$183+ Cheap flights from Portland (PDX) to Kailua, HI
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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — HNL
Mar 17 — Mar 241
1 adult, Economy
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Find cheap flights from Portland to Kailua 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.Cheapflights Tip: The best prices from Portland to Kailua are usually found in January or February, booked 53 days in advance, depart on a Thursday or Wednesday and return on a Saturday
Cheap flight deals from Portland to Kailua
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to KailuaExplore the most affordable flight options available from Portland to Kailua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.
Explore the most affordable flight options available from Portland to Kailua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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 4/157:15 am
PDX
- HNL
2 stops15h 34m
United Airlines
Tue 4/2111:23 pm
HNL
- PDX
1 stop10h 03m
United Airlines
Deal found 2/15![United Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Wed 4/221:39 pm
PDX
- HNL
1 stop8h 41m
United Airlines
Wed 4/297:00 am
HNL
- PDX
2 stops14h 33m
United Airlines
Deal found 2/13![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Wed 4/221:39 pm
PDX
- HNL
1 stop8h 41m
United Airlines
Mon 4/277:00 am
HNL
- PDX
1 stop10h 48m
United Airlines
Deal found 2/13![United Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/109:48 pm
PDX
- HNL
1 stop15h 42m
Multiple Airlines
Tue 3/1710:10 pm
HNL
- PDX
1 stop8h 40m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 2/11. 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 4/181:39 pm
PDX
- HNL
1 stop8h 41m
United Airlines
Thu 4/237:00 am
HNL
- PDX
1 stop10h 48m
United Airlines
Deal found 2/11![United Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 2/12. 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 4/131:39 pm
PDX
- HNL
1 stop11h 26m
United Airlines
Mon 4/277:00 am
HNL
- PDX
1 stop10h 48m
United Airlines
Deal found 2/12![United Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 2/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:45 am
PDX
- HNL
1 stop12h 15m
Southwest
Tue 4/149:25 pm
HNL
- PDX
1 stop13h 20m
Southwest
Deal found 2/13![Southwest logo]()
$361
This Southwest deal was found by Cheapflights users on 2/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:45 am
PDX
- HNL
1 stop12h 15m
Southwest
Fri 4/248:15 am
HNL
- PDX
1 stop11h 15m
Southwest
Deal found 2/13![Southwest logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:00 am
PDX
- HNL
Nonstop6h 25m
Hawaiian Airlines
Wed 3/186:00 pm
HNL
- PDX
1 stop9h 08m
Hawaiian Airlines
Deal found 2/14![Hawaiian Airlines logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 2/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:46 pm
PDX
- HNL
1 stop17h 19m
Multiple Airlines
Fri 4/249:41 pm
HNL
- PDX
1 stop15h 41m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 2/12. 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 4/96:00 am
PDX
- HNL
1 stop18h 37m
American Airlines
Thu 4/169:00 pm
HNL
- PDX
1 stop10h 20m
American Airlines
Deal found 2/12![American Airlines logo]()
$369
Best flights from Portland to KailuaDiscover carefully curated flight deals from Portland to Kailua that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 15, 2026.
Discover carefully curated flight deals from Portland to Kailua that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 15, 2026.
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Wed 4/221:39 pm
PDX
- HNL
1 stop8h 41m
United Airlines
Wed 4/297:00 am
HNL
- PDX
2 stops14h 33m
United Airlines
Deal found 2/13![United Airlines logo]()
$354
This Alaska Airlines deal was found by Cheapflights users on 2/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:46 pm
PDX
- HNL
1 stop17h 19m
Multiple Airlines
Wed 4/159:15 pm
HNL
- PDX
1 stop10h 21m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 2/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:58 am
PDX
- HNL
1 stop12h 55m
Delta
Wed 3/257:15 am
HNL
- PDX
1 stop10h 44m
Delta
Deal found 2/14![Delta logo]()
$413
This Hawaiian Airlines deal was found by Cheapflights users on 2/11. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:35 am
PDX
- HNL
Nonstop6h 01m
Alaska Airlines
Thu 4/307:45 am
HNL
- PDX
Nonstop5h 28m
Alaska Airlines
Deal found 2/11![Alaska Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 2/11. 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 3/51:30 pm
PDX
- HNL
1 stop9h 27m
United Airlines
Wed 3/117:00 am
HNL
- PDX
2 stops14h 35m
United Airlines
Deal found 2/11![United Airlines logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 2/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:45 am
PDX
- HNL
1 stop8h 23m
Multiple Airlines
Thu 4/305:40 am
HNL
- PDX
1 stop10h 34m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$387
This Alaska Airlines deal was found by Cheapflights users on 2/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:45 am
PDX
- HNL
1 stop7h 44m
Multiple Airlines
Tue 4/211:10 pm
HNL
- PDX
1 stop17h 28m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 2/12. 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 3/75:30 am
