$388+ Cheap flights from Portland, ME to Kailua-Kona (PWM - KOA)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — KOA
May 25 — Jun 11
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland to Kailua-Kona 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Kailua-Kona
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to Kailua-KonaExplore the most affordable flight options available from Portland to Kailua-Kona. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2026.
Explore the most affordable flight options available from Portland to Kailua-Kona. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2026.
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 5/76:00 am
PWM
- KOA
2 stops19h 20m
Delta
Mon 5/119:55 pm
KOA
- PWM
2 stops20h 48m
Delta
Deal found 4/22![Delta logo]()
$793
This United Airlines deal was found by Cheapflights users on 4/21. 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 4/296:04 am
PWM
- KOA
2 stops15h 26m
United Airlines
Mon 5/48:00 pm
KOA
- PWM
1 stop13h 41m
United Airlines
Deal found 4/21![United Airlines logo]()
$810
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Mon 8/37:30 pm
PWM
- KOA
2 stops24h 36m
American Airlines
Mon 8/173:35 pm
KOA
- PWM
2 stops20h 31m
American Airlines
Deal found 4/21![American Airlines logo]()
$816
This United Airlines deal was found by Cheapflights users on 4/22. 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 5/76:00 am
PWM
- KOA
2 stops15h 50m
United Airlines
Mon 5/118:00 pm
KOA
- PWM
1 stop13h 41m
United Airlines
Deal found 4/22![United Airlines logo]()
$862
This Delta deal was found by Cheapflights users on 4/22. 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 7/136:00 am
PWM
- KOA
2 stops19h 17m
Delta
Tue 7/219:55 pm
KOA
- PWM
2 stops19h 19m
Delta
Deal found 4/22![Delta logo]()
$945
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 7/86:00 am
PWM
- KOA
2 stops19h 17m
Delta
Thu 7/169:16 pm
KOA
- PWM
2 stops21h 43m
Delta
Deal found 4/22![Delta logo]()
$978
This Delta deal was found by Cheapflights users on 4/21. 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.
Fri 8/146:00 am
PWM
- KOA
2 stops18h 34m
Delta
Sun 8/238:40 pm
KOA
- PWM
2 stops19h 53m
Delta
Deal found 4/21![Delta logo]()
$979
This American Airlines deal was found by Cheapflights users on 4/24. 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 8/146:15 am
PWM
- KOA
2 stops15h 25m
American Airlines
Sun 8/239:45 pm
KOA
- PWM
2 stops19h 00m
American Airlines
Deal found 4/24![American Airlines logo]()
$991
This Delta deal was found by Cheapflights users on 4/22. 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 7/76:00 am
PWM
- KOA
2 stops19h 17m
Delta
Wed 7/159:55 pm
KOA
- PWM
2 stops19h 19m
Delta
Deal found 4/22![Delta logo]()
$997
Best flights from Portland to Kailua-KonaDiscover carefully curated flight deals from Portland to Kailua-Kona that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 25, 2026.
Discover carefully curated flight deals from Portland to Kailua-Kona that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 25, 2026.
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 5/76:00 am
PWM
- KOA
2 stops19h 20m
Delta
Mon 5/119:55 pm
KOA
- PWM
2 stops20h 48m
Delta
Deal found 4/22![Delta logo]()
$793
This United Airlines deal was found by Cheapflights users on 4/22. 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 5/76:00 am
PWM
- KOA
2 stops15h 50m
United Airlines
Mon 5/118:00 pm
KOA
- PWM
1 stop13h 41m
United Airlines
Deal found 4/22![United Airlines logo]()
$862
This American Airlines deal was found by Cheapflights users on 4/24. 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 8/146:15 am
PWM
- KOA
2 stops15h 25m
American Airlines
Sun 8/239:45 pm
KOA
- PWM
2 stops19h 00m
American Airlines
Deal found 4/24![American Airlines logo]()
$991
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 7/86:00 am
PWM
- KOA
2 stops19h 17m
Delta
Thu 7/169:16 pm
KOA
- PWM
2 stops21h 43m
Delta
Deal found 4/22![Delta logo]()
$978
This Delta deal was found by Cheapflights users on 4/21. 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.
