$242+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OGG
Oct 18 — Oct 251
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Maui with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Maui
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Best
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One-way
Cheapest flights from Portland to MauiExplore 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 September 18, 2026.
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 September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Tue 11/175:30 am -
2 stops16h 07m
Tue 12/88:30 pm -
2 stops14h 08m
Deal found 9/17![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/25:15 am -
2 stops15h 50m
Tue 10/61:05 pm -
2 stops15h 35m
Deal found 9/17![United Airlines logo]()
$835
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/285:15 am -
2 stops17h 20m
Fri 10/210:30 pm -
1 stop12h 47m
Deal found 9/13![United Airlines logo]()
$984
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/176:00 am -
2 stops16h 04m
Sun 12/2711:38 pm -
2 stops18h 27m
Deal found 9/13![American Airlines logo]()
$1,136
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/296:00 am -
2 stops16h 35m
Sat 10/31:05 pm -
2 stops15h 35m
Deal found 9/14![United Airlines logo]()
$1,216
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/185:25 am -
2 stops18h 09m
Sun 12/2710:40 pm -
2 stops19h 25m
Deal found 9/13![American Airlines logo]()
$1,254
Best flights from Portland to MauiDiscover carefully curated flight deals from Portland to Maui that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
Discover carefully curated flight deals from Portland to Maui that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/16. 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 1/117:43 pm -
2 stops23h 57m
Wed 1/135:05 pm -
2 stops16h 29m
Deal found 9/16![United Airlines logo]()
$695
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/25:15 am -
2 stops15h 50m
Tue 10/61:05 pm -
2 stops15h 35m
Deal found 9/17![United Airlines logo]()
$835
This United Airlines deal was found by Cheapflights users on 9/13. 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 1/47:08 pm -
3 stops23h 02m
Thu 1/285:05 pm -
2 stops15h 33m
Deal found 9/13![United Airlines logo]()
$947
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/285:15 am -
2 stops17h 20m
Fri 10/210:30 pm -
1 stop12h 47m
Deal found 9/13![United Airlines logo]()
$984
Last-minute flights from Portland to MauiDiscover last-minute flight deals from Portland to Maui. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Maui. Data last updated September 18, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/285:15 am -
2 stops17h 20m
Fri 10/210:30 pm -
1 stop12h 47m
Deal found 9/13![United Airlines logo]()
$984
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/296:00 am -
2 stops16h 35m
Sat 10/31:05 pm -
2 stops15h 35m
Deal found 9/14![United Airlines logo]()
$1,216
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/25:15 am -
2 stops15h 50m
Tue 10/61:05 pm -
2 stops15h 35m
Deal found 9/17![United Airlines logo]()
$835
One-way flights from Portland to MauiSearch for one-way flight options from Portland to Maui. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
Search for one-way flight options from Portland to Maui. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 10/285:50 am -
2 stops16h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/274:15 pm -
2 stops31h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$310
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Thu 10/295:50 am -
2 stops16h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/257:50 am -
1 stop14h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/309:46 am -
2 stops15h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/315:41 am -
2 stops17h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![American Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 10/313:41 pm -
3 stops27h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:15 pm -
2 stops24h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 9/306:00 am -
2 stops15h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$429
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 September 18, 2026.
Round-trip from | $483 (United Airlines) |
|---|---|
One-way from | $242 (United Airlines) |
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 7,457,451 searches. Data last updated September 18, 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
Cheapest round-trip
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Thu 12/31
5:41 am-6:34 pm
2 stops17h 53m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$344
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Fri 10/30
3:23 pm-7:44 pm
1 stop34h 21m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$394
Quickest round-trip
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Sun 10/4
7:50 am-4:35 pm
1 stop14h 45m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$487
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Thu 10/1
2:32 pm-11:47 am
3 stops27h 15m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$560
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Sun 9/27
6:02 am-11:06 am
2 stops35h 04m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$572
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Fri 9/25
7:58 am-1:16 pm
1 stop35h 18m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$602
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Sun 10/11
7:50 am-10:48 am
1 stop32h 58m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$683
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Mon 1/11
7:43 pm-2:40 pm
2 stops23h 57m
Kahului
Wed 1/13
5:05 pm-2:34 pm
2 stops16h 29m
$695
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Fri 10/2
5:15 am-3:05 pm
2 stops15h 50m
Kahului
Tue 10/6
1:05 pm-10:40 am
2 stops15h 35m
$835
PortlandKahului
PWM Portland - OGG Kahului
PWMOGG
Portland
Mon 1/4
7:08 pm-1:10 pm
3 stops23h 02m
Kahului
Thu 1/28
5:05 pm-1:38 pm
2 stops15h 33m
$947
Showing 1-10 of 11 resultsSorted by cheapest first
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.
PWM-OGG
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
PWM-zzFUK
PWM-OGG
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 September 18, 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.
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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.
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Alternative routes for Portland to Maui
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Complete your trip
Complete your trip to Maui by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Portland to Maui, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Maui flights
Browse other Portland and Maui flight options. Last updated on September 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$469 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$564 | Average$1,467 | FlexibilityNo cancel fee | On-timeN/A |