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$586+ Cheap flights from The Big Island to Portland, ME (PWM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
KOA — PWM
May 10 — May 171
Sat 5/10
Sat 5/17
1 adult, Economy
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Cheap 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 May 5, 2025.

Round-trip from

$586
(American Airlines)
From The Big Island to Portland
Search Deals

Find 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 May 5, 2025.

This American Airlines deal was found by Cheapflights users on 5/4. 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 9/1811:20 pmKOA - PWM
2 stops15h 00mAmerican Airlines
Mon 9/226:02 pmPWM - KOA
2 stops25h 40mAmerican Airlines
Deal found 5/4$586
This United Airlines deal was found by Cheapflights users on 5/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/171:10 pmKOA - PWM
2 stops24h 01mUnited Airlines
Sat 5/247:09 pmPWM - KOA
2 stops30h 54mUnited Airlines
Deal found 5/4$947

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 May 5, 2025.
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

Thu 9/18

11:20 pm-8:20 pm

2 stops15h 00m

Portland

Mon 9/22

6:02 pm-1:42 pm

2 stops25h 40m

$586

Kailua-KonaPortland

KOA - PWM

KOAPWM

Kona Intl

Sat 5/17

1:10 pm-7:11 pm

2 stops24h 01m

Portland

Sat 5/24

7:09 pm-8:03 pm

2 stops30h 54m

$947

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

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

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated May 5, 2025.
United Airlines
7.4
Good
8,702 reviews

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,702 reviews
United Airlines
7.4
Good
8,702 reviews

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,702 reviews

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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.

  • 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, January is the cheapest month in which you can book a flight from The Big Island to Portland, Maine (average of $296). Flying from The Big Island to Portland, Maine in May is currently the most expensive (average of $405). 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 The Big Island?

Book flights to The Big Island if you plan to visit one of these locations
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

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