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CHI - KOA

$249 Find cheap flights from Chicago 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 Chicago to Kailua-Kona departing on 7/11. 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
0 bags
Sat 6/15
Sat 6/22

Search 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
In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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

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

 
These are the cheapest deals for flights from Chicago to Kailua-Kona currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Kailua-Kona

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Kailua-Kona.

Recent one-way flight deals from Chicago to Kailua-Kona

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Kailua-Kona found on KAYAK recently.

Recent last minute flight deals from Chicago to Kailua-Kona

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Kailua-Kona.

Recent direct flight deals from Chicago to Kailua-Kona

The latest deals for direct flights from Chicago to Kailua-Kona so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Kailua-Kona

Find recent round-trip train or bus tickets from Chicago to Kailua-Kona.

All round-trip flight deals to Kailua-Kona

The cheapest plane tickets to Kailua-Kona found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:20 pm - 8:59 pmORD-KOA
28h 39m1 stop
3:11 pm - 6:29 pmKOA-ORD
22h 18m1 stop
$421Alaska Airlines
Find Deal
Fri, May 31 - Mon, Jun 3
3:44 pm - 9:22 pmORD-KOA
10h 38m1 stop
7:35 pm - 11:35 amKOA-ORD
11h 00m1 stop
$422United Airlines
Find Deal
Fri, May 31 - Mon, Jun 3
6:00 am - 12:52 pmORD-KOA
11h 52m1 stop
2:22 pm - 9:45 amKOA-ORD
14h 23m2 stops
$427American Airlines
Find Deal
Fri, Aug 16 - Tue, Aug 20
6:00 am - 6:25 pmORD-KOA
17h 25m2 stops
8:45 pm - 4:35 pmKOA-ORD
14h 50m2 stops
$432Delta
Find Deal
Fri, Aug 16 - Tue, Aug 20
9:35 am - 6:25 pmMDW-KOA
13h 50m2 stops
8:45 pm - 5:03 pmKOA-MDW
15h 18m2 stops
$432Delta
Find Deal
Fri, Aug 16 - Tue, Aug 20
6:00 am - 8:59 pmORD-KOA
19h 59m1 stop
12:29 pm - 5:15 amKOA-ORD
11h 46m1 stop
$444Alaska Airlines
Find Deal
Thu, Jun 6 - Thu, Jun 13
7:30 am - 5:14 pmORD-KOA
14h 44m1 stop
9:45 pm - 5:57 pmKOA-ORD
15h 12m2 stops
$449Delta
Find Deal
Fri, Sep 6 - Wed, Sep 11
7:26 am - 5:22 pmORD-KOA
14h 56m1 stop
9:45 pm - 1:18 pmKOA-ORD
10h 33m1 stop
$452Delta
Find Deal
Wed, Sep 18 - Wed, Sep 25
6:00 am - 12:52 pmORD-KOA
11h 52m1 stop
1:35 pm - 6:00 amKOA-ORD
11h 25m1 stop
$494American Airlines
Find Deal
Sun, Sep 1 - Sat, Sep 7
10:40 am - 7:24 pmORD-KOA
13h 44m1 stop
12:58 pm - 5:57 amKOA-ORD
11h 59m1 stop
$510United Airlines
Find Deal
Sat, Aug 24 - Sat, Aug 31
12:55 pm - 9:22 pmORD-KOA
13h 27m1 stop
$249United Airlines
Find Deal
Thu, Jul 11
2:10 pm - 9:22 pmORD-KOA
12h 12m1 stop
$281United Airlines
Find Deal
Wed, Jun 5
10:40 am - 9:22 pmORD-KOA
15h 42m2 stops
$286United Airlines
Find Deal
Wed, Jun 5
6:55 am - 5:06 pmORD-KOA
15h 11m1 stop
$291Delta
Find Deal
Mon, Jul 1
7:22 pm - 9:00 pmORD-KOA
30h 38m1 stop
$293Alaska Airlines
Find Deal
Wed, Jun 19
8:00 am - 9:59 amORD-KOA
30h 59m1 stop
$296Alaska Airlines
Find Deal
Sat, Jul 13
8:00 am - 9:59 amORD-KOA
30h 59m1 stop
$326Alaska Airlines
Find Deal
Fri, Jul 12
6:00 am - 6:35 pmMDW-KOA
17h 35m2 stops
$333Delta
Find Deal
Wed, Jun 5
5:16 am - 3:21 pmORD-KOA
15h 05m1 stop
$343United Airlines
Find Deal
Sun, Jul 14
6:05 am - 6:33 pmORD-KOA
17h 28m2 stops
$349Delta
Find Deal
Sun, Aug 4
10:35 am - 4:58 pmORD-KOA
11h 23m1 stop
2:05 pm - 6:00 amKOA-ORD
10h 55m1 stop
$472American Airlines
Find Deal
Tue, May 21 - Tue, May 28
10:35 am - 4:58 pmORD-KOA
11h 23m1 stop
2:05 pm - 9:25 amKOA-ORD
14h 20m2 stops
$477American Airlines
Find Deal
Tue, May 21 - Tue, May 28
6:00 am - 5:30 pmORD-KOA
16h 30m1 stop
9:40 pm - 1:34 pmKOA-ORD
10h 54m1 stop
$562Delta
Find Deal
Sat, May 18 - Wed, May 29
9:46 am - 6:35 pmMDW-KOA
13h 49m2 stops
9:40 pm - 6:07 pmKOA-MDW
15h 27m2 stops
$562Delta
Find Deal
Sun, May 19 - Wed, May 29
10:35 am - 4:58 pmORD-KOA
11h 23m1 stop
2:05 pm - 6:00 amKOA-ORD
10h 55m1 stop
$566American Airlines
Find Deal
Tue, May 21 - Sun, May 26
10:35 am - 4:58 pmORD-KOA
11h 23m1 stop
2:05 pm - 8:35 amKOA-ORD
13h 30m2 stops
$571American Airlines
Find Deal
Tue, May 21 - Sun, May 26
6:30 am - 4:58 pmORD-KOA
15h 28m2 stops
2:05 pm - 9:25 amKOA-ORD
14h 20m2 stops
$590American Airlines
Find Deal
Tue, May 21 - Tue, May 28
7:10 am - 3:34 pmORD-KOA
13h 24m1 stop
12:25 pm - 5:22 amKOA-ORD
11h 57m1 stop
$612United Airlines
Find Deal
Tue, May 21 - Thu, May 30
6:10 am - 1:16 pmORD-KOA
12h 06m1 stop
12:25 pm - 5:22 amKOA-ORD
11h 57m1 stop
$618United Airlines
Find Deal
Sat, May 18 - Fri, May 31
7:29 pm - 3:48 pmORD-KOA
25h 19m1 stop
8:13 pm - 6:29 pmKOA-ORD
17h 16m1 stop
$664Alaska Airlines
Find Deal
Sat, May 18 - Sat, May 25