PDX
- HNL
1 stop10h 19m
United Airlines
Thu 3/127:00 am
HNL
- PDX
1 stop8h 47m
United Airlines
Deal found 2/12![United Airlines logo]()
$395
This Alaska Airlines deal was found by Cheapflights users on 2/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:58 am
PDX
- HNL
1 stop12h 31m
Multiple Airlines
Tue 5/198:40 pm
HNL
- PDX
1 stop11h 53m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$392
This Alaska Airlines deal was found by Cheapflights users on 2/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:48 am
PDX
- HNL
1 stop12h 41m
Multiple Airlines
Wed 5/209:20 pm
HNL
- PDX
1 stop9h 12m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$392
This Alaska Airlines deal was found by Cheapflights users on 2/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:48 pm
PDX
- HNL
1 stop14h 42m
Multiple Airlines
Tue 3/1010:10 pm
HNL
- PDX
1 stop9h 46m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$403
This Alaska Airlines deal was found by Cheapflights users on 2/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:20 am
PDX
- HNL
Nonstop6h 09m
Multiple Airlines
Tue 4/148:34 pm
HNL
- PDX
1 stop10h 01m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$406
Last-minute flights from Portland to KailuaDiscover last-minute flight deals from Portland to Kailua. Data last updated February 15, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Kailua. Data last updated February 15, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 2/11. 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 3/51:30 pm
PDX
- HNL
1 stop9h 27m
United Airlines
Wed 3/117:00 am
HNL
- PDX
2 stops14h 35m
United Airlines
Deal found 2/11![United Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:30 am
PDX
- HNL
Nonstop6h 13m
Hawaiian Airlines
Wed 3/118:45 pm
HNL
- PDX
Nonstop5h 42m
Hawaiian Airlines
Deal found 2/11![Hawaiian Airlines logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:00 am
PDX
- HNL
Nonstop6h 25m
Hawaiian Airlines
Wed 3/186:00 pm
HNL
- PDX
1 stop9h 08m
Hawaiian Airlines
Deal found 2/14![Hawaiian Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:30 am
PDX
- HNL
Nonstop6h 13m
Hawaiian Airlines
Tue 3/1712:21 pm
HNL
- PDX
Nonstop5h 29m
Hawaiian Airlines
Deal found 2/13![Hawaiian Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/109:48 pm
PDX
- HNL
1 stop15h 42m
Multiple Airlines
Tue 3/1710:10 pm
HNL
- PDX
1 stop8h 40m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1010:30 am
PDX
- HNL
Nonstop6h 13m
Multiple Airlines
Wed 3/188:50 pm
HNL
- PDX
Nonstop5h 38m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:48 am
PDX
- HNL
1 stop13h 44m
Multiple Airlines
Wed 3/181:22 pm
HNL
- PDX
1 stop13h 46m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$361
This United Airlines deal was found by Cheapflights users on 2/11. 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 3/117:30 am
PDX
- HNL
2 stops15h 51m
United Airlines
Wed 3/181:45 pm
HNL
- PDX
1 stop7h 50m
United Airlines
Deal found 2/11![United Airlines logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1210:30 am
PDX
- HNL
Nonstop6h 13m
Multiple Airlines
Thu 3/198:50 pm
HNL
- PDX
Nonstop5h 38m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$374
One-way flights from Portland to KailuaSearch for one-way flight options from Portland to Kailua. Find affordable one-way fares based on user searches. Data last updated February 15, 2026.
Search for one-way flight options from Portland to Kailua. Find affordable one-way fares based on user searches. Data last updated February 15, 2026.
This Southwest deal was found by Cheapflights users on 2/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:15 am
PDX
- HNL
1 stop14h 25m
Southwest
Deal found 2/13![Southwest logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:04 pm
PDX
- HNL
3 stops52h 27m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$184
This Southwest deal was found by Cheapflights users on 2/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:45 am
PDX
- HNL
1 stop12h 15m
Southwest
Deal found 2/13![Southwest logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1410:24 am
PDX
- HNL
1 stop13h 37m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$191
This United Airlines deal was found by Cheapflights users on 2/12. 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 4/211:39 pm
PDX
- HNL
1 stop8h 41m
United Airlines
Deal found 2/12![United Airlines logo]()
$193
This Alaska Airlines deal was found by Cheapflights users on 2/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:23 pm
PDX
- HNL
1 stop17h 57m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:32 pm
PDX
- HNL
1 stop15h 27m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 2/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/101:10 pm
PDX
- HNL
1 stop10h 43m
Delta
Deal found 2/14![Delta logo]()
$198
Find flight deals from Portland to Kailua
Keep the following information in mind while searching for Portland to Kailua flight deals. Data was last updated February 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $352 (United Airlines) |
One-way from | $183 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $512 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Kailua 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 February 15, 2026.
