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Maui

$505+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Jan 1 — Jan 81
Thu 1/1
Thu 1/8
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 2, 2025.

This Delta deal was found by Cheapflights users on 12/1. 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.
Thu 1/225:30 amPWM - OGG
2 stops35h 58mDelta
Mon 1/2610:00 pmOGG - PWM
2 stops21h 20mDelta
Deal found 12/1$505
This United Airlines deal was found by Cheapflights users on 11/29. 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.
Thu 1/226:00 amPWM - OGG
2 stops19h 46mUnited Airlines
Mon 1/262:13 pmOGG - PWM
3 stops18h 43mUnited Airlines
Deal found 11/29$849
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Thu 2/125:31 amPWM - OGG
2 stops21h 37mAmerican Airlines
Fri 3/1310:42 pmOGG - PWM
2 stops18h 17mAmerican Airlines
Deal found 12/1$953
This American Airlines deal was found by Cheapflights users on 12/1. 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 4/185:30 pmPWM - OGG
2 stops24h 50mAmerican Airlines
Sat 4/251:50 pmOGG - PWM
2 stops16h 10mAmerican Airlines
Deal found 12/1$1,079
This Delta deal was found by Cheapflights users on 12/1. 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.
Thu 2/125:31 amPWM - OGG
1 stop15h 06mDelta
Fri 3/1312:59 pmOGG - PWM
2 stops17h 01mDelta
Deal found 12/1$1,188

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 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$505
(Delta)
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 2, 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

Thu 1/22

5:30 am-12:28 pm

2 stops35h 58m

Kahului

Mon 1/26

10:00 pm-12:20 am

2 stops21h 20m

$505

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 1/22

6:00 am-8:46 pm

2 stops19h 46m

Kahului

Mon 1/26

2:13 pm-1:56 pm

3 stops18h 43m

$849

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 2/12

5:31 am-10:08 pm

2 stops21h 37m

Kahului

Fri 3/13

10:42 pm-10:59 pm

2 stops18h 17m

$953

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 4/18

5:30 pm-12:20 pm

2 stops24h 50m

Kahului

Sat 4/25

1:50 pm-12:00 pm

2 stops16h 10m

$1,079

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 2/12

5:31 am-3:37 pm

1 stop15h 06m

Kahului

Fri 3/13

12:59 pm-12:00 pm

2 stops17h 01m

$1,188

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 1/8

4:10 pm-1:09 pm

2 stops25h 59m

$1,391

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 1/8

6:00 am-10:21 pm

3 stops21h 21m

$1,629

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

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, October is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $275). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $471). 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 2, 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
9,065 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,065 reviews
United Airlines
7.4
Good
9,065 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 19h 46m. The time it takes to get you to your destination can typically vary by up to 16h 12m. 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, October is the cheapest month in which you can book a flight from Portland, Maine to Maui (average of $275). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $471). 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$828Average$1,199FlexibilityNo cancel feeOn-time69%

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