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Kingston

$417+ Cheap flights from Portland, ME (PWM) 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — 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 JetBlue deal was found by Cheapflights users on 1/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:18 pm
PWM
-
KIN
1 stop10h 29m
JetBlue
Mon 6/111:28 am
KIN
-
PWM
1 stop11h 08m
JetBlue
Deal found 1/27$417
This JetBlue deal was found by Cheapflights users on 1/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:18 pm
PWM
-
KIN
1 stop10h 55m
JetBlue
Tue 5/269:09 am
KIN
-
PWM
1 stop13h 27m
JetBlue
Deal found 1/26$418
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 5/265:52 pm
PWM
-
KIN
2 stops18h 34m
American Airlines
Tue 6/212:26 pm
KIN
-
PWM
2 stops10h 19m
American Airlines
Deal found 1/27$421
This JetBlue deal was found by Cheapflights users on 1/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:18 pm
PWM
-
KIN
1 stop6h 30m
JetBlue
Mon 6/11:04 am
KIN
-
PWM
1 stop11h 19m
JetBlue
Deal found 1/27$438
This JetBlue deal was found by Cheapflights users on 1/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/242:18 pm
PWM
-
KIN
1 stop6h 30m
JetBlue
Sun 5/311:04 am
KIN
-
PWM
1 stop11h 19m
JetBlue
Deal found 1/27$488
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 5/235:52 pm
PWM
-
KIN
2 stops18h 34m
American Airlines
Mon 6/15:07 pm
KIN
-
PWM
2 stops18h 34m
American Airlines
Deal found 1/27$551
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 3/136:29 pm
PWM
-
KIN
2 stops20h 00m
American Airlines
Fri 3/202:34 pm
KIN
-
PWM
2 stops18h 49m
American Airlines
Deal found 1/27$581
This American Airlines deal was found by Cheapflights users on 1/28. 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 5/246:00 am
PWM
-
KIN
2 stops11h 07m
American Airlines
Mon 6/15:07 pm
KIN
-
PWM
2 stops18h 34m
American Airlines
Deal found 1/28$631
This Delta deal was found by Cheapflights users on 1/27. 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 3/135:23 am
PWM
-
KIN
1 stop15h 37m
Delta
Fri 3/209:00 am
KIN
-
PWM
1 stop13h 22m
Delta
Deal found 1/27$679
This Delta deal was found by Cheapflights users on 1/28. 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 5/246:30 am
PWM
-
KIN
2 stops14h 35m
Delta
Mon 6/19:00 am
KIN
-
PWM
1 stop12h 03m
Delta
Deal found 1/28$732

Find flight deals from Portland to Kingston

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) 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

$417
(JetBlue)
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

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

PWM - KIN

PWMKIN

Portland

Sat 5/23

2:18 pm-11:47 pm

1 stop10h 29m

Kingston Norman Manley

Mon 6/1

11:28 am-11:36 pm

1 stop11h 08m

$417

PortlandKingston

PWM - KIN

PWMKIN

Portland

Wed 5/20

2:18 pm-12:13 am

1 stop10h 55m

Kingston Norman Manley

Tue 5/26

9:09 am-11:36 pm

1 stop13h 27m

$418

PortlandKingston

PWM - KIN

PWMKIN

Portland

Tue 5/26

5:52 pm-11:26 am

2 stops18h 34m

Kingston Norman Manley

Tue 6/2

6:25 am-11:45 pm

2 stops16h 20m

$421

PortlandKingston

PWM - KIN

PWMKIN

Portland

Tue 5/26

2:18 pm-7:48 pm

1 stop6h 30m

Kingston Norman Manley

Mon 6/1

1:04 am-1:23 pm

1 stop11h 19m

$438

PortlandKingston

PWM - KIN

PWMKIN

Portland

Sun 5/24

2:18 pm-7:48 pm

1 stop6h 30m

Kingston Norman Manley

Sun 5/31

1:04 am-1:23 pm

1 stop11h 19m

$488

PortlandKingston

PWM - KIN

PWMKIN

Portland

Wed 5/20

5:44 am-6:34 pm

2 stops13h 50m

Kingston Norman Manley

Tue 5/26

5:07 pm-1:36 pm

2 stops19h 29m

$551

PortlandKingston

PWM - KIN

PWMKIN

Portland

Sat 5/23

5:52 pm-11:26 am

2 stops18h 34m

Kingston Norman Manley

Mon 6/1

5:07 pm-12:41 pm

2 stops18h 34m

$551

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 3/13

6:29 pm-1:29 pm

2 stops20h 00m

Kingston Norman Manley

Fri 3/20

2:34 pm-10:23 am

2 stops18h 49m

$581

PortlandKingston

PWM - KIN

PWMKIN

Portland

Sun 5/24

6:00 am-4:07 pm

2 stops11h 07m

Kingston Norman Manley

Mon 6/1

5:07 pm-12:41 pm

2 stops18h 34m

$631

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice 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, Maine-Kingston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Kingston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Kingston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-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, Maine-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, Maine to Kingston?

Currently, March is the cheapest month in which you can book a flight from Portland, Maine to Kingston (average of $195). Flying from Portland, Maine to Kingston in August is currently the most expensive (average of $376). 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.

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, Maine to Kingston?

    A quick flight from Portland, Maine to Kingston can take about 10h 29m. JetBlue provides one of the quickest options available for as low as $417. The distance between Portland, Maine and Kingston is about 1815 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, Maine to Kingston?

    Currently, March is the cheapest month in which you can book a flight from Portland, Maine to Kingston (average of $195). Flying from Portland, Maine to Kingston in August is currently the most expensive (average of $376). 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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