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Kingston

$429+ Cheap flights from Portland, ME (PWM) 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — KIN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
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 (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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$454
(Delta)

One-way from

$429
(Kiwi.com)
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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One-way flight from Portland to Kingston Norman Manley
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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 October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/126:40 pmPWM - KIN
2 stops19h 26mAmerican Airlines
Fri 12/196:25 amKIN - PWM
2 stops16h 26mAmerican Airlines
Deal found 10/28$546
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 11/76:37 pmPWM - KIN
2 stops19h 39mAmerican Airlines
Mon 11/107:30 amKIN - PWM
2 stops16h 29mAmerican Airlines
Deal found 10/28$652
This Delta deal was found by Cheapflights users on 10/28. 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.
Mon 11/31:27 pmPWM - KIN
1 stop7h 33mDelta
Mon 11/109:00 amKIN - PWM
2 stops14h 54mDelta
Deal found 10/28$697
This Delta deal was found by Cheapflights users on 10/28. 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.
Fri 12/126:08 amPWM - KIN
1 stop13h 58mDelta
Fri 12/199:00 amKIN - PWM
1 stop13h 23mDelta
Deal found 10/28$853
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/35:43 amPWM - KIN
2 stops8h 33mAmerican Airlines
Mon 11/107:30 amKIN - PWM
3 stops14h 05mAmerican Airlines
Deal found 10/28$2,393

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 October 29, 2025.
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

Tue 2/24

6:00 am-8:00 pm

2 stops14h 00m

Kingston Norman Manley

Thu 2/26

9:00 am-9:59 pm

1 stop12h 59m

$454

PortlandKingston

PWM - KIN

PWMKIN

Portland

Tue 2/24

7:00 am-8:44 pm

2 stops13h 44m

Kingston Norman Manley

Thu 2/26

11:09 am-12:12 pm

2 stops25h 03m

$528

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 12/12

6:40 pm-2:06 pm

2 stops19h 26m

Kingston Norman Manley

Fri 12/19

6:25 am-10:51 pm

2 stops16h 26m

$546

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 12/12

6:08 am-8:06 pm

1 stop13h 58m

Kingston Norman Manley

Fri 12/19

9:00 am-10:23 pm

1 stop13h 23m

$853

PortlandKingston

PWM - KIN

PWMKIN

Portland

Wed 12/24

11:16 am-2:02 pm

2 stops26h 46m

$429

PortlandKingston

PWM - KIN

PWMKIN

Portland

Wed 12/24

5:45 am-7:56 pm

1 stop14h 11m

$1,015

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice 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, Maine-Kingston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Kingston flight deals on Cheapflights vs. eDreams >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 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, 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 13h 44m. Delta provides one of the quickest options available for as low as $528. 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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