Cheap flights To Upcountry Maui (OGG) from $67

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Cheap Flights to Upcountry Maui from $67 One Way, $133 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Dec 11 - Fri, Dec 11
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$133 Roundtrip, just found
$133
Roundtrip
just found
Select Alaska Airlines flight, departing Fri, Dec 11 from Daniel K. Inouye Intl. to Kahului, returning Fri, Dec 11, priced at $133 just found
Thu, Dec 10 - Mon, Dec 14
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Select Southern Airways Express flight, departing Thu, Dec 10 from Daniel K. Inouye Intl. to West Maui, returning Mon, Dec 14, priced at $198 found 2 days ago
Mon, Nov 9 - Tue, Nov 17
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$314 Roundtrip, found 5 days ago
$314
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, Nov 9 from Norman Y. Mineta San Jose Intl. to Kahului, returning Tue, Nov 17, priced at $314 found 5 days ago
Tue, Jan 19 - Tue, Jan 26
SFO
San Francisco Intl.
OGG
Kahului
$323 Roundtrip, found 8 hours ago
$323
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Jan 19 from San Francisco Intl. to Kahului, returning Tue, Jan 26, priced at $323 found 8 hours ago
Wed, Nov 25 - Sat, Nov 28
HNL
Daniel K. Inouye Intl.
HNM
Hana
$328 Roundtrip, found 1 day ago
$328
Roundtrip
found 1 day ago
Select Southern Airways Express flight, departing Wed, Nov 25 from Daniel K. Inouye Intl. to Hana, returning Sat, Nov 28, priced at $328 found 1 day ago
Wed, Dec 9 - Mon, Dec 14
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$344 Roundtrip, found 3 days ago
$344
Roundtrip
found 3 days ago
Select United flight, departing Wed, Dec 9 from Seattle - Tacoma Intl. to Kahului, returning Mon, Dec 14, priced at $344 found 3 days ago
Tue, Jan 19 - Tue, Jan 19
LAX
Los Angeles Intl.
OGG
Kahului
$356 Roundtrip, found 6 days ago
$356
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Jan 19 from Los Angeles Intl. to Kahului, returning Tue, Jan 19, priced at $356 found 6 days ago
Mon, Nov 16 - Fri, Nov 20
PHX
Sky Harbor Intl.
OGG
Kahului
$412 Roundtrip, found 3 days ago
$412
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 16 from Sky Harbor Intl. to Kahului, returning Fri, Nov 20, priced at $412 found 3 days ago
Sat, Jan 23 - Tue, Jan 26
PAE
Seattle Paine Field Intl. Airport
OGG
Kahului
$450 Roundtrip, found 1 day ago
$450
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Jan 23 from Seattle Paine Field Intl. Airport to Kahului, returning Tue, Jan 26, priced at $450 found 1 day ago
Mon, Feb 1 - Tue, Mar 2
ORD
O'Hare Intl.
OGG
Kahului
$511 Roundtrip, just found
$511
Roundtrip
just found
Select Bargain Flight flight, departing Mon, Feb 1 from O'Hare Intl. to Kahului, returning Tue, Mar 2, priced at $511 just found

Upcountry Maui Flight Information

Traveling To
Upcountry Maui
Destination Airport IATA Code
OGG
Number of Airlines Serving
Airlines
Southwest Airlines, Alaska Airlines, Southern Airways Express, United, Delta
Flight Price
$133
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Upcountry Maui economy flight packages

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club
3.0-star property

Maui Banyan Vacation Club

Dec 7 - Dec 12

5 night stay

Denver (DEN) to Kahului (OGG)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,442, price is now $1,004 per person
$1,004
per person
found 1 day ago
Mana Kai Maui- Official Onsite Rental
3.5-star property

Mana Kai Maui- Official Onsite Rental

Dec 7 - Dec 12

5 night stay

Denver (DEN) to Kahului (OGG)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,361, price is now $1,547 per person
$1,547
per person
found 1 day ago
Maui Beach Vacation Club
2.5-star property

Maui Beach Vacation Club

Dec 11 - Dec 16

5 night stay

Denver (DEN) to Kahului (OGG)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,987, price is now $1,428 per person
$1,428
per person
found 10 hours ago
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Upcountry Maui first class flight packages

Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
2.5-star property

Maui Beach Vacation Club

8.4/10 Very Good! (961 reviews)

Dec 8 - Dec 16

8 night stay

Portland (PDX) to Kahului (OGG)

Alaska Airlines • FirstClass

Kahului (OGG) to Portland (PDX)

United • FirstClass
Price was $4,265, price is now $3,175 per person
$3,175
per person
found 17 hours ago

Mana Kai Maui- Official Onsite Rental
3.5-star property

Mana Kai Maui- Official Onsite Rental

9/10 Wonderful! (1,003 reviews)

Dec 8 - Dec 16

8 night stay

Portland (PDX) to Kahului (OGG)

Alaska Airlines • FirstClass

Kahului (OGG) to Portland (PDX)

United • FirstClass
Price was $4,722, price is now $3,307 per person
$3,307
per person
found 16 hours ago
In description they say restaurant, but it only builds, theirs website says on properties can rent car , but it not true difficult to get beach towels,

Reviewed on Oct 25, 2026

Hotel Wailea Maui
5.0-star property

Hotel Wailea Maui

9.4/10 Exceptional! (1,002 reviews)

Dec 8 - Dec 16

8 night stay

Portland (PDX) to Kahului (OGG)

