KOA - ORD

$246 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 8/11. 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 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$500
Typical prices: $447-$721
Multiple Airlines
Tue 11/3Wed 11/4
KOA - ORD • 2 stops
Cheapest one-way
$246
Typical prices: $329-$410
Delta
Tue 8/11
KOA - ORD • 1 stop
Top airlines
Cheapest • from $554 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Kailua-Kona and O'Hare Intl. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $549 (round-trip)
Shortest trip • 10h 33m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 55% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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!
Flight Deals
Booking Insights
Expert advice
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

Tue, Nov 3 - Wed, Nov 4
Multiple Airlines Logo
6:00 am - 11:49 pm
KOA
-
ORD
13h 49m
2 stops
Multiple Airlines Logo
7:25 am - 3:52 pm
ORD
-
KOA
12h 27m
1 stop
$500Multiple Airlines
Wed, Oct 14 - Mon, Oct 19
Alaska Airlines Logo
10:36 am - 1:25 pm
KOA
-
ORD
21h 49m
1 stop
Alaska Airlines Logo
2:21 pm - 2:46 pm
ORD
-
KOA
29h 25m
1 stop
$554Alaska Airlines
Tue, Nov 3 - Wed, Nov 4
Multiple Airlines Logo
6:00 am - 11:49 pm
KOA
-
ORD
13h 49m
2 stops
Multiple Airlines Logo
7:25 am - 3:52 pm
ORD
-
KOA
12h 27m
1 stop
$560Multiple Airlines
Tue, Nov 3 - Wed, Nov 4
Multiple Airlines Logo
6:00 am - 11:49 pm
KOA
-
ORD
13h 49m
2 stops
Multiple Airlines Logo
7:00 am - 7:33 pm
ORD
-
KOA
16h 33m
2 stops
$565Multiple Airlines
Tue, Nov 3 - Wed, Nov 4
Alaska Airlines Logo
8:05 am - 11:57 pm
KOA
-
ORD
11h 52m
1 stop
Alaska Airlines Logo
7:25 am - 3:52 pm
ORD
-
KOA
12h 27m
1 stop
$569Alaska Airlines
Wed, Oct 14 - Mon, Oct 19
Multiple Airlines Logo
3:46 pm - 6:53 pm
KOA
-
ORD
22h 07m
2 stops
Multiple Airlines Logo
7:16 pm - 12:40 pm
ORD
-
KOA
22h 24m
2 stops
$577Multiple Airlines
Tue, Nov 3 - Wed, Nov 4
Multiple Airlines Logo
6:00 am - 11:49 pm
KOA
-
ORD
13h 49m
2 stops
Multiple Airlines Logo
7:25 am - 6:16 pm
ORD
-
KOA
14h 51m
2 stops
$595Multiple Airlines
Tue, Nov 3 - Wed, Nov 4
Alaska Airlines Logo
8:05 am - 11:57 pm
KOA
-
ORD
11h 52m
1 stop
Alaska Airlines Logo
7:25 am - 3:52 pm
ORD
-
KOA
12h 27m
1 stop
$599Alaska Airlines
Wed, Jul 15 - Tue, Jul 21
United Airlines Logo
7:00 am - 10:59 pm
KOA
-
ORD
10h 59m
1 stop
United Airlines Logo
6:00 am - 11:42 am
ORD
-
KOA
10h 42m
1 stop
$680United Airlines
Wed, Jul 15 - Tue, Jul 21
United Airlines Logo
7:00 am - 10:59 pm
KOA
-
ORD
10h 59m
1 stop
United Airlines Logo
3:26 pm - 9:45 pm
ORD
-
KOA
11h 19m
1 stop
$684United Airlines
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 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 $458 (return) on average. On the other hand, the most expensive months are January and May, where the average cost of round-trip tickets is $3,352 and $1,264 respectively.

Expert advice

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

 
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 seasonJanuary
Cheapest flight$246
Best time to beat the crowds but there is an average 232% increase in price.
Most popular time to fly and prices are also 44% 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 5 days, the lowest price for a flight from Kailua-Kona to Chicago O'Hare Intl Airport was $246 for a one-way ticket and $500 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?

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

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

    The two airlines most popular with KAYAK users for flights from Kailua-Kona to Chicago are United Airlines and American Airlines. With an average price for the route of $597 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $834 and an overall rating of 7.1.

  • 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.

  • Which airlines provide the cheapest flights from Kailua-Kona to Chicago O'Hare Airport?

    In the past 5 days, the cheapest round-trip tickets from Kailua-Kona to Chicago O'Hare Airport were found on Alaska Airlines ($554) and United Airlines ($680).

KAYAK’s top tips for finding a cheap flight from Kailua-Kona to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $778 or less round-trip.

Reviews of the top airlines flying 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.
7.4
United AirlinesOverall score based on 9860 reviews
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
6.7Food
Airline reviews

Very easy ! Use the kiosk and bag drop and right to security within 10 min

10.0 ExcellentJoanne, Jun 2026
DEN - ORD
Read more United Airlines reviews

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

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

Information on your arrival and departure airports