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

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

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

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Kailua-Kona.
Our data shows that the cheapest route for a one-way flight from Chicago to Kailua-Kona cost $588 and was between Chicago O'Hare Intl Airport and Kailua-Kona. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $1,984.

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

The average price of all flights from Chicago to Kailua-Kona clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Kailua-Kona on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Chicago to Kailua-Kona. For your return ticket, we recommend flying on a Monday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Chicago to Kailua-Kona?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago 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 to Kailua-Kona is April, where tickets cost $548 on average. On the other hand, the most expensive months are March and December, where the average cost of tickets is $996 and $842 respectively.

How far in advance should I book a flight from Chicago to Kailua-Kona?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Kailua-Kona, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Kailua-Kona, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 64 days before departure.

Which airlines provide the cheapest flights from Chicago to Kailua-Kona?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Kailua-Kona from Chicago were found on United Airlines ($249) and Delta ($291), and the lowest round-trip tickets were found on Alaska Airlines ($421) and United Airlines ($422).

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

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 2 cabin class options for the route. These are First and 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

May

High season

July

Cheapest flight

$249
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago O'Hare Airport to Kailua-Kona

When to book flights from Chicago to Kailua-Kona

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

  • Consider flying First Class when traveling with American Airlines from Chicago to Kailua-Kona. The airline's First Class ticket comes with priority privileges like speed through security, check-in and boarding at the airports, and priority bag handling after your flight. You also get to enjoy comfy seats, premium dining, and free in-flight entertainment.

    What are the common stopover options for flights from Chicago to Kailua Kona?

  • Flights from Chicago to Kailua Kona are generally connecting flights, as there are no direct flights at the moment. These flights have layovers in different cities depending on the airline. Most airlines flying from Chicago to Kailua-Kona have layovers in Seattle, Tacoma (SEA), Los Angeles (LAX), San Francisco (SFO), Atlanta (ATL), Honolulu (HNL), and Denver (DEN).

