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Kailua-Kona

$400+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — KOA
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap 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 January 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$650
(United Airlines)

One-way from

$400
(Delta)
Provider with most accurate pricing for Portland-Kona Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Kona Intl flights.
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From Portland to Kona Intl
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One-way flight from Portland to Kona Intl
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Find 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 January 8, 2026.

This United Airlines deal was found by Cheapflights users on 1/7. 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 2/246:00 amPWM - KOA
2 stops19h 51mUnited Airlines
Wed 2/252:08 pmKOA - PWM
2 stops28h 12mUnited Airlines
Deal found 1/7$650
This American Airlines deal was found by Cheapflights users on 1/7. 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 1/225:20 amPWM - KOA
2 stops15h 28mAmerican Airlines
Mon 1/267:00 pmKOA - PWM
2 stops22h 07mAmerican Airlines
Deal found 1/7$757
This American Airlines deal was found by Cheapflights users on 1/5. 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.
Thu 3/57:00 amPWM - KOA
2 stops16h 59mAmerican Airlines
Sat 3/149:17 pmKOA - PWM
2 stops20h 17mAmerican Airlines
Deal found 1/5$974
This American Airlines deal was found by Cheapflights users on 1/7. 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 6/247:35 pmPWM - KOA
2 stops26h 11mAmerican Airlines
Wed 7/19:45 pmKOA - PWM
2 stops18h 55mAmerican Airlines
Deal found 1/7$1,136
This United Airlines deal was found by Cheapflights users on 1/5. 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.
Thu 3/56:00 amPWM - KOA
2 stops19h 51mUnited Airlines
Sat 3/145:20 pmKOA - PWM
1 stop21h 51mUnited Airlines
Deal found 1/5$1,182

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 January 8, 2026.
Use the filters below to find and compare flights from Portland to Kailua-Kona that are best for you.

Fly from

Portland

Fly to

Kailua-Kona

Route

Depart

Return

Price

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Tue 2/24

6:00 am-8:51 pm

2 stops19h 51m

Kona Intl

Wed 2/25

2:08 pm-11:20 pm

2 stops28h 12m

$650

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Thu 1/22

5:20 am-3:48 pm

2 stops15h 28m

Kona Intl

Mon 1/26

7:00 pm-10:07 pm

2 stops22h 07m

$757

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Thu 3/5

7:00 am-6:59 pm

2 stops16h 59m

Kona Intl

Sat 3/14

9:17 pm-11:34 pm

2 stops20h 17m

$974

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Wed 6/24

7:35 pm-3:46 pm

2 stops26h 11m

Kona Intl

Wed 7/1

9:45 pm-10:40 pm

2 stops18h 55m

$1,136

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Thu 3/5

6:00 am-8:51 pm

2 stops19h 51m

Kona Intl

Sat 3/14

5:20 pm-9:11 pm

1 stop21h 51m

$1,182

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Thu 1/22

5:30 am-6:47 pm

2 stops18h 17m

$400

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Thu 5/21

6:30 am-6:34 pm

2 stops18h 04m

$434

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Thu 5/21

6:00 am-8:02 pm

2 stops20h 02m

$458

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Fri 5/22

6:30 am-6:34 pm

2 stops18h 04m

$496

PortlandKailua-Kona

PWM - KOA

PWMKOA

Portland

Fri 5/22

4:48 pm-7:21 pm

2 stops32h 33m

$564

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 11 results
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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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Expedia the most. Expedia 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 $448). 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.

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 51m. Fly via United Airlines to get the fastest option. The distance from Portland, Maine to Kailua-Kona is about 5076 mi.

  • 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 $448). 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.

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