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Kingston

$212+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — KIN
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Find flight deals from Portland to Kingston

One-way flights from Portland to Kingston
Search for one-way flight options from Portland to Kingston. Find affordable one-way fares based on user searches. Data last updated July 29, 2025.

This Priceline deal was found by Cheapflights users on 7/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/267:05 amPWM - KIN
1 stop9h 58mJetBlue
Deal found 7/28$212
This American Airlines deal was found by Cheapflights users on 7/28. 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 10/265:59 pmPWM - KIN
2 stops17h 48mAmerican Airlines
Deal found 7/28$220
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/263:15 pmPWM - KIN
3 stops24h 18mMultiple Airlines
Deal found 7/28$654

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 July 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

Sun 10/26

7:05 am-4:03 pm

1 stop9h 58m

$212

PortlandKingston

PWM - KIN

PWMKIN

Portland

Sun 10/26

5:59 pm-10:47 am

2 stops17h 48m

$220

PortlandKingston

PWM - KIN

PWMKIN

Portland

Sun 10/26

3:15 pm-2:33 pm

3 stops24h 18m

$654

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, September is the cheapest month in which you can book a flight from Portland, Maine to Kingston (average of $425). Flying from Portland, Maine to Kingston in December is currently the most expensive (average of $613). 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 July 29, 2025.
Read reviews from past customers who have flown JetBlue and American Airlines from Portland to Kingston. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.3
Good
2,913 reviews

Food

6.7

Overall

7.3

Boarding

7.4

Entertainment

7.3

Crew

8.0

Comfort

7.6

Reviews

1 / 20
2.0
Mediocre

Kevin,Jul 2025

JFK - POS

Flight was delayed a couple hours with no explanation. The aircraft was changed and so did our seating arrangement with no notice.
JetBlue
7.3
Good
2,913 reviews
JetBlue
7.3
Good
2,913 reviews

Food

6.7

Overall

7.3

Boarding

7.4

Entertainment

7.3

Crew

8.0

Comfort

7.6

Reviews

1 / 20
2.0
Mediocre

Kevin,Jul 2025

JFK - POS

Flight was delayed a couple hours with no explanation. The aircraft was changed and so did our seating arrangement with no notice.
American Airlines
7.2
Good
10,000 reviews
JetBlue
7.3
Good
2,913 reviews

Food

6.7

Overall

7.3

Boarding

7.4

Entertainment

7.3

Crew

8.0

Comfort

7.6

Reviews

1 / 20
2.0
Mediocre

Kevin,Jul 2025

JFK - POS

Flight was delayed a couple hours with no explanation. The aircraft was changed and so did our seating arrangement with no notice.

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.

  • 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, September is the cheapest month in which you can book a flight from Portland, Maine to Kingston (average of $425). Flying from Portland, Maine to Kingston in December is currently the most expensive (average of $613). 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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