    Which airlines flying from Chicago to Kailua-Kona assist passengers with special needs?

  • Each airline flying from Chicago to Kailua-Kona offer assistance services for passengers with special needs. Every airline on this route runs a wheelchair assistance program to help travelers with reduced mobility easily get through the airport. If you need a wheelchair for your travel, we recommend informing your airline at least 48 hours before your flight to ensure it is available. These airlines also have attendants who assist passengers with special needs when boarding, moving to and from seats, or disembarking from planes.

    How can I get from the Kailua International Airport to Downtown Kailua-Kona?

  • There are several transportation options from Kona Airport to Kailua-Kona. Buses offer one of the most affordable and convenient ways of completing the trip from the airport to Kailua-Kona. Bus Line 202 runs from the airport to Luhia Street. The buses are operated by Hele-On Bus and depart the airport every 30 minutes. Alternatively, you can taxi or drive from the airport to Kailua-Kona.

    Which airlines flying from Chicago to Kailua-Kona offer better pet policies?

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

    In the last 3 days, the lowest price for a flight from Chicago to Kailua-Kona was $249 for a one-way ticket and $421 for a round-trip.

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

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

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

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Kona Intl.

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

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

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

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Chicago 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?

    Los Angeles is the most popular layover city among KAYAK users traveling from Chicago 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 $679 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 $656 and an overall rating of 8.0.

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

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago 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 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 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 with another airline.

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

  • If you have a carry-on bag, consider flying with American Airlines on the NYC to BGR route. The airline allows you to board with one standard carry-on bag, which should have 40 lb at most of the weight. Its maximum dimensions must not exceed 22 x 14 x 9 inches. Also, you can have a personal item with sizes 18 x 14 x 8 inches, which must fit under the seat.
  • Flights from Chicago to Kailua-Kona depart from either Chicago O’Hare International Airport (ORD) or Chicago Midway Airport (MDW). Of the two Chicago airports, ORD handles more flights to Kailua-Kona than MDW. Therefore, consider flying from ORD to get more flight options.
  • Consider flying from Chicago MDW to Ellison Onizuka Kona International Airport (KOA) if you want to avoid long queues at the departure airport. MDW is usually less crowded than ORD. Therefore, you will spend less time getting through the airport for your flight.
  • Consider booking American Airlines or United when flying from Chicago ORD to Kailua-Kona. The airport is a hub for these two airlines; therefore, flying with them will give you more flight options. You will also get a way to access United Club and American Airlines Admirals Club at ORD by paying at the door.
  • You are welcome to use the pet relief areas at ORD when traveling with your pet from Chicago to Kailua-Kona. Outdoor pet relief areas are outside Door 1A, Door 2A, Door 5B, and near Lotto Booth in Terminal 1 Main Hall.
See more tips

Top 4 airlines serving from Chicago 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 Chicago 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 9157 reviews
8.2Boarding
8.6Crew
7.9Comfort
7.3Entertainment
7.3Food
Airline reviews

I enjoyed the leg room at my seat, but I was in an exit row.

6.0 GoodAnonymous, May 2024SFO - EWR
Read more about Alaska Airlines reviews

I enjoyed the leg room at my seat, but I was in an exit row.

Why do you ask about food when only a snack is served? Actual food needs to be bought.

There was an older male crew member that was very rude to me when doing the last checks before pulling back from the terminal. There is a polite way to tell someone to put their bag under the seat. It was Mother’s Day and my mom has recently passed so it was a tough morning for me in general. There was no need to make for the snide remark “ I don’t know how many times we have said this already” as you walked away. I had held it together all morning and this interaction brought me to tears. love Alaska Airlines and this is the first time I’ve had a negative experience.

Delayed an hour and sat without updates. Ended up an hour late to destination

The flight was decent again if there was a place that you could put crying children that would be great. Or maybe make a rule against allowing infants on the plane.

Comfortable seat, plenty of leg room which is so rare, overhead bin comfortably accommodated my carry-on bag. Deli box was tasty, service was good, bathrooms were clean. Uneventful flight, which I appreciate. Departed on time and landed early.

The maintenance delay was seemingly handled very poorly... Little to no information was provided to the passengers sitting on board for an extended period of time. On a brighter note, at least the cabin crew (flight attendants) did the best they could. They seemingly were provided very little information with regards to the delay. Unless absolutely beyond my control, I can’t imagine buying a ticket on Alaska airlines again, based on this and a previous experience my wife recently had, along with complaints overheard from other passengers.

