HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kailua-Kona

$444+ Cheap flights from Portland, ME to Kailua-Kona (PWM - KOA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — KOA
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Kailua-Kona with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to Kailua-Kona

Cheapest flights from Portland to Kailua-Kona
Explore the most affordable flight options available from Portland to Kailua-Kona. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.

This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:05 am
PWM
-
KOA
2 stops19h 12m
Delta
Tue 9/18:40 pm
KOA
-
PWM
2 stops19h 53m
Delta
Deal found 5/19$704
This United Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:49 am
PWM
-
KOA
2 stops15h 46m
United Airlines
Tue 9/18:00 pm
KOA
-
PWM
1 stop13h 51m
United Airlines
Deal found 5/19$790
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:05 am
PWM
-
KOA
2 stops19h 12m
Delta
Mon 8/249:55 pm
KOA
-
PWM
2 stops21h 04m
Delta
Deal found 5/19$828
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:05 am
PWM
-
KOA
2 stops19h 12m
Delta
Thu 8/209:06 pm
KOA
-
PWM
2 stops20h 14m
Delta
Deal found 5/16$836
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
PWM
-
KOA
2 stops18h 34m
Delta
Thu 10/228:40 pm
KOA
-
PWM
2 stops21h 09m
Delta
Deal found 5/19$861
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
PWM
-
KOA
2 stops15h 40m
American Airlines
Tue 8/253:35 pm
KOA
-
PWM
2 stops20h 31m
American Airlines
Deal found 5/20$870
This United Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:49 am
PWM
-
KOA
2 stops15h 46m
United Airlines
Thu 10/227:35 pm
KOA
-
PWM
1 stop14h 25m
United Airlines
Deal found 5/19$898
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
PWM
-
KOA
2 stops19h 17m
Delta
Tue 6/238:50 pm
KOA
-
PWM
2 stops22h 02m
Delta
Deal found 5/19$908
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 am
PWM
-
KOA
2 stops19h 17m
Delta
Mon 8/249:55 pm
KOA
-
PWM
2 stops21h 04m
Delta
Deal found 5/16$951

Find flight deals from Portland to Kailua-Kona

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Kailua-Kona (KOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$704
(Delta)

One-way from

$444
(American Airlines)
Provider with most accurate pricing for Portland-Kona Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Kona Intl flights.
Search Deals
From Portland to Kona Intl
Search Deals
One-way flight from Portland to Kona Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Kailua-Kona that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 20, 2026.
Use the filters below to find and compare flights from Portland to Kailua-Kona that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Mon 8/10

6:05 am-7:17 pm

2 stops19h 12m

Kona Intl

Mon 8/24

9:55 pm-12:59 am

2 stops21h 04m

$838

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Tue 8/11

6:00 am-3:40 pm

2 stops15h 40m

Kona Intl

Tue 8/25

3:35 pm-6:06 pm

2 stops20h 31m

$870
Quickest round-trip

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Fri 9/11

9:49 am-7:35 pm

2 stops15h 46m

Kona Intl

Thu 10/22

7:35 pm-4:00 pm

1 stop14h 25m

$898

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Sun 8/9

6:00 am-7:17 pm

2 stops19h 17m

Kona Intl

Mon 8/24

9:55 pm-12:59 am

2 stops21h 04m

$951

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Fri 9/25

6:00 am-6:34 pm

2 stops18h 34m

Kona Intl

Fri 10/2

8:40 pm-11:59 pm

2 stops21h 19m

$961

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Mon 8/10

6:46 pm-3:40 pm

2 stops26h 54m

Kona Intl

Mon 8/24

3:35 pm-6:06 pm

2 stops20h 31m

$974

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Fri 10/30

9:34 am-7:36 pm

2 stops16h 02m

Kona Intl

Sat 11/7

2:20 pm-10:44 am

2 stops15h 24m

$1,011

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Mon 8/10

6:00 am-7:17 pm

2 stops19h 17m

Kona Intl

Tue 8/25

9:55 pm-11:20 pm

2 stops19h 25m

$1,033

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Tue 6/16

6:00 am-7:31 pm

2 stops19h 31m

Kona Intl

Tue 6/23

8:00 pm-3:49 pm

1 stop13h 49m

$1,072
Cheapest one-way
Quickest one-way

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Tue 5/26

6:00 am-4:58 pm

2 stops16h 58m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Compare providers for flights from Portland to Kailua-Kona

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Kailua-Kona in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Kailua-Kona flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Kailua-Kona flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Kailua-Kona flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Kailua-Kona flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Kailua-Kona flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Kailua-Kona

Have a flexible travel schedule? Discover the best time to fly to Kailua-Kona from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Kailua-Kona

Get insights into the airlines that provide service to Kailua-Kona. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kailua-Kona. Reviews last updated May 20, 2026.
Peruse reviews from past customers who have flown with American Airlines from Portland to Kailua-Kona to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,642 reviews

Comfort

7.2

Overall

7.1

Boarding

7.5

Crew

7.9

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,642 reviews
American Airlines
7.1
Good
11,642 reviews

Comfort

7.2

Overall

7.1

Boarding

7.5

Crew

7.9

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

Related info for your journey

Find useful and relevant information for your journey from Portland to Kailua-Kona. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland, Maine to Kailua-Kona?

    There are many flights that can get you from Portland, Maine to Kailua-Kona in 15h 40m. Fly via Delta or American Airlines to get the fastest option. The distance from Portland, Maine to Kailua-Kona is about 5076 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Portland to Kailua-Kona that include hotel bookings?

    Yes. In addition to deals on Portland to Kailua-Kona flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Kailua-Kona?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Kailua-Kona.

  • Can I find deals for business class flights from Portland to Kailua-Kona?

    Yes. Cheapflights offers flight deals from Portland to Kailua-Kona by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.