Use the filters below to find and compare flights from Portland to Kailua that are best for you.
Fly from
Portland
Fly to
Kailua
Route
Depart
Return
Price
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Wed 4/22
1:39 pm-7:20 pm
1 stop8h 41m
Honolulu
Wed 4/29
7:00 am-12:33 am
2 stops14h 33m
$354
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Tue 4/14
8:46 pm-11:05 am
1 stop17h 19m
Honolulu
Wed 4/15
9:15 pm-10:36 am
1 stop10h 21m
$362
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Thu 3/5
1:30 pm-8:57 pm
1 stop9h 27m
Honolulu
Wed 3/11
7:00 am-12:35 am
2 stops14h 35m
$369
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Mon 4/20
7:45 am-1:08 pm
1 stop8h 23m
Honolulu
Thu 4/30
5:40 am-7:14 pm
1 stop10h 34m
$387
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Tue 3/31
7:45 am-12:29 pm
1 stop7h 44m
Honolulu
Tue 4/21
1:10 pm-9:38 am
1 stop17h 28m
$391
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Thu 5/14
7:58 am-5:29 pm
1 stop12h 31m
Honolulu
Tue 5/19
8:40 pm-11:33 am
1 stop11h 53m
$392
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Wed 5/13
7:48 am-5:29 pm
1 stop12h 41m
Honolulu
Wed 5/20
9:20 pm-9:32 am
1 stop9h 12m
$392
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Sat 3/7
5:30 am-1:49 pm
1 stop10h 19m
Honolulu
Thu 3/12
7:00 am-6:47 pm
1 stop8h 47m
$395
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Sat 3/7
9:48 pm-10:30 am
1 stop14h 42m
Honolulu
Tue 3/10
10:10 pm-10:56 am
1 stop9h 46m
$403
PortlandHonolulu
PDX - HNL
PDXHNL
Portland
Wed 4/8
10:20 am-1:29 pm
Nonstop6h 09m
Honolulu
Tue 4/14
8:34 pm-9:35 am
1 stop10h 01m
$406
Showing 1-10 of 22 results
Best time to book a flight from Portland to Kailua
Have a flexible travel schedule? Discover the best time to fly to Kailua from Portland with our price prediction graph.
PDX-HNL
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 Kailua
PDX-K4I
PDX-HNL
How far ahead should I book a flight from Portland to Kailua?
Use this chart to determine the optimal time to book a round-trip flight from Portland to Kailua. Price data was last updated on February 13, 2026.
The best time to book flights from Portland to Kailua is 53 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Portland to Kailua?
Currently, August is the cheapest month in which you can book a flight from Portland to Kailua (average of $279). Flying from Portland to Kailua in July is currently the most expensive (average of $523). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PDX to K4I?
Find hourly flight availability from Portland to Kailua. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 15, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland to Kailua as you normally would.
Weekly flight availability from Portland to Kailua
Explore weekly flight availability from Portland to Kailua. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 15, 2026.
The most flights from PDX to K4I are scheduled on a Thursday (9 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).
Reviews of airlines servicing Kailua
Get insights into the airlines that provide service to Kailua. 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. Reviews last updated February 15, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Portland to Kailua 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.
Entertainment
7.0
Food
7.1
Boarding
8.1
Crew
8.5
Overall
8.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Entertainment
7.0
Food
7.1
Boarding
8.1
Crew
8.5
Overall
8.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Entertainment
7.0
Food
7.1
Boarding
8.1
Crew
8.5
Overall
8.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Entertainment
7.0
Food
7.1
Boarding
8.1
Crew
8.5
Overall
8.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Entertainment
7.0
Food
7.1
Boarding
8.1
Crew
8.5
Overall
8.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Entertainment
7.0
Food
7.1
Boarding
8.1
Crew
8.5
Overall
8.0
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Related info for your journey
Find useful and relevant information for your journey from Portland to Kailua. 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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Portland and Kailua flights
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Portland to Kailua flights
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Top 6 airlines flying from Portland to Kailua
Discover the top 6 airlines that operate flights from Portland to Kailua. 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 February 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$173 | Average$399 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$203 | Average$364 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$282 | Average$474 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$288 | Average$411 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$376 | Average$610 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$381 | Average$603 | FlexibilityNo cancel fee | On-time75% |