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Find cheap flights from Portland to Kailua from $168

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Kailua departing on 8/24. 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
0 bags
Mon 7/1
Mon 7/8

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Good to know

Low season

November

High season

August

Cheapest flight

$168
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Portland to Honolulu

When to book flights from Portland to Kailua

Are your dates flexible? Find out the best times to travel from Portland to Kailua based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Portland to Kailua

  • Which airports will I be using when flying from Portland to Kailua?

    When flying out of Portland you’ll be using Portland. Kailua does not have its own airport so you’ll be flying into nearby Honolulu airport, which is 13.0 mi away.

  • How long does a flight from Portland to Kailua take?

    Direct flights cover the 2,601 miles separating Portland and Kailua in about 5h 55m.

  • How many flights are there between Portland and Kailua?

    6 direct flights run between Portland and Kailua on a daily basis. On average, there are about 42 departures each week.

  • What’s the cheapest day of the week to fly between Portland and Kailua?

    Consider leaving on a Wednesday and avoid Fridays if you are looking for the best rates. For your return to Portland, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

  • How does KAYAK find such low prices on flights from Portland to Kailua?

    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 Portland to Kailua.

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

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

    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 with an airline and back to Portland with another airline.

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

    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 from Portland 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 Portland to Kailua?

    In the last 72 hours, the cheapest one-way ticket between Portland and Kailua found on KAYAK was with American Airlines for $168. American Airlines offered a round-trip connection from $276 and United Airlines from $299.

See more FAQs

Top tips for finding cheap flights from Portland to Kailua

  • There is no airport in Kailua. Instead, you’ll be flying into Honolulu Airport when flying between Portland and Kailua.
  • The cheapest flight from Portland to Kailua was found 36 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is January.
See more tips

Top 5 airlines serving Portland to Kailua

 
Need help choosing which airline to fly with from Portland to Kailua? 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 9198 reviews
8.2Boarding
7.3Entertainment
7.9Comfort
7.3Food
8.6Crew
Airline reviews

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

10.0 ExcellentAnonymous, Jun 2024PDX - ORD
Read more about Alaska Airlines reviews

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

The flight both ways was pleasant and uneventful. The staff was friendly, accommodating, and overall very helpful.

The one stewardess was rude about helping me put my bag in overhead….she said “ Is it heavy ?” (I am 73 yrs old)

That flight was a terrible experience. Flying to Portland was not much better. I will not ever fly Alaska Airlines again. I have a temporary disability due to recent neurocervical surgery. I cannot lift heavy things, I cannot walk long distances without vertigo and fainting, and I required wheelchair assistance. I showed up an hour and a half before my flight. The wheelchair queue assistance person was rude and chastised me for showing up so late. An older couple showed up almost an half an hour AFTER me, and she was sweet as pie to them. There was a long wait for wheelchair assistance as they were backed up. When I got to the gate, the gate attendants were rude and again, I got chastised for being late, even though it was not my fault they were backed up. When I asked for help with my bags and boarding the plane, they told me it was my fault and they were not obligated to help me. I was treated like a big inconvenience because I had a wheelchair and I couldn't "just walk." One of them literally rolled her eyes at me. I kept silent, because I just wanted to get home and I felt like they would not let me on if I complained, but I was practically crying. When I got down to the door to board, the wheelchair person left, and I asked the flight attendants for help. They said, well, you'll have to stand there and wait, even though I said I couldn't stand very long, and another passenger said, "Oh just let me do it" and helped me down. I tried not to bother the inflight attendants, because everytime you did, they acted exasperated and stressed out. I paid $7.50 for a bag of Pirate Booty and a tiny turkey beef stick for dinner. I needed wifi to work during the flight, and it kept crashing on me repeatedly and resetting my online work, costing me valuable time. I had to pay twice to get it on my laptop and phone, but I did get a refund when I returned. When I got to NY, the Portland agents had not arranged for a wheelchair to meet me and I had to stand for fifteen minutes waiting for the very nice young man who found an empty chair and had to wheel me and another passenger with carry on luggage to the front of JFK all by himself. Never, ever again. You all should be ashamed of how you treat people with disabilities. The other people who needed assistance to get on this flight did not fare much better than me, from what I could see.

My experience for a sort flight was perfect and hassle free.

I didn’t like not knowing my seat till I got to the airport - and my boarding group was F (last).

My boarding pass birthdate was printed incorrectly causing me to spend an extra hour in a check-in and then again TSA line and to miss a chance to have dinner pre-flight. My window seat was given away and was replaced with a middle seat. I would have liked an opportunity to charge my phone and take advantage of movies but many of the departure gate chargers weren’t operational and I don’t know of an in-flight charging option, The flight left 45 late after trouble with unruly passengers, and I was glad staff removed them.

Horrible. I likely will have to spend several thousand dollars to rebook my international flights, due to their delays, plus a hotel in SF. I can’t wait to never fly them again!

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

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The crew was quick and efficient. The flight was uneventful and arrived slightly early.

My seat was broken I couldn’t put it back I have really bad back issues , the flight was 5 hours delayed and there was a drink dude harassing the entire flight

No food or entertainment because it was a short flight. Unfortunately the takeoff was delayed more than an hour

Parents with kids should all be in the same area. Sounds rude but who what's to fly 6hrs with crying and bratty kids. Just my opinion.

