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$300+ Cheap flights from Kailua-Kona to Portland, ME (KOA - PWM)

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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
KOA — PWM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Kailua-Kona to Portland

Cheapest flights from Kailua-Kona to Portland
Explore the most affordable flight options available from Kailua-Kona to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
Mon 3/910:55 pm
KOA
-
PWM
2 stops29h 54m
United Airlines
Wed 3/114:23 pm
PWM
-
KOA
2 stops25h 36m
United Airlines
Deal found 1/26$724

Find flight deals from Kailua-Kona to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Kailua-Kona (KOA) to Portland (PWM). 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 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$724
(United Airlines)

One-way from

$300
(Southwest)
Provider with most accurate pricing for Kona Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Kona Intl-Portland flights.
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From Kona Intl to Portland
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One-way flight from Kona Intl to Portland
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Kailua-Kona to Portland 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 27, 2026.
Use the filters below to find and compare flights from Kailua-Kona to Portland that are best for you.

Fly from

Kailua-Kona

Fly to

Portland

Route

Depart

Return

Price

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Mon 3/9

10:55 pm-10:49 am

2 stops29h 54m

Portland

Wed 3/11

3:44 pm-11:59 am

2 stops26h 15m

$724

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Wed 4/29

7:50 pm-3:41 pm

1 stop13h 51m

$348

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Wed 3/4

8:55 pm-6:25 pm

2 stops16h 30m

$424

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Tue 6/23

9:45 pm-1:54 pm

2 stops34h 09m

$434

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Thu 7/2

9:45 pm-1:54 pm

2 stops34h 09m

$446

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Thu 6/25

10:00 am-9:45 am

2 stops17h 45m

$453

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Mon 6/29

9:45 pm-1:54 pm

2 stops34h 09m

$476

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Fri 6/26

8:25 pm-9:00 pm

2 stops18h 35m

$483

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Fri 7/3

10:55 pm-4:57 pm

1 stop12h 02m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

  • Most accurate provider: When it comes to deals on Kailua-Kona-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Kailua-Kona-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Kailua-Kona-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Kailua-Kona-Portland, Maine 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 Kailua-Kona-Portland, Maine 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 Kailua-Kona to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Kailua-Kona 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 Kailua-Kona to Portland

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

Currently, December is the cheapest month in which you can book a flight from Kailua-Kona to Portland, Maine (average of $275). Flying from Kailua-Kona to Portland, Maine in June is currently the most expensive (average of $699). 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 Kailua-Kona to Portland. 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 Kailua-Kona to Portland, Maine?

    Departing from Kailua-Kona to Portland, Maine will take you 29h 54m. Kailua-Kona and Portland, Maine are separated by a distance of 5076 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kailua-Kona to Portland 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 Kailua-Kona to Portland, Maine?

    Currently, December is the cheapest month in which you can book a flight from Kailua-Kona to Portland, Maine (average of $275). Flying from Kailua-Kona to Portland, Maine in June is currently the most expensive (average of $699). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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