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Kailua-Kona

$448+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — KOA
Apr 4 — Apr 111
Sat 4/4
Sat 4/11
1 adult, Economy
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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 March 5, 2026.

This United Airlines deal was found by Cheapflights users on 3/1. 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.
Tue 4/146:04 am
PWM
-
KOA
2 stops15h 26m
United Airlines
Mon 4/207:30 pm
KOA
-
PWM
2 stops17h 28m
United Airlines
Deal found 3/1$807
This American Airlines deal was found by Cheapflights users on 3/3. 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.
Mon 8/106:50 pm
PWM
-
KOA
2 stops25h 18m
American Airlines
Mon 8/249:40 pm
KOA
-
PWM
2 stops15h 37m
American Airlines
Deal found 3/3$813
This American Airlines deal was found by Cheapflights users on 3/4. 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.
Thu 3/197:10 am
PWM
-
KOA
2 stops16h 49m
American Airlines
Mon 3/239:17 pm
KOA
-
PWM
2 stops19h 13m
American Airlines
Deal found 3/4$827
This United Airlines deal was found by Cheapflights users on 3/1. 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.
Tue 4/146:04 am
PWM
-
KOA
2 stops15h 26m
United Airlines
Tue 4/2112:55 pm
KOA
-
PWM
2 stops15h 27m
United Airlines
Deal found 3/1$841
This United Airlines deal was found by Cheapflights users on 3/1. 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 4/156:33 pm
PWM
-
KOA
2 stops26h 57m
United Airlines
Mon 4/207:30 pm
KOA
-
PWM
2 stops17h 28m
United Airlines
Deal found 3/1$869
This United Airlines deal was found by Cheapflights users on 3/5. 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 4/176:04 am
PWM
-
KOA
2 stops19h 38m
United Airlines
Thu 4/2312:55 pm
KOA
-
PWM
2 stops15h 27m
United Airlines
Deal found 3/5$886
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Wed 4/156:00 am
PWM
-
KOA
2 stops35h 45m
American Airlines
Tue 4/211:22 pm
KOA
-
PWM
2 stops15h 01m
American Airlines
Deal found 3/5$899
This United Airlines deal was found by Cheapflights users on 3/5. 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 4/176:04 am
PWM
-
KOA
2 stops19h 38m
United Airlines
Mon 4/207:30 pm
KOA
-
PWM
2 stops16h 02m
United Airlines
Deal found 3/5$902
This United Airlines deal was found by Cheapflights users on 3/1. 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 4/156:33 pm
PWM
-
KOA
2 stops26h 57m
United Airlines
Tue 4/2112:55 pm
KOA
-
PWM
2 stops15h 27m
United Airlines
Deal found 3/1$903

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 March 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$807
(United Airlines)

One-way from

$448
(Southwest)

Popular in

June

Cheapest in

October

Average price

$583
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
Highest demand for flights based on searches. 14% potential increase in price ($113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 5, 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

6:50 pm-2:08 pm

2 stops25h 18m

Kona Intl

Mon 8/24

9:40 pm-7:17 pm

2 stops15h 37m

$813

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Thu 3/19

7:10 am-5:59 pm

2 stops16h 49m

Kona Intl

Mon 3/23

9:17 pm-10:30 pm

2 stops19h 13m

$827
Quickest round-trip

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Tue 4/14

6:04 am-3:30 pm

2 stops15h 26m

Kona Intl

Tue 4/21

12:55 pm-10:22 am

2 stops15h 27m

$841

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Fri 4/17

6:04 am-7:42 pm

2 stops19h 38m

Kona Intl

Thu 4/23

12:55 pm-10:22 am

2 stops15h 27m

$886

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Wed 4/15

6:33 pm-3:30 pm

2 stops26h 57m

Kona Intl

Mon 4/20

7:30 pm-5:32 pm

2 stops16h 02m

$889

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Sun 4/19

4:43 pm-7:03 pm

2 stops32h 20m

Kona Intl

Sun 4/26

8:50 pm-12:05 pm

2 stops33h 15m

$930

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Mon 4/20

6:04 am-7:42 pm

2 stops19h 38m

Kona Intl

Tue 4/21

12:55 pm-10:22 am

2 stops15h 27m

$937

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Sat 4/18

6:33 pm-12:45 pm

2 stops24h 12m

Kona Intl

Mon 4/20

7:30 pm-5:32 pm

2 stops16h 02m

$964

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Sun 4/19

6:33 pm-3:30 pm

2 stops26h 57m

Kona Intl

Tue 4/21

12:55 pm-10:22 am

2 stops15h 27m

$978

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Tue 4/14

12:46 pm-7:03 pm

2 stops36h 17m

Kona Intl

Sat 4/25

8:50 pm-12:05 pm

2 stops33h 15m

$999

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 17 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 March.
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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Kailua-Kona

What is the cheapest month to book a flight from Portland, Maine to Kailua-Kona?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Kailua-Kona (average of $235). Flying from Portland, Maine to Kailua-Kona in April is currently the most expensive (average of $434). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 March 5, 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
7.2
Good
11,381 reviews

Food

6.4

Comfort

7.2

Overall

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,381 reviews
American Airlines
7.2
Good
11,381 reviews

Food

6.4

Comfort

7.2

Overall

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 19h 38m. Fly via American Airlines or United 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.

  • What is the cheapest airline to fly from Portland, Maine to Kailua-Kona round-trip?

    According to our current data, American Airlines ($585), offers the cheapest pricing from Portland, Maine to Kailua-Kona.

  • 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.

  • What is the cheapest month to book a flight from Portland, Maine to Kailua-Kona?

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Kailua-Kona (average of $235). Flying from Portland, Maine to Kailua-Kona in April is currently the most expensive (average of $434). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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.

Top airline flying from Portland to Kailua-Kona

Discover the top airline that operate flights from Portland to Kailua-Kona. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$585Average$700FlexibilityNo cancel feeOn-time71%

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