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Kingston

$250+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — KIN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Air Canada deal was found by Cheapflights users on 1/29. 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.
Tue 2/177:05 pm
PDX
-
KIN
2 stops39h 40m
Air Canada
Thu 2/262:55 pm
KIN
-
PDX
2 stops30h 35m
Air Canada
Deal found 1/29$699
This Air Canada deal was found by Cheapflights users on 1/29. 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 2/163:15 pm
PDX
-
KIN
2 stops43h 30m
Air Canada
Thu 2/262:55 pm
KIN
-
PDX
2 stops30h 35m
Air Canada
Deal found 1/29$736
This Air Canada deal was found by Cheapflights users on 1/29. 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.
Tue 2/177:05 pm
PDX
-
KIN
2 stops39h 40m
Air Canada
Fri 2/272:55 pm
KIN
-
PDX
2 stops30h 35m
Air Canada
Deal found 1/29$748
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/176:00 am
PDX
-
KIN
2 stops30h 30m
Multiple Airlines
Sat 2/287:30 am
KIN
-
PDX
1 stop16h 03m
Multiple Airlines
Deal found 1/29$777
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/187:05 am
PDX
-
KIN
1 stop30h 50m
Multiple Airlines
Tue 2/243:30 pm
KIN
-
PDX
2 stops35h 14m
Multiple Airlines
Deal found 1/29$783
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/1810:39 am
PDX
-
KIN
2 stops22h 36m
Multiple Airlines
Sat 2/287:30 am
KIN
-
PDX
1 stop16h 03m
Multiple Airlines
Deal found 1/29$788
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/197:25 am
PDX
-
KIN
1 stop33h 10m
Multiple Airlines
Fri 2/2710:00 am
KIN
-
PDX
2 stops15h 41m
Multiple Airlines
Deal found 1/29$792
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/176:00 am
PDX
-
KIN
2 stops30h 30m
Multiple Airlines
Thu 2/267:30 am
KIN
-
PDX
1 stop16h 03m
Multiple Airlines
Deal found 1/29$793
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/187:05 am
PDX
-
KIN
1 stop30h 50m
Multiple Airlines
Fri 2/2710:00 am
KIN
-
PDX
2 stops15h 41m
Multiple Airlines
Deal found 1/29$794
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/166:00 am
PDX
-
KIN
2 stops29h 30m
Multiple Airlines
Sat 2/287:30 am
KIN
-
PDX
1 stop16h 03m
Multiple Airlines
Deal found 1/29$796
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
Fri 2/2010:39 am
PDX
-
KIN
2 stops30h 01m
Multiple Airlines
Fri 2/2710:00 am
KIN
-
PDX
1 stop13h 33m
Multiple Airlines
Deal found 1/29$800

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$699
(Air Canada)

One-way from

$250
(Kiwi.com)

Popular in

November

Cheapest in

April

Average price

$886
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. 10% potential increase in price ($99 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 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 2/17

7:05 pm-1:45 pm

2 stops39h 40m

Kingston Norman Manley

Fri 2/27

2:55 pm-6:30 pm

2 stops30h 35m

$748

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 2/18

3:15 pm-1:45 pm

2 stops19h 30m

Kingston Norman Manley

Fri 2/27

2:55 pm-6:30 pm

2 stops30h 35m

$748

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 2/18

7:05 am-4:55 pm

1 stop30h 50m

Kingston Norman Manley

Sat 2/28

7:30 am-8:33 pm

1 stop16h 03m

$795

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 2/25

6:45 am-8:00 pm

1 stop10h 15m

Kingston Norman Manley

Wed 3/4

9:00 am-10:08 pm

1 stop16h 08m

$824

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 3/23

10:53 pm-7:12 pm

1 stop18h 19m

Kingston Norman Manley

Sat 4/4

2:34 pm-12:22 am

1 stop11h 48m

$824

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 4/19

10:55 pm-8:00 pm

1 stop19h 05m

Kingston Norman Manley

Sat 4/25

9:00 am-10:02 pm

1 stop15h 02m

$824

PortlandKingston

PDX - KIN

PDXKIN

Portland

Tue 4/14

10:45 pm-1:22 pm

1 stop12h 37m

Kingston Norman Manley

Sun 4/19

7:00 am-11:52 pm

1 stop18h 52m

$829

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 3/22

12:30 am-8:00 pm

2 stops17h 30m

Kingston Norman Manley

Sat 4/4

9:00 am-7:00 pm

1 stop12h 00m

$829

PortlandKingston

PDX - KIN

PDXKIN

Portland

Tue 7/21

12:59 am-7:39 pm

2 stops16h 40m

Kingston Norman Manley

Tue 7/28

6:25 am-4:58 pm

2 stops12h 33m

$829

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 2/27

10:18 pm-12:15 pm

3 stops58h 57m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 19 results
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 January.
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.

How much does it cost to fly round-trip from Portland to Kingston?

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 29, 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
11,206 reviews

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,206 reviews
American Airlines
7.2
Good
11,206 reviews

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 10h 15m. 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 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$786Average$857FlexibilityNo cancel feeOn-time71%

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