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$517+ Cheap flights from Portland, ME (PWM) to Maui

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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Find flight deals from Portland to Maui

Cheapest flights from Portland to Maui
Explore the most affordable flight options available from Portland to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.

This Delta deal was found by Cheapflights users on 11/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:15 amPWM - OGG
2 stops19h 03mDelta
Sun 12/710:00 pmOGG - PWM
2 stops20h 59mDelta
Deal found 11/18$732
This United Airlines deal was found by Cheapflights users on 11/18. 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 12/36:00 amPWM - OGG
3 stops19h 56mUnited Airlines
Sun 12/79:05 pmOGG - PWM
2 stops16h 37mUnited Airlines
Deal found 11/18$914
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Tue 12/23:52 pmPWM - OGG
2 stops26h 25mAmerican Airlines
Sat 12/611:00 pmOGG - PWM
2 stops19h 00mAmerican Airlines
Deal found 11/17$981
This United Airlines deal was found by Cheapflights users on 11/17. 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 12/26:00 amPWM - OGG
3 stops19h 56mUnited Airlines
Sat 12/69:05 pmOGG - PWM
2 stops16h 37mUnited Airlines
Deal found 11/17$1,017

Cheap flight deals from Portland to Maui

Keep the following information in mind while searching for Portland to Maui flight deals. Data was last updated November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$732
(Delta)

One-way from

$517
(American Airlines)
Provider with most accurate pricing for Portland-Kahului flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Kahului flights.
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From Portland to Maui
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One-way flight from Portland to Maui
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Maui 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 November 18, 2025.
Use the filters below to find and compare flights from Portland to Maui that are best for you.

Fly from

Portland

Fly to

Maui

Route

Depart

Return

Price

PortlandKahului

PWM - OGG

PWMOGG

Portland

Wed 12/3

6:00 am-8:56 pm

3 stops19h 56m

Kahului

Sun 12/7

9:05 pm-6:42 pm

2 stops16h 37m

$914

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 12/2

3:52 pm-1:17 pm

2 stops26h 25m

Kahului

Sat 12/6

11:00 pm-11:00 pm

2 stops19h 00m

$981

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 12/2

6:00 am-8:56 pm

3 stops19h 56m

Kahului

Sat 12/6

9:05 pm-6:42 pm

2 stops16h 37m

$1,017

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 12/18

9:30 am-2:44 pm

1 stop34h 14m

$680

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 12/18

7:17 am-9:41 pm

3 stops19h 24m

$858

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Best time to book a flight from Portland to Maui

Have a flexible travel schedule? Discover the best time to fly to Maui 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 Maui

What is the cheapest month to book a flight from Portland, Maine to Maui?

Currently, October is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $273). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $470). 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 Maui

Get insights into the airlines that provide service to Maui. 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 Maui. Reviews last updated November 18, 2025.
Read reviews from past customers who have flown United Airlines from Portland to Maui. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,019 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,019 reviews
United Airlines
7.4
Good
9,019 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Portland to Maui. 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 from for flights from Portland to Maui?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly out of when you book flights from Portland to Maui.

  • How long is the flight from Portland, Maine to Maui?

    Airlines like United Airlines and American Airlines fly from Portland, Maine to Maui in about 19h 56m. The time it takes to get you to your destination can typically vary by up to 6h 29m. The distance from Portland, Maine to Maui is about 5042 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Portland to Maui that include hotel bookings?

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

  • How can I find direct flights from Portland to Maui?

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

  • Can I find deals for business class flights from Portland to Maui?

    Yes. Cheapflights offers flight deals from Portland to Maui 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 Maui?

    Currently, October is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $273). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $470). 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

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Top airline flying from Portland to Maui

Discover the top airline that operate flights from Portland to Maui. 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$828Average$1,199FlexibilityNo cancel feeOn-time69%

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