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$424+ Cheap flights from The Big Island to Portland, ME (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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
KOA — PWM
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from The Big Island to Portland

Cheapest flights from The Big Island to Portland
Explore the most affordable flight options available from The Big Island to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This United Airlines deal was found by Cheapflights users on 2/2. 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 3/93:28 pm
KOA
-
PWM
2 stops20h 57m
United Airlines
Wed 3/119:40 am
PWM
-
KOA
2 stops32h 19m
United Airlines
Deal found 2/2$773
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/1610:55 pm
KOA
-
PWM
2 stops17h 14m
United Airlines
Fri 2/206:00 am
PWM
-
KOA
2 stops19h 51m
United Airlines
Deal found 2/1$996

Find flight deals from The Big Island to Portland

Keep the following information in mind while searching for The Big Island to Portland flight deals. Data was last updated February 3, 2026.

Round-trip from

$773
(United Airlines)

One-way from

$424
(United Airlines)
From The Big Island to Portland
Search Deals
One-way flight from The Big Island to Portland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from The Big Island 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 February 3, 2026.
Use the filters below to find and compare flights from The Big Island to Portland that are best for you.

Fly from

The Big Island

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

4:23 pm-7:51 pm

2 stops33h 28m

$773

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Mon 2/16

10:55 pm-9:09 pm

2 stops17h 14m

Portland

Fri 2/20

6:00 am-8:51 pm

2 stops19h 51m

$996

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Wed 3/4

2:35 pm-10:49 am

2 stops15h 14m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Best time to book a flight from The Big Island to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from The Big Island 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 The Big Island to Portland

What is the cheapest month to book a flight from The Big Island to Portland, Maine?

Currently, December is the cheapest month in which you can book a flight from The Big Island to Portland, Maine (average of $275). Flying from The Big Island 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 The Big Island to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from The Big Island?

    Most people fly into Portland (PWM) if they book a flight to Portland from The Big Island. Portland is conveniently located just 2.9 mi from Portland’s city center.

  • How long is the flight from The Big Island to Portland, Maine?

    Airlines like United Airlines fly from The Big Island to Portland, Maine in about 29h 54m. The time it takes to get you to your destination can typically vary by up to . The distance between The Big Island and Portland, Maine is about 5076 mi.

  • Can I find deals for flights from The Big Island to Portland that include hotel bookings?

    Yes. In addition to deals on The Big Island to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from The Big Island to Portland?

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

  • Can I find deals for business class flights from The Big Island to Portland?

    Yes. Cheapflights offers flight deals from The Big Island 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 The Big Island to Portland, Maine?

    Currently, December is the cheapest month in which you can book a flight from The Big Island to Portland, Maine (average of $275). Flying from The Big Island 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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