Honestly, there was not much they could do. Due to wind, the flight was delayed for several hours because we had to be diverted to San Jose where we needed to refuel before departing to Hawaii. Wish they had offered some snacks during the delays/diversion because we had to wait such a long time to finally get our food served during the flight after leaving California.

While the flight and the legroom was good boarding took a long time. The different groups Boarding made no sense as those in the back of the flight boarded last causing delays as people try to find room for their luggage in the upper bins. While there were plenty of seats on the flights We were spaced so that some rows were filled and others were empty. My first flight was very crowded and uncomfortable. On the way back both flights did not have Wi-Fi nor the entertainment package. We were only made aware of this a few hours before the flight. Since the flight was in the morning, I was asleep and was not able to download Books or other media to my phone. This is my first time flying Alaska airlines and I will admit to thinking twice before I do so again.

Our flight was delayed by six hours, our plane never left Portland the night before but the airline didn’t inform anyone till two hours before a six am flight. The plane, our plane never left the west coast! No plane no flight, simply let folks know when you know, not hours and hours later. No one apologized, no one said much of anything, we were just expected to wait quietly and await instructions.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

Left 2 hours later for delayed I had to take care a kid with special need since people don’t want to move to accommodate the rest of the family. . It wasn’t bad but that made me upset that people can be that selfish.

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Kailua-Kona

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Kailua-Kona found on KAYAK in the last 72 hours.
7/11Thu
1 stopUnited Airlines
13h 27mORD-KOA
$249
6/5Wed
1 stopUnited Airlines
12h 12mORD-KOA
$281
6/5Wed
2 stopsUnited Airlines
15h 42mORD-KOA
$286
7/1Mon
1 stopDelta
15h 11mORD-KOA
$291
6/19Wed
1 stopAlaska Airlines
30h 38mORD-KOA
$293
7/13Sat
1 stopAlaska Airlines
30h 59mORD-KOA
$296
7/12Fri
1 stopAlaska Airlines
30h 59mORD-KOA
$326
6/5Wed
2 stopsDelta
17h 35mMDW-KOA
$333
7/14Sun
1 stopUnited Airlines
15h 05mORD-KOA
$343
8/4Sun
2 stopsDelta
17h 28mORD-KOA
$349

Search by stops

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Last minute flights from Chicago to Kailua-Kona

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 Chicago to Kailua-Kona that are departing in the next 10 days.
5/21Tue
multi-stopAmerican Airlines
11h 23mORD-KOA
5/28Tue
multi-stopAmerican Airlines
10h 55mKOA-ORD
$472
5/21Tue
multi-stopAmerican Airlines
11h 23mORD-KOA
5/28Tue
multi-stopAmerican Airlines
14h 20mKOA-ORD
$477
5/18Sat
multi-stopDelta
16h 30mORD-KOA
5/29Wed
multi-stopDelta
10h 54mKOA-ORD
$562
5/19Sun
multi-stopDelta
13h 49mMDW-KOA
5/29Wed
multi-stopDelta
15h 27mKOA-MDW
$562
5/21Tue
multi-stopAmerican Airlines
11h 23mORD-KOA
5/26Sun
multi-stopAmerican Airlines
10h 55mKOA-ORD
$566
5/21Tue
multi-stopAmerican Airlines
11h 23mORD-KOA
5/26Sun
multi-stopAmerican Airlines
13h 30mKOA-ORD
$571
5/21Tue
multi-stopAmerican Airlines
15h 28mORD-KOA
5/28Tue
multi-stopAmerican Airlines
14h 20mKOA-ORD
$590
5/21Tue
multi-stopUnited Airlines
13h 24mORD-KOA
5/30Thu
multi-stopUnited Airlines
11h 57mKOA-ORD
$612
5/18Sat
multi-stopUnited Airlines
12h 06mORD-KOA
5/31Fri
multi-stopUnited Airlines
11h 57mKOA-ORD
$618
5/18Sat
multi-stopAlaska Airlines
25h 19mORD-KOA
5/25Sat
multi-stopAlaska Airlines
17h 16mKOA-ORD
$664

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Flights to Kailua-Kona

Destination:

Kailua-Kona (KOA)United States

Return flight deals:

Kailua-Kona - Chicago

Cabin classes:

$2,171
$5,385
$1,330
$1,984