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Maui

$677+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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 3/185:45 am
PWM
-
OGG
2 stops16h 06m
United Airlines
Mon 3/231:25 pm
OGG
-
PWM
2 stops15h 24m
United Airlines
Deal found 1/26$677
This American Airlines deal was found by Cheapflights users on 1/25. 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 4/77:07 am
PWM
-
OGG
2 stops18h 48m
American Airlines
Sun 4/129:59 pm
OGG
-
PWM
2 stops19h 23m
American Airlines
Deal found 1/25$780
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/106:00 am
PWM
-
OGG
2 stops19h 46m
United Airlines
Sat 2/1411:25 pm
OGG
-
PWM
2 stops16h 03m
United Airlines
Deal found 1/26$856
This United Airlines deal was found by Cheapflights users on 1/25. 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 4/76:04 am
PWM
-
OGG
1 stop13h 24m
United Airlines
Sun 4/1210:03 pm
OGG
-
PWM
2 stops17h 37m
United Airlines
Deal found 1/25$879
This United Airlines deal was found by Cheapflights users on 1/26. 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 1/276:00 am
PWM
-
OGG
2 stops38h 35m
United Airlines
Wed 1/288:50 pm
OGG
-
PWM
2 stops17h 02m
United Airlines
Deal found 1/26$1,114
This United Airlines deal was found by Cheapflights users on 1/25. 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 2/18:35 am
PWM
-
OGG
2 stops17h 11m
United Airlines
Fri 2/65:25 pm
OGG
-
PWM
2 stops15h 31m
United Airlines
Deal found 1/25$1,159
This American Airlines deal was found by Cheapflights users on 1/25. 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 4/167:07 am
PWM
-
OGG
2 stops18h 48m
American Airlines
Fri 4/243:03 pm
OGG
-
PWM
2 stops14h 12m
American Airlines
Deal found 1/25$1,211

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$677
(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 January 27, 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

Wed 3/18

5:45 am-3:51 pm

2 stops16h 06m

Kahului

Mon 3/23

1:25 pm-10:49 am

2 stops15h 24m

$677

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 4/7

7:07 am-7:55 pm

2 stops18h 48m

Kahului

Sun 4/12

9:59 pm-11:22 pm

2 stops19h 23m

$780

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 2/10

6:00 am-8:46 pm

2 stops19h 46m

Kahului

Sat 2/14

11:25 pm-8:28 pm

2 stops16h 03m

$856

PortlandKahului

PWM - OGG

PWMOGG

Portland

Tue 4/7

6:04 am-1:28 pm

1 stop13h 24m

Kahului

Sun 4/12

10:03 pm-9:40 pm

2 stops17h 37m

$879

PortlandKahului

PWM - OGG

PWMOGG

Portland

Thu 4/16

7:07 am-7:55 pm

2 stops18h 48m

Kahului

Fri 4/24

3:03 pm-11:15 am

2 stops14h 12m

$1,211

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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.

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 and American Airlines fly from Portland, Maine to Maui in about 16h 06m. The time it takes to get you to your destination can typically vary by up to 2h 42m. 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, 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

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