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KOA - CHI

$211 Find cheap flights from Kailua-Kona to Chicago

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 Chicago departing on 7/21. 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
0 bags
Mon 6/3
Mon 6/10

Search hundreds of travel sites at once for deals on flights to Chicago

 
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
In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

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

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

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

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

Cheap flight deals from Kailua-Kona to Chicago (KOA-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kailua-Kona to Chicago 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 and deals for you by selecting your travel dates.
Choose your dates
9:45 pm - 1:18 pmKOA-ORD
10h 33m1 stop
7:26 am - 5:22 pmORD-KOA
14h 56m1 stop
$542Delta
Find Deal
Thu, Oct 24 - Fri, Nov 1
9:45 pm - 5:57 pmKOA-ORD
15h 12m2 stops
7:26 am - 5:22 pmORD-KOA
14h 56m1 stop
$547Delta
Find Deal
Thu, Oct 24 - Fri, Nov 1
9:45 pm - 5:57 pmKOA-ORD
15h 12m2 stops
7:26 am - 6:34 pmORD-KOA
16h 08m2 stops
$577Delta
Find Deal
Thu, Oct 24 - Fri, Nov 1

Flights from Kailua-Kona to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Kailua-Kona to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Kailua-Kona to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Kailua-Kona to Chicago.
Our data shows that the cheapest route for a one-way flight from Kailua-Kona to Chicago cost $293 and was between Kailua-Kona and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $1,275.

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

The average price of all flights from Kailua-Kona to Chicago clicked on KAYAK for each day over the last 12 months.
For Kailua-Kona to Chicago, Monday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Kailua-Kona, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Which cabin class options are there for flights between Kailua-Kona and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Good to know

Low season

December

High season

May

Cheapest flight

$211
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Kailua-Kona to Chicago O'Hare Airport

When to book flights from Kailua-Kona to Chicago

Are your dates flexible? Find out the best times to travel from Kailua-Kona to Chicago 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 flights from Kailua-Kona to Chicago

  • What is the cheapest flight from Kailua-Kona to Chicago?

    In the last 3 days, the lowest price for a flight from Kailua-Kona to Chicago was $211 for a one-way ticket and $542 for a round-trip.

  • Do I need a passport to fly between Kailua-Kona and Chicago?

    A passport is not required to fly from Kailua-Kona to Chicago.

  • Which aircraft models fly most regularly from Kailua-Kona to Chicago?

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

  • Which airline alliances offer flights from Kailua-Kona to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Kailua-Kona and Chicago, 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 $541 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 $644 and an overall rating of 7.3.

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 with an airline and back to Kailua-Kona with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kailua-Kona to Chicago?

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

See more FAQs

Top tips for finding a cheap flight from Kailua-Kona to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $719 or less one-way.

Top 3 airlines serving from Kailua-Kona to Chicago

 
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 Chicago? 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 9137 reviews
8.6Crew
8.2Boarding
7.9Comfort
7.3Food
7.3Entertainment
Airline reviews

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

4.0 OkayRandy, May 2024SFO - SEA
Read more about Alaska Airlines reviews

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

It was fine since it ensure we went to our destination in time.

Overall good flight, smooth and on time and comfortable. Disappointing that food is not served and you can't purchase the snack packs on the plane.

The space for legs in coach is better than other Airlines you can even cross your legs!!

Like South West(2 check in baggage free) if Alaskan Airlines could give at least one check in baggage free then it would be great.

Was not happy that we had to wait an additional 50 minutes for passengers that were still in TSA. This delay made us miss our connecting flight in Seattle to get home to tuck in our two little toddlers. We ran off the plane and ran across the entire airport trying to make this flight only to get to the gate to see that they have ended boarding. So they were willing to wait for passengers in Hawaii but not Seattle?? Especially when this wasn't even our fault. I expect to receive miles for missing our flight and spending an additional 4 hours in Seattle.

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Staff being friendly would have help since the flight was delayed, again. Folks answered questions but no one seemed happy to be working today and if showed.

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

Due to delayed flight, we missed our connecting flight as well as had to wait for 11 hours for next availaible flight. Not good experience

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

Our flight was great we left Kona earlier and got into LAX almost an 1hour earlier as well. LAX AA is in repair so to get out and found our bus to get pick up was a bit confusing.

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Book cheap flights from Kailua-Kona to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Kailua-Kona to Chicago found on KAYAK in the last 72 hours.
7/21Sun
1 stopDelta
14h 42mKOA-ORD
$211
7/17Wed
1 stopDelta
14h 42mKOA-ORD
$251
7/16Tue
2 stopsDelta
15h 45mKOA-ORD
$256
7/22Mon
1 stopUnited Airlines
10h 45mKOA-ORD
$261
7/23Tue
2 stopsAlaska Airlines
13h 16mKOA-ORD
$296
7/22Mon
2 stopsAlaska Airlines
34h 16mKOA-ORD
$300
6/16Sun
1 stopAmerican Airlines
11h 06mKOA-ORD
$305
6/17Mon
1 stopUnited Airlines
11h 00mKOA-ORD
$316
7/17Wed
2 stopsAmerican Airlines
13h 47mKOA-ORD
$380
7/20Sat
2 stops
16h 40mKOA-ORD
$509

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Last minute flights from Kailua-Kona to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Kailua-Kona to Chicago that are departing in the next 10 days.
5/7Tue
multi-stopDelta
10h 54mKOA-ORD
5/14Tue
multi-stopDelta
17h 28mORD-KOA
$567
5/7Tue
multi-stopDelta
15h 37mKOA-ORD
5/14Tue
multi-stopDelta
17h 28mORD-KOA
$572
5/8Wed
multi-stopAlaska Airlines
16h 58mKOA-ORD
5/14Tue
multi-stopAlaska Airlines
11h 40mORD-KOA
$580
5/7Tue
multi-stopDelta
10h 54mKOA-ORD
5/10Fri
multi-stopDelta
16h 27mORD-KOA
$586
5/7Tue
multi-stopDelta
10h 54mKOA-ORD
5/10Fri
multi-stopDelta
15h 50mORD-KOA
$591
5/7Tue
multi-stopAlaska Airlines
12h 45mKOA-ORD
5/10Fri
multi-stopAlaska Airlines
27h 54mORD-KOA
$670
5/6Mon
multi-stopAmerican Airlines
9h 51mKOA-ORD
5/13Mon
multi-stopAmerican Airlines
12h 23mORD-KOA
$704
5/6Mon
multi-stopAmerican Airlines
11h 33mKOA-ORD
5/13Mon
multi-stopAmerican Airlines
15h 33mORD-KOA
$709
5/7Tue
multi-stopUnited Airlines
10h 45mKOA-ORD
5/13Mon
multi-stopUnited Airlines
15h 20mORD-KOA
$725
5/7Tue
multi-stopUnited Airlines
13h 12mKOA-ORD
5/10Fri
multi-stopUnited Airlines
14h 11mORD-KOA
$961

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Kailua-Kona - Chicago Flights

Departure:

Kailua-Kona (KOA)United States

Return flight deals:

Chicago - Kailua-Kona

Cabin classes:

$2,105
$1,275