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Maui

$296+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
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 January 20, 2026.

This United Airlines deal was found by Cheapflights users on 1/19. 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 1/276:00 am
PWM
-
OGG
2 stops19h 46m
United Airlines
Wed 1/288:50 pm
OGG
-
PWM
2 stops17h 02m
United Airlines
Deal found 1/19$915
This American Airlines deal was found by Cheapflights users on 1/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:57 pm
PWM
-
OGG
2 stops23h 19m
American Airlines
Sat 3/1410:42 pm
OGG
-
PWM
2 stops18h 52m
American Airlines
Deal found 1/18$977
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Sat 8/16:00 am
PWM
-
OGG
2 stops20h 08m
American Airlines
Thu 8/610:00 pm
OGG
-
PWM
2 stops18h 45m
American Airlines
Deal found 1/19$1,081
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Sun 8/25:36 pm
PWM
-
OGG
2 stops23h 58m
American Airlines
Fri 8/710:00 pm
OGG
-
PWM
2 stops18h 45m
American Airlines
Deal found 1/19$1,106
This American Airlines deal was found by Cheapflights users on 1/17. 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.
Sat 4/185:32 am
PWM
-
OGG
2 stops20h 23m
American Airlines
Fri 4/243:03 pm
OGG
-
PWM
2 stops14h 12m
American Airlines
Deal found 1/17$1,202
This United Airlines deal was found by Cheapflights users on 1/18. 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.
Sat 3/75:45 am
PWM
-
OGG
1 stop13h 58m
United Airlines
Sat 3/1410:00 pm
OGG
-
PWM
2 stops14h 25m
United Airlines
Deal found 1/18$1,527

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 January 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$977
(American Airlines)

One-way from

$296
(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 January 20, 2026.
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

Sat 3/7

5:57 pm-12:16 pm

2 stops23h 19m

Kahului

Sat 3/14

10:42 pm-11:34 pm

2 stops18h 52m

$977

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 4/18

7:07 am-7:55 pm

2 stops18h 48m

Kahului

Fri 4/24

3:03 pm-11:15 am

2 stops14h 12m

$1,202

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 3/7

5:45 am-2:43 pm

1 stop13h 58m

Kahului

Sat 3/14

10:00 pm-6:25 pm

2 stops14h 25m

$1,527

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 5/2

5:45 pm-1:24 pm

2 stops25h 39m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

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, 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 $443). 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 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 American Airlines and United Airlines fly from Portland, Maine to Maui in about 13h 58m. The time it takes to get you to your destination can typically vary by up to 9h 21m. 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 $443). 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.

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