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Kapalua

$312+ Cheap flights from Portland to Kapalua (PDX - JHM)

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — JHM
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Portland to Kapalua

Best flights from Portland to Kapalua
Discover carefully curated flight deals from Portland to Kapalua that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 28, 2025.

This Expedia deal was found by Cheapflights users on 12/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:00 amPDX - JHM
1 stop8h 50mMultiple Airlines
Mon 3/92:10 pmJHM - PDX
1 stop12h 17mMultiple Airlines
Deal found 12/26$588
This Travelocity deal was found by Cheapflights users on 12/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/197:00 amPDX - JHM
1 stop8h 50mMultiple Airlines
Mon 1/262:10 pmJHM - PDX
2 stops13h 50mMultiple Airlines
Deal found 12/27$687
This Expedia deal was found by Cheapflights users on 12/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:00 amPDX - JHM
1 stop8h 50mMultiple Airlines
Mon 2/162:10 pmJHM - PDX
1 stop13h 17mMultiple Airlines
Deal found 12/26$990

Find flight deals from Portland to Kapalua

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Kapalua (JHM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$577
(Kiwi.com)

One-way from

$312
(Kiwi.com)
Provider with most accurate pricing for Portland-Kapalua West Maui flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Kapalua West Maui flights.
Search Deals
From Portland to Kapalua West Maui
Search Deals
One-way flight from Portland to Kapalua West Maui
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Kapalua 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 28, 2025.
Use the filters below to find and compare flights from Portland to Kapalua that are best for you.

Fly from

Portland

Fly to

Kapalua

Route

Depart

Return

Price

PortlandKapalua

PDX - JHM

PDXJHM

Portland

Thu 3/5

7:00 am-1:50 pm

1 stop8h 50m

Kapalua West Maui

Mon 3/9

2:10 pm-5:27 am

1 stop12h 17m

$588

PortlandKapalua

PDX - JHM

PDXJHM

Portland

Mon 1/19

7:00 am-1:50 pm

1 stop8h 50m

Kapalua West Maui

Mon 1/26

2:10 pm-6:00 am

2 stops13h 50m

$687

PortlandKapalua

PDX - JHM

PDXJHM

Portland

Fri 2/13

7:00 am-1:50 pm

1 stop8h 50m

Kapalua West Maui

Mon 2/16

2:10 pm-5:27 am

1 stop13h 17m

$990

PortlandKapalua

PDX - JHM

PDXJHM

Portland

Tue 3/17

10:30 am-1:50 pm

1 stop30h 20m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Compare providers for flights from Portland to Kapalua

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Kapalua in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Kapalua flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Kapalua flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland-Kapalua flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Kapalua flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Kapalua flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Kapalua

Have a flexible travel schedule? Discover the best time to fly to Kapalua 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 Kapalua

What is the cheapest month to book a flight from Portland to Kapalua?

Currently, April is the cheapest month in which you can book a flight from Portland to Kapalua (average of $257). Flying from Portland to Kapalua in July is currently the most expensive (average of $528). 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 Kapalua

Get insights into the airlines that provide service to Kapalua. 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 Kapalua. Reviews last updated December 28, 2025.
See what other customers who have flown with Alaska Airlines from Portland to Kapalua have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,551 reviews

Entertainment

7.0

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,551 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Entertainment

7.0

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Related info for your journey

Find useful and relevant information for your journey from Portland to Kapalua. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What is the cheapest airline to fly from Portland to Kapalua round-trip?

    Our cheapest airline available from Portland to Kapalua is Alaska Airlines. Our recent data shows that you can find tickets from as low as $297 on this airline.

  • Can I find deals for flights from Portland to Kapalua that include hotel bookings?

    Yes. In addition to deals on Portland to Kapalua flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Kapalua?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Kapalua.

  • Can I find deals for business class flights from Portland to Kapalua?

    Yes. Cheapflights offers flight deals from Portland to Kapalua 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 to Kapalua?

    Currently, April is the cheapest month in which you can book a flight from Portland to Kapalua (average of $257). Flying from Portland to Kapalua in July is currently the most expensive (average of $528). 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

Traveling to a place near Kapalua?

Book flights to Kapalua if you plan to visit one of these locations
Kaanapali
Lahaina

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Top airline flying from Portland to Kapalua

Discover the top airline that operate flights from Portland to Kapalua. 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 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$297Average$547FlexibilityNo cancel feeOn-time75%

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