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Maui

$369+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Jun 20 — Jun 271
Sat 6/20
Sat 6/27
1 adult, Economy
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Cheap 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 May 21, 2026.

This American Airlines deal was found by Cheapflights users on 5/19. 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.
Wed 9/212:05 pm
PWM
-
OGG
2 stops15h 14m
American Airlines
Wed 9/161:14 pm
OGG
-
PWM
2 stops16h 17m
American Airlines
Deal found 5/19$684
This United Airlines deal was found by Cheapflights users on 5/19. 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 9/26:00 am
PWM
-
OGG
2 stops19h 42m
United Airlines
Wed 9/168:00 pm
OGG
-
PWM
1 stop13h 51m
United Airlines
Deal found 5/19$915
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Tue 6/27:15 am
PWM
-
OGG
2 stops20h 07m
American Airlines
Sat 6/69:20 pm
OGG
-
PWM
2 stops15h 05m
American Airlines
Deal found 5/18$919
This American Airlines deal was found by Cheapflights users on 5/17. 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.
Sun 9/276:50 pm
PWM
-
OGG
2 stops22h 54m
American Airlines
Sat 10/31:14 pm
OGG
-
PWM
2 stops18h 08m
American Airlines
Deal found 5/17$1,124
This United Airlines deal was found by Cheapflights users on 5/18. 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.
Tue 6/26:00 am
PWM
-
OGG
3 stops21h 26m
United Airlines
Sat 6/61:09 pm
OGG
-
PWM
2 stops14h 58m
United Airlines
Deal found 5/18$1,150
This United Airlines deal was found by Cheapflights users on 5/17. 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 9/276:00 am
PWM
-
OGG
2 stops16h 35m
United Airlines
Sat 10/34:10 pm
OGG
-
PWM
1 stop12h 36m
United Airlines
Deal found 5/17$1,505
This American Airlines deal was found by Cheapflights users on 5/19. 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 12/185:39 am
PWM
-
OGG
2 stops17h 56m
American Airlines
Fri 1/111:11 pm
OGG
-
PWM
2 stops18h 37m
American Airlines
Deal found 5/19$1,867

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 May 21, 2026.

Round-trip from

$572
(American Airlines)

One-way from

$369
(American Airlines)
From Portland to Maui
Search Deals
One-way flight from Portland to Maui
Search Deals

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 May 21, 2026.
Use the filters below to find and compare flights from Portland to Maui that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandKahului

PWM - OGG

PWMOGG

Portland

Wed 9/2

12:05 pm-9:19 pm

2 stops15h 14m

Kahului

Wed 9/16

1:14 pm-11:31 am

2 stops16h 17m

$684

PortlandKahului

PWM - OGG

PWMOGG

Portland

Wed 9/2

6:00 am-7:42 pm

2 stops19h 42m

Kahului

Wed 9/16

8:00 pm-3:51 pm

1 stop13h 51m

$915

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 6/2

7:15 am-9:22 pm

2 stops20h 07m

Kahului

Sat 6/6

9:20 pm-6:25 pm

2 stops15h 05m

$919

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 9/27

6:50 pm-11:44 am

2 stops22h 54m

Kahului

Sat 10/3

1:14 pm-1:22 pm

2 stops18h 08m

$1,124

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 6/2

6:00 am-4:36 pm

2 stops16h 36m

Kahului

Sat 6/6

8:00 pm-3:49 pm

1 stop13h 49m

$1,216
Quickest round-trip

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 9/27

6:00 am-4:35 pm

2 stops16h 35m

Kahului

Sat 10/3

4:10 pm-10:46 am

1 stop12h 36m

$1,505

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 6/7

5:15 am-4:36 pm

2 stops17h 21m

Kahului

Sun 6/21

8:00 pm-3:49 pm

1 stop13h 49m

$6,257
Cheapest one-way

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 10/11

6:50 pm-11:34 am

2 stops22h 44m

$369
Quickest one-way

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 7/6

6:00 am-7:29 pm

2 stops19h 29m

$624

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 7/23

3:37 pm-3:05 pm

1 stop29h 28m

$636

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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
No data available for this route at this time. Please check back soon.

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 May 21, 2026.
Read reviews from past customers who have flown Delta and 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.
Delta
7.9
Good
8,452 reviews

Comfort

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,452 reviews
Delta
7.9
Good
8,452 reviews

Comfort

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
9,748 reviews
Delta
7.9
Good
8,452 reviews

Comfort

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 American Airlines and United Airlines fly from Portland, Maine to Maui in about 15h 14m. The time it takes to get you to your destination can typically vary by up to 4h 28m. 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Portland to Maui

Discover the top 2 airlines 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 May 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$469Average$469FlexibilityNo cancel feeOn-time69%
DeltaCheapest$564Average$1,467FlexibilityNo cancel feeOn-timeN/A

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