Fri 8/146:00 am
PWM
- KOA
2 stops18h 34m
Delta
Sun 8/238:40 pm
KOA
- PWM
2 stops19h 53m
Delta
Deal found 4/21![Delta logo]()
$979
This Delta deal was found by Cheapflights users on 4/22. 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 7/76:00 am
PWM
- KOA
2 stops19h 17m
Delta
Wed 7/159:55 pm
KOA
- PWM
2 stops19h 19m
Delta
Deal found 4/22![Delta logo]()
$997
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Mon 8/37:15 am
PWM
- KOA
3 stops18h 16m
American Airlines
Mon 8/173:35 pm
KOA
- PWM
2 stops20h 31m
American Airlines
Deal found 4/21![American Airlines logo]()
$1,274
This United Airlines deal was found by Cheapflights users on 4/24. 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 8/146:00 am
PWM
- KOA
2 stops21h 50m
United Airlines
Sun 8/238:00 pm
KOA
- PWM
1 stop13h 43m
United Airlines
Deal found 4/24![United Airlines logo]()
$1,313
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Mon 5/187:10 am
PWM
- KOA
3 stops20h 37m
American Airlines
Thu 5/283:31 pm
KOA
- PWM
2 stops19h 15m
American Airlines
Deal found 4/23![American Airlines logo]()
$1,310
This United Airlines deal was found by Cheapflights users on 4/22. 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 7/75:15 am
PWM
- KOA
2 stops16h 22m
United Airlines
Wed 7/158:00 pm
KOA
- PWM
1 stop13h 49m
United Airlines
Deal found 4/22![United Airlines logo]()
$1,594
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/185:30 am
PWM
- KOA
2 stops16h 20m
United Airlines
Thu 5/288:00 pm
KOA
- PWM
1 stop13h 49m
United Airlines
Deal found 4/23![United Airlines logo]()
$1,634
Last-minute flights from Portland to Kailua-KonaDiscover last-minute flight deals from Portland to Kailua-Kona. Data last updated April 25, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Kailua-Kona. Data last updated April 25, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/21. 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 4/296:04 am
PWM
- KOA
2 stops15h 26m
United Airlines
Mon 5/48:00 pm
KOA
- PWM
1 stop13h 41m
United Airlines
Deal found 4/21![United Airlines logo]()
$810
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Wed 4/297:10 am
PWM
- KOA
3 stops19h 16m
American Airlines
Mon 5/45:00 pm
KOA
- PWM
3 stops16h 09m
American Airlines
Deal found 4/21![American Airlines logo]()
$1,520
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 5/76:00 am
PWM
- KOA
2 stops19h 20m
Delta
Mon 5/119:55 pm
KOA
- PWM
2 stops20h 48m
Delta
Deal found 4/22![Delta logo]()
$793
This United Airlines deal was found by Cheapflights users on 4/22. 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 5/76:00 am
PWM
- KOA
2 stops15h 50m
United Airlines
Mon 5/118:00 pm
KOA
- PWM
1 stop13h 41m
United Airlines
Deal found 4/22![United Airlines logo]()
$862
This American Airlines deal was found by Cheapflights users on 4/22. 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 5/77:10 am
PWM
- KOA
3 stops19h 16m
American Airlines
Mon 5/111:22 pm
KOA
- PWM
2 stops14h 56m
American Airlines
Deal found 4/22![American Airlines logo]()
$1,196
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Mon 5/183:02 pm
PWM
- KOA
2 stops26h 43m
American Airlines
Thu 5/283:31 pm
KOA
- PWM
2 stops19h 36m
American Airlines
Deal found 4/23![American Airlines logo]()
$1,149
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/185:30 am
PWM
- KOA
2 stops16h 20m
United Airlines
Thu 5/288:00 pm
KOA
- PWM
1 stop13h 49m
United Airlines
Deal found 4/23![United Airlines logo]()
$1,634
One-way flights from Portland to Kailua-KonaSearch for one-way flight options from Portland to Kailua-Kona. Find affordable one-way fares based on user searches. Data last updated April 25, 2026.
Search for one-way flight options from Portland to Kailua-Kona. Find affordable one-way fares based on user searches. Data last updated April 25, 2026.
