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$401+ 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 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/29. 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.
Sun 2/225:45 am
PWM
-
OGG
1 stop13h 58m
United Airlines
Thu 2/265:50 pm
OGG
-
PWM
2 stops15h 33m
United Airlines
Deal found 1/29$470
This American Airlines deal was found by Cheapflights users on 1/29. 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 2/225:40 pm
PWM
-
OGG
2 stops24h 36m
American Airlines
Thu 2/262:46 pm
OGG
-
PWM
2 stops16h 13m
American Airlines
Deal found 1/29$533
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 2/18:35 am
PWM
-
OGG
2 stops17h 11m
United Airlines
Fri 2/68:50 pm
OGG
-
PWM
2 stops17h 04m
United Airlines
Deal found 1/28$1,077
This United Airlines deal was found by Cheapflights users on 1/28. 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 4/226:04 am
PWM
-
OGG
2 stops19h 18m
United Airlines
Sun 4/2610:40 pm
OGG
-
PWM
2 stops17h 00m
United Airlines
Deal found 1/28$1,309

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 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,309
(United Airlines)

One-way from

$401
(Kiwi.com)
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 29, 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

Sun 2/22

5:45 am-2:43 pm

1 stop13h 58m

Kahului

Thu 2/26

5:50 pm-2:23 pm

2 stops15h 33m

$470

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 2/22

5:40 pm-1:16 pm

2 stops24h 36m

Kahului

Thu 2/26

2:46 pm-11:59 am

2 stops16h 13m

$533

PortlandKahului

PWM - OGG

PWMOGG

Portland

Wed 4/22

6:04 am-7:22 pm

2 stops19h 18m

Kahului

Sun 4/26

10:40 pm-9:40 pm

2 stops17h 00m

$1,309

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 4/10

11:29 am-11:17 am

3 stops53h 48m

$401

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 4/10

6:04 am-1:28 pm

1 stop13h 24m

$423

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 4/10

7:07 am-7:55 pm

2 stops18h 48m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

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 United Airlines fly from Portland, Maine to Maui in about 19h 18m. The time it takes to get you to your destination can typically vary by up to . The distance from Portland, Maine to Maui is about 5042 mi.

  • 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.

See more FAQs

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