KOA - ORD

$222 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 11/24. 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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Flight 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

Wed, Oct 15 - Fri, Oct 17
United Airlines Logo
8:00 pm - 1:12 pmKOA-ORD
12h 12m1 stop
United Airlines Logo
6:15 am - 11:56 amORD-KOA
10h 41m1 stop
$477United Airlines
Find Deal
Tue, Feb 24 - Fri, Feb 27
American Airlines Logo
6:30 pm - 11:03 amKOA-ORD
12h 33m1 stop
American Airlines Logo
10:15 am - 8:12 pmORD-KOA
13h 57m2 stops
$482American Airlines
Find Deal
Tue, Feb 24 - Fri, Feb 27
Alaska Airlines Logo
2:40 pm - 1:59 pmKOA-ORD
19h 19m2 stops
Alaska Airlines Logo
2:59 pm - 12:45 pmORD-KOA
25h 46m2 stops
$488Alaska Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
9:17 am - 5:04 amKOA-ORD
15h 47m2 stops
Alaska Airlines Logo
2:00 pm - 10:35 pmORD-KOA
12h 35m1 stop
$513Alaska Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
Hawaiian Airlines Logo
8:00 am - 11:59 pmKOA-ORD
11h 59m1 stop
Hawaiian Airlines Logo
2:00 pm - 10:35 pmORD-KOA
12h 35m1 stop
$574Hawaiian Airlines
Find Deal
Wed, Oct 15 - Fri, Oct 17
Alaska Airlines Logo
8:00 am - 11:59 pmKOA-ORD
10h 59m1 stop
Alaska Airlines Logo
7:00 am - 9:40 pmORD-KOA
19h 40m2 stops
$613Alaska Airlines
Find Deal
Thu, Oct 9 - Sun, Oct 12
United Airlines Logo
7:40 pm - 11:28 amKOA-ORD
10h 48m1 stop
United Airlines Logo
7:10 am - 3:25 pmORD-KOA
13h 15m1 stop
$648United Airlines
Find Deal
Thu, Oct 9 - Sun, Oct 12
United Airlines Logo
1:05 pm - 9:20 amKOA-ORD
15h 15m2 stops
United Airlines Logo
7:10 am - 3:25 pmORD-KOA
13h 15m1 stop
$653United Airlines
Find Deal
Wed, Oct 1 - Sun, Oct 5
Delta Logo
9:30 pm - 5:15 pmKOA-ORD
14h 45m1 stop
Delta Logo
7:10 am - 5:29 pmORD-KOA
15h 19m1 stop
$672Delta
Find Deal
Wed, Oct 1 - Sun, Oct 5
Delta Logo
9:30 pm - 6:30 pmKOA-ORD
16h 00m2 stops
Delta Logo
7:10 am - 5:29 pmORD-KOA
15h 19m1 stop
$677Delta
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
Prepare for USDA checkpoints at Kona Intl.
Take the CTA Blue Line from O'Hare to downtown.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
United Airlines
Cheapest • from $477 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 43% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$477
Overall average: $550
United Airlines
Wed 10/15Fri 10/17
KOA - ORD • 1 stop
Cheapest one-way
$222
Typical prices: $239-298
Alaska Airlines
Mon 11/24
KOA - ORD • 1 stop
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 O'Hare Intl!
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 $501 (return) on average. On the other hand, the most expensive months are April and November, where the average cost of round-trip tickets is $2,912 and $945 respectively.

Good to know

Low seasonApril
Cheapest flight$222
Best time to beat the crowds but there is an average 233% increase in price.
Most popular time to fly and prices are also 38% 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 $222 for a one-way ticket and $477 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 $631 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 $597 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
7.8Comfort
8.1Boarding
7.0Entertainment
7.1Food
8.5Crew
Airline reviews

It was not clear the check in shd be at Hawaiian Terminal 1. I got dropped off at Alaska Terminal 2. I did the long walk from terminal 2 to 1. Fortunately I didn’t have a check in bag.

8.0 ExcellentArnel, Sep 2025HNL - LAX
Read more Alaska Airlines reviews

It was not clear the check in shd be at Hawaiian Terminal 1. I got dropped off at Alaska Terminal 2. I did the long walk from terminal 2 to 1. Fortunately I didn’t have a check in bag.

Unfortunately 4 hour 40 minute delay because of airport then one hour into flight diverted back to Kona elderly man on plane got heart attack trying to get home some how

Why was I charged for a glass of wine on one flight and not on another? Why no movie or TVs? It was a long flight.

Hawaiian Airlines, like most US-based ones, constantly provide sub-par service and pack their planes to the max with all kinds of last-minute-purchase schemes. As a result, it makes every flight so uncomfortable and generates high health risk for its passengers. In one word, GREED rules the day!

5 1/2 hour trip. Nice plane. easy boarding. Could have used a bit more beverage service but it was a red eye flight and they didn't want to wake everyone.

Terrible airport. It took over one hour to pass checkpoint and security gate. We stood under the sun in the long line

Reserved seats and yet did not get my original seat because someone else was seating in them and the crew member did not try to find out what was going on with the issue. My wife and I did get similar seats. This created concern and unnecessary issues.

When I booked with Kayak, I paid extra for a window seat for the long flight, so I could sleep more easily. But when I checked in, they changed my seat to a middle seat. This happened on both long flights to and from Chicago to Anchorage. For one flight, upon request they changed my seat back to a window seat. For the other, they would not and said the Alaska Airlines does not allow seat requests.....just disappointing.

All airlines seem to be a scam with having to pay force assignment, baggage fees, and completely garbage food. Our flight attendants now seem to have a power trip complex. It’s clear they know we have no other choice if we want to travel so they don’t care and let you know it.

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

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

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

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

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.

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

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