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/276:00 am
PWM
- KOA
2 stops19h 47m
United Airlines
Deal found 4/20![United Airlines logo]()
$388
Find flight deals from Portland to Kailua-Kona
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Kailua-Kona (KOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $793 (Delta) |
One-way from | $388 (United Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Kailua-Kona 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 2,558,603 searches. Data last updated April 25, 2026.
Use the filters below to find and compare flights from Portland to Kailua-Kona that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Thu 5/7
6:00 am-7:20 pm
2 stops19h 20m
Kona Intl
Mon 5/11
9:55 pm-12:43 am
2 stops20h 48m
$793
Quickest round-trip
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Thu 5/7
6:00 am-3:50 pm
2 stops15h 50m
Kona Intl
Mon 5/11
8:00 pm-3:41 pm
1 stop13h 41m
$862
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Wed 7/8
6:00 am-7:17 pm
2 stops19h 17m
Kona Intl
Thu 7/16
9:16 pm-12:59 am
2 stops21h 43m
$978
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Fri 8/14
6:00 am-6:34 pm
2 stops18h 34m
Kona Intl
Sun 8/23
8:40 pm-10:33 pm
2 stops19h 53m
$979
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Fri 8/14
6:15 am-3:40 pm
2 stops15h 25m
Kona Intl
Sun 8/23
9:45 pm-10:45 pm
2 stops19h 00m
$991
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Tue 7/7
6:00 am-7:17 pm
2 stops19h 17m
Kona Intl
Wed 7/15
9:55 pm-11:14 pm
2 stops19h 19m
$997
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Mon 8/3
7:15 am-7:31 pm
3 stops18h 16m
Kona Intl
Mon 8/17
3:35 pm-6:06 pm
2 stops20h 31m
$1,274
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Mon 5/18
7:10 am-9:47 pm
3 stops20h 37m
Kona Intl
Thu 5/28
3:31 pm-4:46 pm
2 stops19h 15m
$1,310
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Fri 8/14
6:00 am-9:50 pm
2 stops21h 50m
Kona Intl
Sun 8/23
8:00 pm-3:43 pm
1 stop13h 43m
$1,313
PortlandKailua-Kona
PWM - KOA
PWMKOA
Portland
Tue 7/7
5:15 am-3:37 pm
2 stops16h 22m
Kona Intl
Wed 7/15
8:00 pm-3:49 pm
1 stop13h 49m
$1,594
Showing 1-10 of 12 resultsSorted by cheapest first
Compare providers for flights from Portland to Kailua-Kona
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Kailua-Kona in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-Kailua-Kona flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Kailua-Kona flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Kailua-Kona flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-Kailua-Kona flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Kailua-Kona flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to Kailua-Kona
Have a flexible travel schedule? Discover the best time to fly to Kailua-Kona from Portland with our price prediction graph.
PWM-KOA
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.
Reviews of airlines servicing Kailua-Kona
Get insights into the airlines that provide service to Kailua-Kona. 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 Kailua-Kona. Reviews last updated April 25, 2026.
Peruse reviews from past customers who have flown with American Airlines from Portland to Kailua-Kona to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Overall
7.1
Boarding
7.5
Food
6.4
Comfort
7.2
Entertainment
6.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Crew
7.9
Overall
7.1
Boarding
7.5
Food
6.4
Comfort
7.2
Entertainment
6.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
Find useful and relevant information for your journey from Portland to Kailua-Kona. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Kailua-Kona flight routes
Other flight options
Other flights from Portland
Popular flights
Alternative routes for Portland to Kailua-Kona
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kailua-Kona by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Kailua-Kona by cabin class
Find flights from Portland to Kailua-Kona, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Kailua-Kona
Explore flights to Kailua-Kona departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 25, 2026.
Portland and Kailua-Kona flights
Browse other Portland and Kailua-Kona flight options. Last updated on April 25, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on April 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Portland to Kailua-Kona
Discover the top airline that operate flights from Portland to Kailua-Kona. 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 2,558,603 searches. Data last updated April 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$585 | Average$700 | FlexibilityNo cancel fee | On-time71% |