Alaska Airlines • FirstClass

Kahului (OGG) to Portland (PDX)

United • FirstClass
Save 100% on your flight
Price was $7,347, price is now $5,566 per person
$5,566
per person
found 16 hours ago
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

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See all available trips from Portland to Upcountry Maui
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Upcountry Maui

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Upcountry Maui. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Upcountry Maui flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Upcountry Maui and Upcountry Maui flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Upcountry Maui?
You can search, compare and book flights from 16 airlines offering services to Upcountry Maui. So fasten your seat belt. Your flight to Kahului Airport (OGG) is ready for boarding with one of these trusted carriers:

  • Air Canada - 17 flights to Upcountry Maui per month
  • WestJet - 17 flights to Upcountry Maui per month

What is the best airport to fly to in Upcountry Maui?
Jet into Kahului Airport (OGG), the primary gateway to Upcountry Maui. Booking your flight to this region doesn't get much easier than that.
How much is a flight to Upcountry Maui?
Return flight prices dipped as low as $133 this week to Upcountry Maui, and rose as high as $511. Some lucky passengers flying out of Oahu (HNL) managed to bag one-way fares starting from just $67.
How to book the cheapest flight to Upcountry Maui?
Snapping up cheap flights to Upcountry Maui is as easy as booking with Orbitz. But if you'd like to make sure you're nabbing the best flight deals around, here are some tips to follow:

  • Consider departing from or arriving at other airports to save extra cash. Enter your preferred departure and arrival points in the form fields, then choose the 'Nearby airports' function below. It will show you any available options.
  • If your plans aren't cast in stone, click on the 'Show flexible dates' link to browse flight deals for alternative departure dates. If you find a suitable cheaper fare, go with it.
  • You can also select the 'Show options' link to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • If you've sorted your travel dates, don't wait to book. Prices usually get dearer as the departure date nears.
  • Make even more savings on your vacation by combining your flights, hotels and car rental into a package. Your bank account will thank you.
  • Flying during busier seasons can mean steep airfares. Try to travel outside of popular periods, such as Thanksgiving, New Year's Eve and Easter.

How long is a flight to Upcountry Maui?
The USA is big, so that depends on your point of departure. To make vacation planning a bit easier, we've selected some of the major routes to Upcountry Maui and found their average flight times:

  • Honolulu, HI (HNL-Daniel K. Inouye Intl.) to Kahului Airport (OGG) - 43 minutes
  • Kailua-Kona, HI (KOA-Kona Intl.) to Kahului Airport (OGG) - 1 hour and 1 minute
  • Hoolehua, HI (MKK-Molokai) to Kahului Airport (OGG) - 30 minutes

What is the best time to book a flight to Upcountry Maui?
If you can, purchase your tickets to Upcountry Maui in January. This is the best month for low airfares, closely followed by February and August. With a bit of organizing, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Upcountry Maui?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase airfares to Upcountry Maui. The getaway of your dreams starts with a fantastic flight deal!
What is the cheapest day of the week to fly to Upcountry Maui?
Think about going early in the week to score cheap flights to Upcountry Maui. Orbitz data from 2020 indicates Monday is normally the most affordable day to hop on a plane, followed by Tuesday. Saturdays were shown to have the highest airfares. Presumably, this is because most travelers prefer to start their vacation when the working week is over.
What is the cheapest month to fly to Upcountry Maui?
We won't keep you guessing — based on Orbitz data, August is generally the cheapest month to fly. Perfect for those who need a weekend getaway or simply escape from it all before the weather turns. The most expensive time to fly is in the middle of summer, with airfares peaking in June.
Which airlines allow free cancellation?
Orbitz makes it a piece of cake to find carriers that offer flexibility. Simply select "Filter by flexible change policies" when searching for your flights and ta-da! You'll see options that include free cancellation within 24 hours of booking, no change fees and of course, an irresistible low price.
What do I need for the flight to Upcountry Maui?
A long-haul journey can seem daunting, but it's nothing a little preparation can't solve. We've rounded up our top suggestions to ensure your journey is a stress-free one:

  • Nothing is more important than having your travel documents. Which to bring and how many depend on whether you're traveling international or domestic. Be sure to check with your airline. In both cases, you'll need to present some sort of government-issued ID.
  • Bring some extra entertainment for your long trip to Upcountry Maui. If you've had enough of watching that series on your phone, give your eyes a much-needed break from all that screen time and listen to an audio book.
  • Long-haul flights can leave you feeling seriously cold, especially if you're flying overnight. If you don't want to stay awake shivering for the length of your journey, pack an extra layer and some wool socks.

How many direct flights are there to Upcountry Maui?
You can book a seat on one of 285 flights that travel directly to Upcountry Maui each month. Hawaiian Airlines, Southern Airways Express and Southwest Airlines are just a couple of the carriers that will take you there comfortably in one stretch. Alaska Airlines, United Airlines and American Airlines also fly nonstop.
How do I get cheap first-class/business deals to Upcountry Maui?
If you think a business or first-class fare is out of your reach, think again. Here are a few practical tips to help you pick up a premium flight to Upcountry Maui for a whole lot less:

  • Flexibility is essential. By being open to a variety of travel dates, you'll have more chances of picking up a deal on business or first-class airfares.
  • Find a budget carrier that offers seats in business class. They usually come with more legroom and a glass of Champagne — and a more affordable price.
  • Make the most of your airline's loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.