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Maui

$502+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
May 15 — May 221
Fri 5/15
Fri 5/22
1 adult, Economy
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Cheap 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 April 15, 2026.

This United Airlines deal was found by Cheapflights users on 4/13. 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 4/286:04 am
PWM
-
OGG
2 stops15h 11m
United Airlines
Sat 5/25:05 pm
OGG
-
PWM
1 stop11h 18m
United Airlines
Deal found 4/13$810
This American Airlines deal was found by Cheapflights users on 4/14. 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 4/216:00 am
PWM
-
OGG
2 stops19h 56m
American Airlines
Tue 4/283:03 pm
OGG
-
PWM
2 stops14h 12m
American Airlines
Deal found 4/14$815
This United Airlines deal was found by Cheapflights users on 4/14. 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 4/147:33 pm
PWM
-
OGG
2 stops23h 10m
United Airlines
Sat 4/1812:03 pm
OGG
-
PWM
2 stops15h 22m
United Airlines
Deal found 4/14$1,052
This American Airlines deal was found by Cheapflights users on 4/14. 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 4/146:01 pm
PWM
-
OGG
2 stops26h 27m
American Airlines
Sat 4/186:09 pm
OGG
-
PWM
2 stops16h 11m
American Airlines
Deal found 4/14$1,064
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/287:10 am
PWM
-
OGG
3 stops18h 46m
American Airlines
Sat 5/29:48 pm
OGG
-
PWM
2 stops18h 58m
American Airlines
Deal found 4/13$1,070
This American Airlines deal was found by Cheapflights users on 4/12. 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.
Fri 7/2412:13 pm
PWM
-
OGG
2 stops15h 11m
American Airlines
Fri 7/319:17 pm
OGG
-
PWM
2 stops18h 00m
American Airlines
Deal found 4/12$1,127
This United Airlines deal was found by Cheapflights users on 4/12. 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.
Fri 7/245:15 am
PWM
-
OGG
2 stops14h 30m
United Airlines
Fri 7/319:59 pm
OGG
-
PWM
1 stop13h 00m
United Airlines
Deal found 4/12$1,348
This United Airlines deal was found by Cheapflights users on 4/14. 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 4/216:04 am
PWM
-
OGG
2 stops16h 00m
United Airlines
Tue 4/287:50 pm
OGG
-
PWM
3 stops15h 42m
United Airlines
Deal found 4/14$1,507
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 12/185:40 am
PWM
-
OGG
2 stops17h 55m
American Airlines
Fri 1/12:48 pm
OGG
-
PWM
2 stops16h 23m
American Airlines
Deal found 4/14$1,783

Find flight deals from Portland to Maui

Keep the following information in mind while searching for Portland to Maui flight deals. Data was last updated April 15, 2026.

Round-trip from

$810
(United Airlines)

One-way from

$502
(American Airlines)
From Portland to Maui
Search Deals
One-way flight from Portland to Maui
Search Deals

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 April 15, 2026.
Use the filters below to find and compare flights from Portland to Maui that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 4/28

6:04 am-3:15 pm

2 stops15h 11m

Kahului

Sat 5/2

5:05 pm-10:23 am

1 stop11h 18m

$810

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 4/28

7:10 am-7:56 pm

3 stops18h 46m

Kahului

Sat 5/2

9:48 pm-10:46 pm

2 stops18h 58m

$1,070

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 7/24

12:13 pm-9:24 pm

2 stops15h 11m

Kahului

Fri 7/31

9:17 pm-9:17 pm

2 stops18h 00m

$1,127

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 7/24

5:15 am-1:45 pm

2 stops14h 30m

Kahului

Fri 7/31

9:59 pm-4:59 pm

1 stop13h 00m

$1,348
Cheapest one-way

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 10/11

7:20 pm-2:03 pm

2 stops24h 43m

$502
Quickest one-way

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 10/11

7:22 pm-11:44 am

3 stops22h 22m

$667

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Sorted by cheapest first

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, June is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $244). Flying from Portland, Maine to Maui in May is currently the most expensive (average of $478). 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 April 15, 2026.
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
9,589 reviews

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,589 reviews
United Airlines
7.4
Good
9,589 reviews

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 15h 11m. The time it takes to get you to your destination can typically vary by up to 3h 35m. 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, June is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $244). Flying from Portland, Maine to Maui in May is currently the most expensive (average of $478). 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

Browse thousands of different options on Cheapflights for your next trip

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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 April 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$469Average$469FlexibilityNo cancel feeOn-time69%

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