8.1Boarding
7.1Food
7.8Comfort
Airline reviews

Tickets we booked together in January became two different connecting flights. VERY PISSED a about this and a terrible start to our bucket list vacation

2.0 MediocreAnonymous, Jul 2025HNL - KOA
Read more Alaska Airlines reviews

Tickets we booked together in January became two different connecting flights. VERY PISSED a about this and a terrible start to our bucket list vacation

I needed more space to sleep on an overnight flight.

Very good; ohana atmosphere and taking care of customer care

Flight was delayed an hour, so that was inconvenient. But they tried to make it up in the air, which I appreciated. Crew was very nice, service was excellent. Description of food didn’t quite match what was served, but it was tasty. 👍🏽

Really bad experience. Bad customer service from the check in process through the entire flight.

Wonderful staff who honored sleepy overnight travelers and still met needs quietly and quickly!

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.

1. On time flights. All of our, three separate, flights for three families were late 2. No food on the 5 1/2 hour flight. A substantial snack would have been good. 3. Seat upgrades are expensive 4. No place to move around or stretch on the 5 1/2 hour flight

It was fine. 2 hour delay due to mechanical issue. I understand issues will occur, just wish instead of Capt repeatedly telling us we will be getting off the ground “momentarily” they would just be honest and either say they have no idea-or it’s going to be a few hours! All in all FAs are usually pretty nice :)

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

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

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