Ok, so I didn’t have seats, so got there very early. I was first in line only to be told, listen for your name for seats. The flight was boarding before they gave me a middle seat, way after others showed up who were given more favorable treatment. Ok, so , don’t show up early and obey all the rules??? Clearly, your gate clerks did not. What gives???

Short flight but delayed. Since its a short flight no food or entertainment necessary

We had an awesome flight attendant who came by and made sure we were okay. Checked on us often and even shared some snacks that she had brought on, like edamame with chili and garlic seasoning. Yummy!

Overall good experience. I'm just over 6ft with long legs and legroom could be better, but is on par with other airlines. Only real negative was turbulence but that's not the airlines fault.

First flight got cancelled. Got booked for another flight departing 3.5 hours later which ended up being 1hr delayed... The flight was good when we finally ended up flying.

Very friendly und helpful crew. Looking forward for some more flights in

Not worth the price of premium class ticket paid, felt more like steerage.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

On time take off…US cabins look tired and need of refresh!

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

They cancelled two flight and got us onto another airline, which was also delayed.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Book cheap flights from Portland to Kailua

Recent round-trip flight deals

9/4Wed
1 stopAmerican Airlines
10h 17mPDX-HNL
9/11Wed
1 stopAmerican Airlines
11h 03mHNL-PDX
$276
10/23Wed
1 stopUnited Airlines
7h 51mPDX-HNL
10/30Wed
1 stopUnited Airlines
10h 13mHNL-PDX
$299
10/23Wed
1 stopUnited Airlines
7h 51mPDX-HNL
10/30Wed
1 stopUnited Airlines
10h 13mHNL-PDX
$300
9/3Tue
1 stopUnited Airlines
8h 47mPDX-HNL
9/13Fri
1 stopUnited Airlines
8h 04mHNL-PDX
$305
10/29Tue
1 stopAlaska Airlines
17h 05mPDX-HNL
11/5Tue
1 stopAlaska Airlines
15h 18mHNL-PDX
$364
9/15Sun
1 stopAlaska Airlines
30h 22mPDX-HNL
9/20Fri
1 stopAlaska Airlines
13h 11mHNL-PDX
$369
9/4Wed
nonstopHawaiian Airlines
5h 55mPDX-HNL
9/13Fri
nonstopHawaiian Airlines
5h 35mHNL-PDX
$377
8/28Wed
nonstopHawaiian Airlines
5h 55mPDX-HNL
9/4Wed
nonstopHawaiian Airlines
5h 35mHNL-PDX
$391
8/27Tue
1 stopDelta
13h 45mPDX-HNL
9/3Tue
1 stopDelta
8h 22mHNL-PDX
$415
9/3Tue
1 stopDelta
23h 34mPDX-HNL
9/12Thu
1 stopDelta
22h 57mHNL-PDX
$419

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Recent one-way flight deals

8/24Sat
1 stopAmerican Airlines
10h 41mPDX-HNL
$168
11/18Mon
1 stopUnited Airlines
8h 12mPDX-HNL
$188
9/16Mon
nonstopHawaiian Airlines
5h 55mPDX-HNL
$189
10/13Sun
1 stopAlaska Airlines
16h 30mPDX-HNL
$192
10/28Mon
2 stopsAlaska Airlines
18h 01mPDX-HNL
$197
7/10Wed
1 stopHawaiian Airlines
11h 15mPDX-HNL
$226
6/8Sat
1 stopDelta
7h 51mPDX-HNL
$250
7/9Tue
1 stopDelta
9h 40mPDX-HNL
$258
9/27Fri
3 stopsWestJet
35h 01mPDX-HNL
$349
10/14Mon
3 stopsWestJet
35h 01mPDX-HNL
$424

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Last minute flights from Portland to Kailua

Last minute flight, train and bus deals

6/2Sun
nonstopAlaska Airlines
5h 58mPDX-HNL
6/6Thu
nonstopAlaska Airlines
5h 39mHNL-PDX
$481
6/2Sun
nonstopAlaska Airlines
5h 58mPDX-HNL
6/6Thu
multi-stopAlaska Airlines
18h 00mHNL-PDX
$490
6/6Thu
multi-stopDelta
10h 07mPDX-HNL
6/10Mon
multi-stopDelta
9h 25mHNL-PDX
$500
6/6Thu
nonstopHawaiian Airlines
5h 50mPDX-HNL
6/10Mon
nonstopHawaiian Airlines
5h 35mHNL-PDX
$509
6/6Thu
multi-stopHawaiian Airlines
12h 00mPDX-HNL
6/10Mon
nonstopHawaiian Airlines
5h 35mHNL-PDX
$524
6/2Sun
multi-stopDelta
7h 44mPDX-HNL
6/6Thu
multi-stopDelta
11h 01mHNL-PDX
$530
6/6Thu
multi-stopUnited Airlines
12h 19mPDX-HNL
6/11Tue
multi-stopUnited Airlines
8h 13mHNL-PDX
$605
6/2Sun
multi-stopUnited Airlines
12h 21mPDX-HNL
6/6Thu
multi-stopUnited Airlines
8h 13mHNL-PDX
$635
6/6Thu
multi-stopAmerican Airlines
14h 48mPDX-HNL
6/10Mon
multi-stopAmerican Airlines
13h 18mHNL-PDX
$937
6/3Mon
multi-stopAmerican Airlines
13h 39mPDX-HNL
6/6Thu
multi-stopAmerican Airlines
12h 28mHNL-PDX
$972

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