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Kingston

$665+ Cheap flights from Portland (PDX) to Kingston (KIN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — KIN
Feb 15 — Feb 221
Sun 2/15
Sun 2/22
1 adult, Economy
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Cheap 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 January 16, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$734
(Expedia)

Popular in

November

Cheapest in

April

Average price

$886
Provider with most accurate pricing for Portland-Kingston Norman Manley flight deals.
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Provider most trusted by Cheapflights users for Portland-Kingston Norman Manley flights.
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From Portland to Kingston Norman Manley
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Highest demand for flights based on searches. 10% potential increase in price ($99 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 16, 2026.

This Air Canada deal was found by Cheapflights users on 1/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:15 am
PDX
-
KIN
2 stops27h 50m
Air Canada
Thu 9/241:05 pm
KIN
-
PDX
2 stops27h 40m
Air Canada
Deal found 1/13$665
This Expedia deal was found by Cheapflights users on 1/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/233:25 pm
PDX
-
KIN
2 stops20h 30m
Air Canada
Tue 7/73:05 pm
KIN
-
PDX
2 stops25h 46m
Air Canada
Deal found 1/15$734
This Travelocity deal was found by Cheapflights users on 1/15. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:05 pm
PDX
-
KIN
2 stops39h 40m
Air Canada
Wed 2/182:55 pm
KIN
-
PDX
2 stops30h 35m
Air Canada
Deal found 1/15$737
This Mytrip deal was found by Cheapflights users on 1/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:45 pm
PDX
-
KIN
2 stops40h 10m
Multiple Airlines
Mon 6/226:25 pm
KIN
-
PDX
2 stops20h 55m
Multiple Airlines
Deal found 1/15$795
This Delta deal was found by Cheapflights users on 1/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1511:00 pm
PDX
-
KIN
1 stop19h 00m
Delta
Mon 6/229:00 am
KIN
-
PDX
1 stop16h 59m
Delta
Deal found 1/15$824
This Delta deal was found by Cheapflights users on 1/14. 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.
Fri 9/410:55 pm
PDX
-
KIN
2 stops19h 09m
Delta
Wed 9/99:00 am
KIN
-
PDX
2 stops15h 22m
Delta
Deal found 1/14$829
This American Airlines deal was found by Cheapflights users on 1/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:40 pm
PDX
-
KIN
2 stops16h 54m
American Airlines
Sun 5/107:00 am
KIN
-
PDX
1 stop18h 52m
American Airlines
Deal found 1/14$834
This FlightHub deal was found by Cheapflights users on 1/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:45 pm
PDX
-
KIN
2 stops40h 10m
Air Canada
Mon 6/223:05 pm
KIN
-
PDX
2 stops30h 01m
Air Canada
Deal found 1/15$850
This American Airlines deal was found by Cheapflights users on 1/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1111:07 pm
PDX
-
KIN
1 stop18h 01m
American Airlines
Wed 2/1811:12 am
KIN
-
PDX
1 stop15h 38m
American Airlines
Deal found 1/15$864

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 January 16, 2026.
Use the filters below to find and compare flights from Portland to Kingston that are best for you.

Fly from

Portland

Fly to

Kingston

Route

Depart

Return

Price

PortlandKingston

PDX - KIN

PDXKIN

Portland

Tue 6/23

3:25 pm-1:55 pm

2 stops20h 30m

Kingston Norman Manley

Tue 7/7

3:05 pm-2:51 pm

2 stops25h 46m

$734

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 2/11

7:05 pm-1:45 pm

2 stops39h 40m

Kingston Norman Manley

Wed 2/18

2:55 pm-6:30 pm

2 stops30h 35m

$737

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 6/15

7:45 pm-1:55 pm

2 stops40h 10m

Kingston Norman Manley

Mon 6/22

6:25 pm-1:20 pm

2 stops20h 55m

$795

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 6/15

11:00 pm-8:00 pm

1 stop19h 00m

Kingston Norman Manley

Mon 6/22

9:00 am-11:59 pm

1 stop16h 59m

$824

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 4/26

10:45 pm-6:34 pm

1 stop17h 49m

Kingston Norman Manley

Sun 5/10

7:00 am-11:52 pm

1 stop18h 52m

$829

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 2/11

11:07 pm-8:08 pm

1 stop18h 01m

Kingston Norman Manley

Wed 2/18

11:12 am-11:50 pm

1 stop15h 38m

$864

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 2/13

10:53 pm-8:08 pm

1 stop18h 15m

Kingston Norman Manley

Fri 2/20

7:32 am-11:50 pm

1 stop19h 18m

$874

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Kingston flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 January 16, 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
7.2
Good
11,136 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,136 reviews
American Airlines
7.2
Good
11,136 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

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 19h. 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 9% 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
Redmond 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 January 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$786Average$857FlexibilityNo cancel feeOn-time71%

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