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Kailua

$194+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — HNL
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Kailua are usually found in September or January, booked 36 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

Cheap flight deals from Portland to Kailua

Keep the following information in mind while searching for Portland to Kailua flight deals. Data was last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(United Airlines)

One-way from

$194
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$612
Provider with most accurate pricing for Portland-Honolulu flight deals.
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Provider most trusted by Cheapflights users for Portland-Honolulu flights.
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From Portland to Kailua
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One-way flight from Portland to Kailua
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Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Portland to Kailua

Cheapest flights from Portland to Kailua
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 March 31, 2025.

This United Airlines deal was found by Cheapflights users on 3/30. 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 9/177:45 amPDX - HNL
2 stops15h 04mUnited Airlines
Tue 9/3010:30 pmHNL - PDX
1 stop8h 45mUnited Airlines
Deal found 3/30$355
This Hawaiian Airlines deal was found by Cheapflights users on 3/30. 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.
Tue 4/299:05 amPDX - HNL
1 stop11h 44mHawaiian Airlines
Tue 5/64:00 pmHNL - PDX
1 stop10h 00mHawaiian Airlines
Deal found 3/30$360
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/285:05 amPDX - HNL
1 stop12h 43mAmerican Airlines
Mon 5/510:15 pmHNL - PDX
1 stop9h 35mAmerican Airlines
Deal found 3/31$367
This Delta deal was found by Cheapflights users on 3/31. 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.
Sun 4/271:55 pmPDX - HNL
1 stop8h 24mDelta
Sun 5/410:35 pmHNL - PDX
1 stop12h 55mDelta
Deal found 3/31$375
This Kissandfly.com deal was found by Cheapflights users on 3/31. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2810:07 amPDX - HNL
1 stop15h 36mFrontier
Sun 5/410:35 pmHNL - PDX
1 stop12h 55mFrontier
Deal found 3/31$393
This Alaska Airlines deal was found by Cheapflights users on 3/31. 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 4/285:40 pmPDX - HNL
Nonstop6h 04mAlaska Airlines
Mon 5/510:54 pmHNL - PDX
1 stop11h 47mAlaska Airlines
Deal found 3/31$411
This Kissandfly.com deal was found by Cheapflights users on 3/31. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2810:07 amPDX - HNL
1 stop16h 22mMultiple Airlines
Sun 5/49:44 pmHNL - PDX
Nonstop5h 36mMultiple Airlines
Deal found 3/31$448
This Southwest deal was found by Cheapflights users on 3/31. 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 10/216:45 amPDX - HNL
1 stop9h 05mSouthwest
Thu 10/306:10 amHNL - PDX
2 stops10h 30mSouthwest
Deal found 3/31$478

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 March 31, 2025.
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

Tue 4/29

9:05 am-5:49 pm

1 stop11h 44m

Honolulu

Tue 5/6

4:00 pm-5:00 am

1 stop10h 00m

$360

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Mon 4/28

5:05 am-2:48 pm

1 stop12h 43m

Honolulu

Mon 5/5

10:15 pm-10:50 am

1 stop9h 35m

$367

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Sun 4/27

1:55 pm-7:19 pm

1 stop8h 24m

Honolulu

Wed 4/30

8:05 am-10:22 pm

1 stop11h 17m

$375

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Wed 4/30

1:45 pm-7:21 pm

1 stop8h 36m

Honolulu

Wed 5/7

8:00 am-12:31 am

2 stops13h 31m

$382

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Mon 4/28

10:07 am-10:43 pm

1 stop15h 36m

Honolulu

Sun 5/4

10:35 pm-2:30 pm

1 stop12h 55m

$393

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Mon 4/28

5:40 pm-8:44 pm

Nonstop6h 04m

Honolulu

Mon 5/5

10:54 pm-1:41 pm

1 stop11h 47m

$411

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Mon 4/28

10:07 am-11:29 pm

1 stop16h 22m

Honolulu

Sun 5/4

9:44 pm-6:20 am

Nonstop5h 36m

$448

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Thu 5/1

5:20 am-4:25 pm

2 stops14h 05m

Honolulu

Thu 5/8

11:20 am-10:15 pm

1 stop7h 55m

$522

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Wed 5/7

10:00 am-7:58 pm

2 stops12h 58m

$194

PortlandHonolulu

PDX - HNL

PDXHNL

Portland

Sun 5/18

11:25 am-7:03 pm

1 stop10h 38m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 14 results
1
2

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.
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

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 March 28, 2025.

The best time to book flights from Portland to Kailua is 36 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, November is the cheapest month in which you can book a flight from Portland to Kailua (average of $469). Flying from Portland to Kailua in June is currently the most expensive (average of $687). 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 March 31, 2025.

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.

What is the cheapest day to fly from Portland to Kailua?

Use this chart to determine the cheapest time to fly round-trip from Portland to Kailua. Price data was last updated on March 23, 2025.

Travelers seeking maximum savings on their Portland to Kailua flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 March 31, 2025.

The most flights from PDX to K4I are scheduled on a Monday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Kailua by month

Plan your trip to Kailua by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kailua ranges from 0.3 - 3.2 inches per month. December is typically the wettest month, when rainfall can reach 3.2 in. June is typically the driest time to visit Kailua when rainfall is around 0.3 in.

Temperature in Kailua by month

Plan your trip to Kailua by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kailua, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

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 March 31, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Portland to Kailua by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,342 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • What airport do you fly from for flights from Portland to Kailua?

    Most people fly from Portland (PDX) if they book a flight from Portland to Kailua. On average, Portland has 7 outbound flights to Kailua per day from 6 airlines. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • How popular is this Portland to Kailua flight route?

    The Portland to Kailua flight path was viewed by 30 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • What are the cheapest airlines to fly from Portland to Kailua one-way?

    $194 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $202 and $217, respectively.

  • What are the most reliable airlines from Portland to Kailua?

    Consider Fiji Airways (84%), Qantas Airways (84%) or Alaska Airlines (75%) when booking your flight. These represent the most reliable airlines when flying from Portland to Kailua.

  • What are the cheapest flights from Portland to Kailua?

    The cheapest flight price from Portland to Kailua is $224. On average you can expect to pay $1,406. The most popular route, (Portland - Honolulu), can usually be booked for $301.

  • Can I find deals for flights from Portland to Kailua that include hotel bookings?

    Yes. In addition to deals on Portland to Kailua flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Kailua?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Kailua.

  • Can I find deals for business class flights from Portland to Kailua?

    Yes. Cheapflights offers flight deals from Portland to Kailua by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Kailua?

    Currently, November is the cheapest month in which you can book a flight from Portland to Kailua (average of $469). Flying from Portland to Kailua in June is currently the most expensive (average of $687). 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.

See more FAQs

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Alternative routes for Portland to Kailua

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$195Average$447FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$223Average$379FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$230Average$331FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$260Average$459FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$359Average$561FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$365Average$546FlexibilityNo cancel feeOn-time85%
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