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$680+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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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 October 16, 2025.

This Delta deal was found by Cheapflights users on 10/14. 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 10/302:38 pmPWM - OGG
2 stops32h 54mDelta
Mon 11/31:35 pmOGG - PWM
2 stops29h 30mDelta
Deal found 10/14$680
This American Airlines deal was found by Cheapflights users on 10/14. 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 11/13:50 pmPWM - OGG
2 stops27h 26mAmerican Airlines
Wed 12/3110:50 pmOGG - PWM
2 stops19h 01mAmerican Airlines
Deal found 10/14$775
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/23:20 pmPWM - OGG
2 stops26h 47mUnited Airlines
Sun 11/98:42 pmOGG - PWM
1 stop14h 06mUnited Airlines
Deal found 10/16$878
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/303:20 pmPWM - OGG
1 stop30h 16mUnited Airlines
Mon 11/38:42 pmOGG - PWM
1 stop14h 06mUnited Airlines
Deal found 10/14$986
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Sat 11/15:30 amPWM - OGG
2 stops20h 22mUnited Airlines
Wed 12/315:15 pmOGG - PWM
1 stop15h 59mUnited Airlines
Deal found 10/14$1,238
This United Airlines deal was found by Cheapflights users on 10/15. 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 10/223:45 pmPWM - OGG
2 stops29h 28mUnited Airlines
Tue 11/42:06 pmOGG - PWM
2 stops26h 44mUnited Airlines
Deal found 10/15$3,049

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$680
(Delta)

Popular in

June

Cheapest in

January

Average price

$562
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
Highest demand for flights based on searches. 12% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 16, 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 10/30

2:38 pm-5:32 pm

2 stops32h 54m

Kahului

Mon 11/3

1:35 pm-12:05 am

2 stops29h 30m

$680

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 11/1

3:50 pm-1:16 pm

2 stops27h 26m

Kahului

Wed 12/31

10:50 pm-10:51 pm

2 stops19h 01m

$775

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 11/2

3:20 pm-1:07 pm

2 stops26h 47m

Kahului

Sun 11/9

8:42 pm-3:48 pm

1 stop14h 06m

$878

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 1/5

7:30 pm-1:09 pm

2 stops22h 39m

Kahului

Thu 1/8

9:00 pm-6:50 pm

2 stops16h 50m

$892

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 10/30

3:20 pm-3:36 pm

1 stop30h 16m

Kahului

Mon 11/3

8:42 pm-3:48 pm

1 stop14h 06m

$986

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sat 11/1

5:30 am-7:52 pm

2 stops20h 22m

Kahului

Wed 12/31

5:15 pm-2:14 pm

1 stop15h 59m

$1,238

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

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 $266). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $473). 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 October 16, 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
8,982 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,982 reviews
United Airlines
7.4
Good
8,982 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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 26h 47m. The time it takes to get you to your destination can typically vary by up to 6h 07m. 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 $266). Flying from Portland, Maine to Maui in June is currently the most expensive (average of $473). 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$828Average$1,199FlexibilityNo cancel feeOn-time69%

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