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Kingston

$329+ Cheap flights from Portland (PDX) to Kingston (KIN)

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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — KIN
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
1 adult, Economy
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Cheap flight deals from Portland to Kingston

Cheapest flights from Portland to Kingston
Explore the most affordable flight options available from Portland to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.

This United Airlines deal was found by Cheapflights users on 3/21. 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.
Thu 4/1610:56 pm
PDX
-
KIN
2 stops36h 56m
United Airlines
Wed 4/222:59 pm
KIN
-
PDX
2 stops35h 00m
United Airlines
Deal found 3/21$747
This United Airlines deal was found by Cheapflights users on 3/20. 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.
Mon 4/1311:59 pm
PDX
-
KIN
2 stops35h 53m
United Airlines
Mon 4/202:59 pm
KIN
-
PDX
2 stops33h 35m
United Airlines
Deal found 3/20$762
This FlightHub deal was found by Cheapflights users on 3/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/12:20 pm
PDX
-
KIN
2 stops28h 12m
JetBlue
Tue 7/79:57 pm
KIN
-
PDX
2 stops17h 07m
JetBlue
Deal found 3/17$806
This Orbitz deal was found by Cheapflights users on 3/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/252:20 pm
PDX
-
KIN
2 stops28h 12m
JetBlue
Tue 7/149:57 pm
KIN
-
PDX
2 stops17h 07m
JetBlue
Deal found 3/19$813
This Mytrip deal was found by Cheapflights users on 3/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:05 pm
PDX
-
KIN
3 stops20h 05m
Multiple Airlines
Wed 4/223:30 pm
KIN
-
PDX
3 stops29h 00m
Multiple Airlines
Deal found 3/21$814
This Orbitz deal was found by Cheapflights users on 3/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/252:20 pm
PDX
-
KIN
2 stops28h 12m
JetBlue
Sat 7/119:57 pm
KIN
-
PDX
2 stops17h 07m
JetBlue
Deal found 3/19$853
This Orbitz deal was found by Cheapflights users on 3/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/242:20 pm
PDX
-
KIN
2 stops28h 12m
JetBlue
Sun 7/129:57 pm
KIN
-
PDX
2 stops17h 07m
JetBlue
Deal found 3/19$854
This Delta deal was found by Cheapflights users on 3/17. 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 9/410:55 pm
PDX
-
KIN
2 stops19h 09m
Delta
Wed 9/99:00 am
KIN
-
PDX
1 stop11h 55m
Delta
Deal found 3/17$899
This FlightHub deal was found by Cheapflights users on 3/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:20 pm
PDX
-
KIN
2 stops23h 05m
JetBlue
Thu 7/169:57 pm
KIN
-
PDX
2 stops17h 07m
JetBlue
Deal found 3/19$911

Find flight deals from Portland to Kingston

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Kingston (KIN). 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 March 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$747
(United Airlines)

One-way from

$329
(United Airlines)

Popular in

November

Cheapest in

April

Average price

$992
Provider with most accurate pricing for Portland-Kingston Norman Manley flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Kingston Norman Manley flights.
Search Deals
From Portland to Kingston Norman Manley
Search Deals
One-way flight from Portland to Kingston Norman Manley
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Kingston 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 22, 2026.
Use the filters below to find and compare flights from Portland to Kingston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandKingston

PDX - KIN

PDXKIN

Portland

Thu 4/16

10:56 pm-1:52 pm

2 stops36h 56m

Kingston Norman Manley

Wed 4/22

2:59 pm-11:59 pm

2 stops35h 00m

$747

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 4/13

11:59 pm-1:52 pm

2 stops35h 53m

Kingston Norman Manley

Mon 4/20

2:59 pm-10:34 pm

2 stops33h 35m

$762

PortlandKingston

PDX - KIN

PDXKIN

Portland

Thu 4/16

7:05 pm-5:10 pm

3 stops20h 05m

Kingston Norman Manley

Wed 4/22

3:30 pm-6:30 pm

3 stops29h 00m

$814
Quickest round-trip

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 4/13

10:28 pm-1:22 pm

1 stop12h 54m

Kingston Norman Manley

Mon 4/20

2:27 pm-11:53 pm

1 stop11h 26m

$984

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 4/3

6:30 am-8:00 pm

1 stop11h 30m

Kingston Norman Manley

Mon 4/6

9:00 am-10:08 pm

1 stop15h 08m

$1,054

PortlandKingston

PDX - KIN

PDXKIN

Portland

Thu 3/26

7:00 am-1:51 pm

2 stops28h 51m

Kingston Norman Manley

Tue 3/31

2:59 pm-10:58 pm

2 stops33h 59m

$1,262

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 4/3

9:50 am-7:36 pm

3 stops31h 46m

Kingston Norman Manley

Mon 4/6

11:15 am-4:33 pm

3 stops31h 18m

$2,620
Cheapest one-way

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 4/15

2:30 pm-1:52 pm

2 stops45h 22m

$329

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 4/6

11:58 am-8:10 am

3 stops42h 12m

$470

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 4/6

3:15 pm-12:35 pm

2 stops43h 20m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

Compare providers for flights from Portland to Kingston

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 Kingston in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Kingston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Kingston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Kingston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Kingston 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-Kingston 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 Kingston

Have a flexible travel schedule? Discover the best time to fly to Kingston 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 Kingston

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

Currently, December is the cheapest month in which you can book a flight from Portland to Kingston (average of $296). Flying from Portland to Kingston in January is currently the most expensive (average of $663). 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.

Reviews of airlines servicing Kingston

Get insights into the airlines that provide service to Kingston. 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 Kingston. Reviews last updated March 22, 2026.
Read through reviews of airlines operating flights from Portland to Kingston, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,488 reviews

Food

6.4

Overall

7.1

Entertainment

6.9

Crew

7.9

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,488 reviews
American Airlines
7.1
Good
11,488 reviews

Food

6.4

Overall

7.1

Entertainment

6.9

Crew

7.9

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

Related info for your journey

Find useful and relevant information for your journey from Portland to Kingston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland to Kingston?

    Departing from Portland to Kingston will take you 12h 54m. Portland and Kingston are separated by a distance of 3234 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Portland to Kingston round-trip?

    Currently priced at $786, American Airlines will fly you from Portland to Kingston and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. American Airlines is 14% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Kingston 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 Kingston?

    Currently, December is the cheapest month in which you can book a flight from Portland to Kingston (average of $296). Flying from Portland to Kingston in January is currently the most expensive (average of $663). 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

Traveling to a place near Kingston?

Book flights to Kingston if you plan to visit one of these locations
Port Antonio

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Alternative routes for Portland to Kingston

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Montego Bay flights
Boise to Montego Bay flights

Top airline flying from Portland to Kingston

Discover the top airline that operate flights from Portland to Kingston. 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 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$786Average$857FlexibilityNo cancel feeOn-time71%

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