Cheap Flights from Portland to Maui
Cheap Flights from Portland to Maui
Cheap Flights from Portland to Maui
Looking for cheap flights from Portland to Maui? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Portland to Maui vary by season and date, but economy flights can start around 15,000–22,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Portland to Maui for specific travel dates.
2026-04-12
PDX - OGG
Economy | Non stop
From 22,500 Pts + $5.6
AA
2026-04-12
PDX - OGG
Economy | Non stop | 9+ left
From 17,500 Pts + $5.6
AS
2026-04-13
PDX - OGG
Economy | Non stop | 9+ left
From 15,000 Pts + $5.6
AS
2026-04-13
PDX - OGG
Economy | Non stop
From 22,500 Pts + $5.6
AA
2026-04-14
PDX - OGG
Economy | Non stop
From 22,500 Pts + $5.6
AA
2026-04-14
PDX - OGG
Economy | Non stop | 9+ left
From 15,000 Pts + $5.6
AS
Premium cabin flights from Portland to Maui
Premium cabin
2026-04-13
PDX - OGG
First | 1 Stop | 3 left
From 45,000 Pts + $18.1
AS
Premium cabin
2026-04-15
PDX - OGG
First | 1 Stop | 1 left
From 45,000 Pts + $18.1
AS
Premium cabin
2026-04-16
PDX - OGG
First | 1 Stop | 1 left
From 45,000 Pts + $18.1
AS
Premium cabin
2026-04-19
PDX - OGG
First | 1 Stop | 3 left
From 45,000 Pts + $18.1
AS
Premium cabin
2026-04-20
PDX - OGG
First | 1 Stop | 3 left
From 45,000 Pts + $18.1
AS
Premium cabin
2026-04-21
PDX - OGG
First | 1 Stop | 1 left
From 45,000 Pts + $18.1
AS
Selected hotels for your next stay
Hyatt Regency Maui Resort and Spa
Lahaina (United States)
Hyatt Regency Maui Resort and Spa
From 25,000 Pts or $632
The Westin Maui Resort & Spa, Ka'anapali
Maui, HI (USA)
The Westin Maui Resort & Spa, Ka'anapali
From Pts or $864
Sheraton Maui Resort & Spa
Maui, HI (USA)
Sheraton Maui Resort & Spa
From Pts or $489
Frequently Asked Questions
The cheapest route from Portland to Maui depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Portland to Maui.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Portland to Maui.
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points travel planning experience. Yeah!