Cheap flights To Upcountry Maui (OGG) from $133

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Upcountry Maui from $133 One Way, $261 Round Trip

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

Wed, Nov 11 - Tue, Nov 17
SAN
San Diego Intl.
OGG
Kahului
$261 Roundtrip, found 10 hours ago
$261
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Wed, Nov 11 from San Diego Intl. to Kahului, returning Tue, Nov 17, priced at $261 found 10 hours ago
Sun, Oct 25 - Tue, Nov 3
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$261 Roundtrip, found 8 hours ago
$261
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Sun, Oct 25 from Norman Y. Mineta San Jose Intl. to Kahului, returning Tue, Nov 3, priced at $261 found 8 hours ago
Mon, Nov 2 - Tue, Nov 3
SFO
San Francisco Intl.
OGG
Kahului
$265 Roundtrip, found 15 hours ago
$265
Roundtrip
found 15 hours ago
Select United flight, departing Mon, Nov 2 from San Francisco Intl. to Kahului, returning Tue, Nov 3, priced at $265 found 15 hours ago
Wed, Oct 28 - Thu, Nov 5
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$290 Roundtrip, found 3 days ago
$290
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 28 from Seattle - Tacoma Intl. to Kahului, returning Thu, Nov 5, priced at $290 found 3 days ago
Tue, Nov 17 - Fri, Nov 20
LAX
Los Angeles Intl.
OGG
Kahului
$335 Roundtrip, found 1 hour ago
$335
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Nov 17 from Los Angeles Intl. to Kahului, returning Fri, Nov 20, priced at $335 found 1 hour ago
Sat, Oct 31 - Wed, Nov 11
PAE
Seattle Paine Field Intl. Airport
OGG
Kahului
$416 Roundtrip, found 1 day ago
$416
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Oct 31 from Seattle Paine Field Intl. Airport to Kahului, returning Wed, Nov 11, priced at $416 found 1 day ago
Wed, Nov 11 - Tue, Nov 17
ORD
O'Hare Intl.
OGG
Kahului
$434 Roundtrip, found 2 hours ago
$434
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Wed, Nov 11 from O'Hare Intl. to Kahului, returning Tue, Nov 17, priced at $434 found 2 hours ago
Sun, Oct 4 - Fri, Oct 9
LAX
Los Angeles Intl.
JHM
West Maui
$498 Roundtrip, found 1 day ago
$498
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sun, Oct 4 from Los Angeles Intl. to West Maui, returning Fri, Oct 9, priced at $498 found 1 day ago
Sun, Nov 15 - Fri, Nov 20
SFO
San Francisco Intl.
HNM
Hana
$503 Roundtrip, found 12 hours ago
$503
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Sun, Nov 15 from San Francisco Intl. to Hana, returning Fri, Nov 20, priced at $503 found 12 hours ago
Sat, Oct 24 - Thu, Oct 29
SAN
San Diego Intl.
HNM
Hana
$554 Roundtrip, found 1 day ago
$554
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Oct 24 from San Diego Intl. to Hana, returning Thu, Oct 29, priced at $554 found 1 day ago

Upcountry Maui Flight Information

Traveling To
Upcountry Maui
Destination Airport IATA Code
OGG
Number of Airlines Serving
Airlines
Alaska Airlines, United, Delta, Southwest Airlines
Flight Price
$261
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.
Lahaina Shores Beach Resort By Castle
3.0-star property

Lahaina Shores Beach Resort By Castle

Sep 25 - Oct 2

7 night stay

Denver (DEN) to Kahului (OGG)

Southwest Airlines • Non-stop • Coach

Kahului (OGG) to Denver (DEN)

Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,851, price is now $1,217 per person
$1,217
per person
found 1 day ago
Hotel Wailea, Relais & Chateaux - Adults Only
5.0-star property

Hotel Wailea, Relais & Chateaux - Adults Only

Sep 19 - Sep 26

7 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Price was $7,902, price is now $4,137 per person
$4,137
per person
found 1 day ago
Maui Beach Vacation Club
2.5-star property

Maui Beach Vacation Club

Oct 10 - Oct 17

7 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop • Coach

Kahului (OGG) to Denver (DEN)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,628, price is now $1,656 per person
$1,656
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Denver to Upcountry Maui
View all trips

Upcountry Maui first class flight packages

Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

8.8/10 Excellent! (1,003 reviews)

Sep 19 - Sep 24

5 night stay

Denver (DEN) to Kahului (OGG)

United • FirstClass

Kahului (OGG) to Denver (DEN)

Alaska Airlines • FirstClass
Price was $4,595, price is now $4,088 per person
$4,088
per person
found 1 day ago
The overall experience was very good. On arrival we were very disappointed to see that the “lei greeter” was no longer a thing at this property. The greeting and the lei were great ways to get us into the aloha frame of mind. They should consider bringing that back. Also, the registration used to offer refreshing cool water during check in. During the hurricane lala storm our sliding glass door would not seal. We had a very loud screeching all night. We finally had to open the door. The screeching stopped but then the storm noise was also loud. Sleeping was very difficult. Our next door neighbors did not have that noise problem. The gardens are very well maintained. The pools are very nice. It seems the water elevator has been broken for awhile. Elevator access to rooms in two towers were serviced by only one elevator. The other has been broken for weeks. We had long waits going up and down between the rooms, lobby, and pool area.

Reviewed on Aug 18, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
5.0-star property

Hotel Wailea, Relais & Chateaux - Adults Only

9.4/10 Exceptional! (1,000 reviews)

Sep 19 - Sep 24

5 night stay

Denver (DEN) to Kahului (OGG)

United • FirstClass

Kahului (OGG) to Denver (DEN)

Alaska Airlines • FirstClass
Price was $7,210, price is now $5,530 per person
$5,530
per person
found 1 day ago

Fairmont Kea Lani Maui
5.0-star property

Fairmont Kea Lani Maui

9.4/10 Exceptional! (1,006 reviews)

Sep 19 - Sep 24

5 night stay

Denver (DEN) to Kahului (OGG)

United • FirstClass

Kahului (OGG) to Denver (DEN)

Alaska Airlines • FirstClass
Price was $5,443, price is now $4,694 per person
$4,694
per person
found 1 day ago

Don't see what you're looking for?
See all available trips from Denver to Upcountry Maui
View all trips

Upcountry Maui

Finding cheap flights to Upcountry Maui is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Upcountry Maui flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Upcountry Maui through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Upcountry Maui—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Upcountry Maui flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Upcountry Maui with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Upcountry Maui?
You can search, compare and book flights from 17 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 $261 this week to Upcountry Maui, and rose as high as $554. Some lucky passengers flying out of San Diego (SAN) managed to bag one-way fares starting from just $133.
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.