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Kingston

$380+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — KIN
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
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 May 4, 2026.

This Air Canada deal was found by Cheapflights users on 5/1. 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 8/2510:10 am
PDX
-
KIN
2 stops25h 45m
Air Canada
Thu 9/311:35 am
KIN
-
PDX
2 stops23h 56m
Air Canada
Deal found 5/1$684
This Air Canada deal was found by Cheapflights users on 5/1. 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 8/2510:10 am
PDX
-
KIN
2 stops25h 45m
Air Canada
Fri 9/43:05 pm
KIN
-
PDX
2 stops20h 26m
Air Canada
Deal found 5/1$692
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:45 pm
PDX
-
KIN
2 stops40h 10m
Air Canada
Thu 10/111:35 am
KIN
-
PDX
2 stops23h 56m
Air Canada
Deal found 4/30$708
This FlightHub deal was found by Cheapflights users on 5/1. 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 8/2610:10 am
PDX
-
KIN
2 stops22h 15m
Air Canada
Wed 9/23:05 pm
KIN
-
PDX
2 stops25h 46m
Air Canada
Deal found 5/1$710
This Air Canada deal was found by Cheapflights users on 5/1. 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.
Wed 8/2610:10 am
PDX
-
KIN
2 stops22h 15m
Air Canada
Thu 9/311:35 am
KIN
-
PDX
2 stops23h 56m
Air Canada
Deal found 5/1$715
This Mytrip deal was found by Cheapflights users on 5/3. 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.
Sun 10/112:30 pm
PDX
-
KIN
3 stops24h 40m
Multiple Airlines
Tue 10/203:05 pm
KIN
-
PDX
2 stops25h 46m
Multiple Airlines
Deal found 5/3$722
This FlightHub deal was found by Cheapflights users on 5/1. 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 8/2610:10 am
PDX
-
KIN
2 stops22h 15m
Air Canada
Fri 9/43:05 pm
KIN
-
PDX
2 stops20h 26m
Air Canada
Deal found 5/1$723
This Air Canada deal was found by Cheapflights users on 5/2. 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.
Thu 8/277:45 pm
PDX
-
KIN
2 stops16h 10m
Air Canada
Thu 9/311:35 am
KIN
-
PDX
2 stops33h 36m
Air Canada
Deal found 5/2$727
This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:30 pm
PDX
-
KIN
2 stops22h 00m
Multiple Airlines
Wed 9/93:05 pm
KIN
-
PDX
2 stops30h 01m
Multiple Airlines
Deal found 4/30$741
This FlightHub deal was found by Cheapflights users on 5/4. 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.
Sun 10/113:30 pm
PDX
-
KIN
2 stops20h 25m
Air Canada
Tue 10/203:05 pm
KIN
-
PDX
2 stops25h 46m
Air Canada
Deal found 5/4$746
This United Airlines deal was found by Cheapflights users on 5/3. 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 5/2611:30 pm
PDX
-
KIN
2 stops36h 24m
United Airlines
Sat 5/302:59 pm
KIN
-
PDX
2 stops20h 40m
United Airlines
Deal found 5/3$757

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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$684
(Air Canada)

One-way from

$380
(Booking.com)

Popular in

November

Cheapest in

April

Average price

$786
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 ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 4, 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

Mon 9/28

10:10 am-1:55 pm

2 stops25h 45m

Kingston Norman Manley

Thu 10/1

11:35 am-7:06 pm

2 stops33h 31m

$716

PortlandKingston

PDX - KIN

PDXKIN

Portland

Tue 5/26

11:30 pm-1:54 pm

2 stops36h 24m

Kingston Norman Manley

Sat 5/30

2:59 pm-9:39 am

2 stops20h 40m

$757
Quickest round-trip

PortlandKingston

PDX - KIN

PDXKIN

Portland

Sun 10/11

6:04 am-7:30 pm

1 stop11h 26m

Kingston Norman Manley

Tue 10/20

9:00 am-7:08 pm

1 stop12h 08m

$894

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 9/4

10:55 pm-8:04 pm

2 stops19h 09m

Kingston Norman Manley

Wed 9/9

9:00 am-6:55 pm

1 stop11h 55m

$899

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 8/26

12:20 am-8:13 pm

2 stops17h 53m

Kingston Norman Manley

Thu 9/3

9:00 am-6:55 pm

1 stop11h 55m

$899

PortlandKingston

PDX - KIN

PDXKIN

Portland

Thu 8/27

8:20 am-1:54 pm

2 stops27h 34m

Kingston Norman Manley

Fri 9/4

2:57 pm-10:12 am

3 stops45h 15m

$912

PortlandKingston

PDX - KIN

PDXKIN

Portland

Mon 8/24

11:15 pm-1:54 pm

2 stops36h 39m

Kingston Norman Manley

Fri 9/4

2:57 pm-10:12 am

3 stops45h 15m

$912

PortlandKingston

PDX - KIN

PDXKIN

Portland

Wed 8/26

3:43 pm-1:54 pm

3 stops44h 11m

Kingston Norman Manley

Wed 9/2

2:57 pm-9:29 am

2 stops20h 32m

$928

PortlandKingston

PDX - KIN

PDXKIN

Portland

Tue 8/25

3:43 pm-1:54 pm

3 stops44h 11m

Kingston Norman Manley

Fri 9/4

2:57 pm-10:12 am

3 stops45h 15m

$928

PortlandKingston

PDX - KIN

PDXKIN

Portland

Fri 5/15

4:15 pm-1:54 pm

2 stops19h 39m

Kingston Norman Manley

Sun 5/17

2:59 pm-10:59 pm

2 stops34h 00m

$961

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 12 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 May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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

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 May 4, 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
11,672 reviews

Boarding

7.5

Crew

7.9

Entertainment

6.9

Comfort

7.2

Food

6.4

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,672 reviews
American Airlines
7.1
Good
11,672 reviews

Boarding

7.5

Crew

7.9

Entertainment

6.9

Comfort

7.2

Food

6.4

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 11h 26m. 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 $803, 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 12% 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.

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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$803Average$1,031FlexibilityNo cancel feeOn-time71%

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