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Maui

$475+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
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 February 12, 2026.

This United Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 3/36:00 am
PWM
-
OGG
2 stops19h 48m
United Airlines
Tue 3/101:25 pm
OGG
-
PWM
2 stops15h 24m
United Airlines
Deal found 2/10$475
This United Airlines deal was found by Cheapflights users on 2/9. 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 4/276:04 am
PWM
-
OGG
2 stops16h 24m
United Airlines
Thu 5/77:35 pm
OGG
-
PWM
1 stop14h 06m
United Airlines
Deal found 2/9$600
This United Airlines deal was found by Cheapflights users on 2/9. 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 4/276:04 am
PWM
-
OGG
2 stops16h 24m
United Airlines
Wed 5/612:03 pm
OGG
-
PWM
2 stops16h 15m
United Airlines
Deal found 2/9$605
This American Airlines deal was found by Cheapflights users on 2/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:51 pm
PWM
-
OGG
2 stops25h 33m
American Airlines
Thu 5/79:45 pm
OGG
-
PWM
2 stops19h 01m
American Airlines
Deal found 2/9$663
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/224:50 pm
PWM
-
OGG
2 stops24h 50m
Southwest
Fri 2/279:35 pm
OGG
-
PWM
2 stops20h 30m
Southwest
Deal found 2/8$801
This United Airlines deal was found by Cheapflights users on 2/11. 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 2/265:45 am
PWM
-
OGG
1 stop13h 58m
United Airlines
Mon 3/211:25 pm
OGG
-
PWM
2 stops16h 44m
United Airlines
Deal found 2/11$910
This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:45 am
PWM
-
OGG
1 stop13h 58m
United Airlines
Fri 2/272:25 pm
OGG
-
PWM
2 stops17h 59m
United Airlines
Deal found 2/8$932

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 February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$475
(United 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
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 February 12, 2026.
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

Tue 3/3

6:00 am-8:48 pm

2 stops19h 48m

Kahului

Tue 3/10

1:25 pm-10:49 am

2 stops15h 24m

$475

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 4/27

6:04 am-4:28 pm

2 stops16h 24m

Kahului

Wed 5/6

7:35 pm-3:41 pm

1 stop14h 06m

$600

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 4/27

6:04 am-4:28 pm

2 stops16h 24m

Kahului

Thu 5/7

7:35 pm-3:41 pm

1 stop14h 06m

$600

PortlandKahului

PWM - OGG

PWMOGG

Portland

Mon 4/27

5:51 pm-1:24 pm

2 stops25h 33m

Kahului

Thu 5/7

9:45 pm-10:46 pm

2 stops19h 01m

$663

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 2/22

4:50 pm-12:40 pm

2 stops24h 50m

Kahului

Fri 2/27

9:35 pm-11:05 pm

2 stops20h 30m

$801

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 2/26

6:00 am-8:48 pm

2 stops19h 48m

Kahului

Mon 3/2

5:50 pm-2:23 pm

2 stops15h 33m

$915

PortlandKahului

PWM - OGG

PWMOGG

Portland

Sun 2/22

5:45 am-2:43 pm

1 stop13h 58m

Kahului

Fri 2/27

2:25 pm-1:24 pm

2 stops17h 59m

$932

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

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, 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 $443). 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 February 12, 2026.
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
9,276 reviews

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,276 reviews
United Airlines
7.4
Good
9,276 reviews

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 fly from Portland, Maine to Maui in about 19h 48m. The time it takes to get you to your destination can typically vary by up to . The distance from Portland, Maine to Maui is about 5042 mi.

  • 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 $443). 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$469Average$828FlexibilityNo cancel feeOn-time69%

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