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$367+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Portland to Maui

Best flights from Portland to Maui
Discover carefully curated flight deals from Portland to Maui that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.

This Delta deal was found by Cheapflights users on 12/10. 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.
Fri 1/95:30 amPWM - OGG
2 stops17h 34mDelta
Fri 1/1610:00 pmOGG - PWM
2 stops19h 27mDelta
Deal found 12/10$418
This American Airlines deal was found by Cheapflights users on 12/10. 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 1/2312:46 pmPWM - OGG
2 stops29h 00mAmerican Airlines
Wed 1/2810:59 pmOGG - PWM
2 stops19h 44mAmerican Airlines
Deal found 12/10$765
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Mon 1/263:12 pmPWM - OGG
2 stops34h 34mUnited Airlines
Wed 1/282:25 pmOGG - PWM
2 stops28h 05mUnited Airlines
Deal found 12/10$777
This United Airlines deal was found by Cheapflights users on 12/10. 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 1/99:40 amPWM - OGG
2 stops16h 06mUnited Airlines
Fri 1/162:13 pmOGG - PWM
3 stops19h 16mUnited Airlines
Deal found 12/10$919
This Delta deal was found by Cheapflights users on 12/10. 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.
Fri 1/235:30 amPWM - OGG
1 stop15h 07mDelta
Wed 1/282:02 pmOGG - PWM
2 stops17h 01mDelta
Deal found 12/10$964
This American Airlines deal was found by Cheapflights users on 12/10. 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 4/188:02 amPWM - OGG
2 stops19h 07mAmerican Airlines
Sat 4/251:50 pmOGG - PWM
2 stops16h 10mAmerican Airlines
Deal found 12/10$1,091
This United Airlines deal was found by Cheapflights users on 12/10. 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 1/236:00 amPWM - OGG
3 stops19h 46mUnited Airlines
Wed 1/282:13 pmOGG - PWM
3 stops19h 18mUnited Airlines
Deal found 12/10$1,011

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$418
(Delta)

One-way from

$367
(United Airlines)

Popular in

June

Cheapest in

January

Average price

$829
Provider with most accurate pricing for Boston Logan Intl-Kahului flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Kahului flights.
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From Portland to Maui
Search Deals
One-way flight from Portland to Maui
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($92 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 12, 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

Fri 1/9

5:30 am-6:04 pm

2 stops17h 34m

Kahului

Fri 1/16

10:00 pm-10:27 pm

2 stops19h 27m

$418

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 1/23

12:46 pm-12:46 pm

2 stops29h 00m

Kahului

Wed 1/28

10:59 pm-11:43 pm

2 stops19h 44m

$765

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 1/26

3:12 pm-8:46 pm

2 stops34h 34m

Kahului

Wed 1/28

2:25 pm-11:30 pm

2 stops28h 05m

$777

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 1/9

9:40 am-8:46 pm

2 stops16h 06m

Kahului

Fri 1/16

2:13 pm-2:29 pm

3 stops19h 16m

$919

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 1/23

5:30 am-3:37 pm

1 stop15h 07m

Kahului

Wed 1/28

2:02 pm-12:03 pm

2 stops17h 01m

$964

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 1/23

6:00 am-8:46 pm

3 stops19h 46m

Kahului

Wed 1/28

2:13 pm-2:31 pm

3 stops19h 18m

$1,011

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 4/18

8:02 am-9:09 pm

2 stops19h 07m

Kahului

Sat 4/25

1:50 pm-12:00 pm

2 stops16h 10m

$1,091

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 1/10

2:31 pm-12:57 pm

2 stops27h 26m

$367

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 1/5

5:45 am-9:41 pm

2 stops20h 56m

$418

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 1/5

5:30 am-3:37 pm

1 stop15h 07m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 18 results
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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 $442). 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 Delta, American Airlines, and United Airlines fly from Portland, Maine to Maui in about 17h 34m. The time it takes to get you to your destination can typically vary by up to 17h. 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 $442). 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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