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Maui

$741+ Cheap flights from Portland, ME (PWM) to Maui

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
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 27, 2025.

This United Airlines deal was found by Cheapflights users on 12/27. 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
Mon 2/211:25 pmOGG - PWM
2 stops19h 03mUnited Airlines
Deal found 12/27$741
This American Airlines deal was found by Cheapflights users on 12/25. 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.
Mon 2/912:46 pmPWM - OGG
2 stops29h 00mAmerican Airlines
Mon 2/1611:39 pmOGG - PWM
2 stops19h 12mAmerican Airlines
Deal found 12/25$762
This Delta deal was found by Cheapflights users on 12/25. 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 stops18h 45mDelta
Tue 1/1310:00 pmOGG - PWM
2 stops19h 27mDelta
Deal found 12/25$826
This United Airlines deal was found by Cheapflights users on 12/24. 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 2/233:10 pmPWM - OGG
2 stops26h 58mUnited Airlines
Wed 2/252:25 pmOGG - PWM
2 stops27h 55mUnited Airlines
Deal found 12/24$779
This Delta deal was found by Cheapflights users on 12/25. 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.
Mon 2/95:30 amPWM - OGG
1 stop15h 07mDelta
Mon 2/165:10 pmOGG - PWM
2 stops13h 50mDelta
Deal found 12/25$848
This Delta deal was found by Cheapflights users on 12/27. 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.
Mon 1/265:30 amPWM - OGG
1 stop15h 07mDelta
Mon 2/25:10 pmOGG - PWM
2 stops13h 53mDelta
Deal found 12/27$848

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 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$762
(American Airlines)
Provider with most accurate pricing for Portland-Kahului flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Kahului flights.
Search Deals
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 December 27, 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

Mon 1/26

3:12 pm-8:46 pm

2 stops34h 34m

Kahului

Mon 2/2

11:25 pm-11:28 pm

2 stops19h 03m

$741

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 2/9

12:46 pm-12:46 pm

2 stops29h 00m

Kahului

Mon 2/16

11:39 pm-11:51 pm

2 stops19h 12m

$762

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 2/23

3:10 pm-1:08 pm

2 stops26h 58m

Kahului

Wed 2/25

2:25 pm-11:20 pm

2 stops27h 55m

$779

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 1/9

5:30 am-7:15 pm

2 stops18h 45m

Kahului

Tue 1/13

10:00 pm-10:27 pm

2 stops19h 27m

$826

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 2/9

5:30 am-3:37 pm

1 stop15h 07m

Kahului

Mon 2/16

5:10 pm-12:00 pm

2 stops13h 50m

$848

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 1/26

5:30 am-3:37 pm

1 stop15h 07m

Kahului

Mon 2/2

5:10 pm-12:03 pm

2 stops13h 53m

$848

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

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.

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 December 27, 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
9,116 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,116 reviews
United Airlines
7.4
Good
9,116 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 29h. The time it takes to get you to your destination can typically vary by up to 5h 34m. 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

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 December 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$795Average$1,127FlexibilityNo cancel feeOn-time69%

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