PDX

$166 Find Cheap Flights from Maui to Portland - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Maui to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maui to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Maui to Portland

Tue, Aug 4 - Wed, Aug 5
Alaska Airlines Logo
9:10 pm - 5:32 am
OGG
-
PDX
5h 22mnonstop
Alaska Airlines Logo
7:32 am - 9:55 pm
PDX
-
OGG
17h 23m
1 stop
$367Alaska Airlines
Wed, Aug 19 - Thu, Aug 20
Multiple Airlines Logo
10:39 am - 9:07 am
OGG
-
PDX
19h 28m
1 stop
Multiple Airlines Logo
2:45 pm - 5:47 pm
PDX
-
OGG
6h 02mnonstop
$389Multiple Airlines
Mon, Aug 24 - Thu, Aug 27
American Airlines Logo
10:49 pm - 10:59 pm
OGG
-
PDX
21h 10m
1 stop
American Airlines Logo
5:15 am - 2:19 pm
PDX
-
OGG
12h 04m
1 stop
$391American Airlines
Wed, Aug 19 - Thu, Aug 20
United Airlines Logo
7:00 am - 6:19 pm
OGG
-
PDX
8h 19m
1 stop
United Airlines Logo
9:00 am - 4:35 pm
PDX
-
OGG
10h 35m
1 stop
$413United Airlines
Mon, Aug 3 - Mon, Aug 31
United Airlines Logo
9:55 pm - 10:20 am
OGG
-
PDX
9h 25m
1 stop
United Airlines Logo
1:03 pm - 7:20 pm
PDX
-
OGG
9h 17m
1 stop
$414United Airlines
Sun, Sep 13 - Thu, Sep 17
Southwest Logo
8:35 pm - 11:40 am
OGG
-
PDX
12h 05m
1 stop
Southwest Logo
10:50 am - 4:10 pm
PDX
-
OGG
8h 20m
1 stop
$432Southwest
Wed, Nov 11 - Sun, Nov 15
American Airlines Logo
11:00 pm - 1:39 pm
OGG
-
PDX
12h 39m
1 stop
American Airlines Logo
5:42 pm - 1:16 pm
PDX
-
OGG
21h 34m
1 stop
$436American Airlines
Mon, Aug 3 - Tue, Aug 11
United Airlines Logo
10:55 pm - 12:07 pm
OGG
-
PDX
10h 12m
1 stop
United Airlines Logo
5:30 am - 10:48 am
PDX
-
OGG
8h 18m
1 stop
$437United Airlines
Sun, Sep 13 - Thu, Sep 17
Southwest Logo
8:35 pm - 11:40 am
OGG
-
PDX
12h 05m
1 stop
Southwest Logo
6:20 am - 4:10 pm
PDX
-
OGG
12h 50m
2 stops
$438Southwest
Thu, Oct 1 - Tue, Oct 13
Multiple Airlines Logo
9:52 pm - 6:20 am
OGG
-
PDX
5h 28mnonstop
Multiple Airlines Logo
9:33 pm - 12:05 pm
PDX
-
OGG
17h 32m
1 stop
$439Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$166
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Kahului to Portland

FAQs for booking flights from Maui to Portland

  • How does KAYAK find such low prices on flights from Maui to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maui to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maui to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Maui is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Maui to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Maui with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maui to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Maui to Portland

 
Need help choosing which airline to fly with from Maui to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12514 reviews
8.1Boarding
8.5Crew
7.0Entertainment
7.8Comfort
7.1Food
Airline reviews

Flight delayed Didn’t send second leg of trip itemerary First class was fair, but not great.

6.0 GoodAnonymous, Jun 2026
PSP - PDX
Read more Alaska Airlines reviews

Flight delayed Didn’t send second leg of trip itemerary First class was fair, but not great.

Nice to get moved from a middle seat to an aisle seat upon request, but why wasn’t I put in an aisle seat to begin with? The flight was not full.

They called me 2 hours before my original flight from SFO was to depart to let me know it was delayed and that I would miss my connection. They then rebooked on a different flight leaving a half hour earlier to a different connecting airport, so that I would not miss my connection. It all worked out and I arrived at my destination without a problem and 15 minutes earlier than the original flight would have. Nice!

Couldn’t order food for the family because all the good food was unavailable. We opted for bringing something on with us. I also didn’t like that I had to have T-mobile for online movies. Stupid.

Alaska is by far the best airline to fly with 😍

The flight crew home was so, so friendly and HILARIOUS. I’ll keep flying Alaska like I have for the last 30+ years!

Deboarding the plane was chaos. The passengers in the back of the plane started deplaning before the passengers in the middle of the plane could even retrieve their overhead bags. The staff of the plane did nothing to help.

Enforce the one bag rule for carry ons. Don't allow people to have 2 and 3 carry ons. Make baggage gets loaded onto the correct plane. My bag didn't get put onto my last flight so I didn't get it until the next day.

onboard snack was pretzels, but the FA was super nice when my neighbor asked for cookies instead and also brought some for me. :)

On time. .breakfast was especially good. First class service was special

Flight delayed two hours , missed connection flight then connection cancelled- horrible experience with hotel

Omg the disaster at the security was on another level! “Go to this end, sorry closed now, go to that end”. Ridiculous! This took over an hour! As far as the airline was concerned although I booked nearly a year ago I couldn’t get my bag tag - stand in another 15 minute line or my seat on Hawaiian Airlines- 5 more minutes! Then my TSA status was denied. Like what the heck! Makes a person not want to travel with this amount of incompetence

The Honolulu Hub needs 2 to 3 times the amount of things to do as well as shuttles that transport to/from gates and terminals. Arriving from OCONUS locations; transferring to CONUS locations its a miserable experience. Fetching and re-checking bags, then returning to a gate across the airport take longer than any other large airport. If youre confused by what I mean, the process goes like this: Disembark plane Walk a mile to the main terminal Walk half a mile to baggage claim Wait 40 minutes for baggage Walk a mile to re-check-in baggage Wait 20 minutes for checking in those bags Fo back through the wrong TSA line because the signage is poor Almost miss the connecting flight because your gate is across the airport.

The checking was disaster, the crew wasn't behave well. It took us two hours to check in, after that thr line at the TSA was long, we barely make the flight. Bad airline

The crew were exceptionally nice and accommodating. My wife was tired after the flight from Haneda, Tokyo. They let her sleep and served her dinner later after she woke up, before we landed in PDX.

Horrible food and crew. Crew were laughing and talking loud while people were trying to sleep

I liked the Starlink WiFi but didn't like how they said they were the only airline to offer a free meal and it turns out to be just a standalone sandwich and then charge for snacks to go with it. Rather have the free snacks like Southwest, but have the option to purchase a decent meal for a 5+ hour flight.

Alaska was fine as usual. My frustration came with accessing boarding passes. On the first trip, I could only get one to print ans took a picture of the second one. On our return trip, the system was down? Friends who booked directly with Alaska had theirs process. I even tried the 800 number and had others try it too. It said something in Spanish and hung up. The agent at the airport succeeded.

Delayed and cancelled flights were hard and very stressful, both ways!

I had to cancel the flight because with a 3 hour delay for 'unexpected maintenance' in getting to LAX, I couldn't connect to an overseas flight that I had booked on Scandinavian Air.

Traveling to a place near Portland?

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Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland