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Maui

$596+ 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Portland to Maui

Keep the following information in mind while searching for Portland to Maui flight deals. Data was last updated September 11, 2025.

Round-trip from

$628
(Delta)

One-way from

$596
(United Airlines)
From Portland to Maui
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One-way flight from Portland to Maui
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Find 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/8. 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 10/276:50 amPWM - OGG
2 stops34h 14mDelta
Tue 10/289:09 pmOGG - PWM
2 stops34h 49mDelta
Deal found 9/8$751
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/277:22 pmPWM - OGG
2 stops22h 29mUnited Airlines
Tue 10/2810:25 pmOGG - PWM
2 stops35h 23mUnited Airlines
Deal found 9/10$838
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/206:00 amPWM - OGG
2 stops15h 13mUnited Airlines
Fri 10/248:00 pmOGG - PWM
1 stop13h 48mUnited Airlines
Deal found 9/9$872

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 September 11, 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 10/27

6:50 am-11:04 am

2 stops34h 14m

Kahului

Tue 10/28

9:09 pm-1:58 pm

2 stops34h 49m

$751

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 10/27

7:22 pm-11:51 am

2 stops22h 29m

Kahului

Tue 10/28

10:25 pm-3:48 pm

2 stops35h 23m

$838

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 10/20

6:00 am-3:13 pm

2 stops15h 13m

Kahului

Fri 10/24

8:00 pm-3:48 pm

1 stop13h 48m

$872

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 1/23

6:00 am-8:46 pm

3 stops19h 46m

Kahului

Mon 2/2

9:00 pm-6:50 pm

2 stops16h 50m

$1,129

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 10/10

6:00 am-3:40 pm

2 stops15h 40m

$596

PortlandKahului

PWM - OGG

PWMOGG

Portland

Fri 10/10

11:41 am-8:45 pm

3 stops39h 04m

$922

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, November is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $391). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $576). 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 September 11, 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
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 and United Airlines fly from Portland, Maine to Maui in about 22h 29m. The time it takes to get you to your destination can typically vary by up to 11h 45m. 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, November is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $391). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $576). 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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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$828Average$1,288FlexibilityNo cancel feeOn-time69%

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