Cheap Flights to Portland from $156 (2026/2027)

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Port Antonio

Flights
Port Antonio

How Much Does it Cost To Fly To Portland?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jun 8 - Wed, Jun 10
MIA
Miami Intl.
KIN
Norman Manley Intl.
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jun 8 from Miami Intl. to Norman Manley Intl., returning Wed, Jun 10, priced at $379 found 1 day ago
Mon, Jun 8 - Mon, Jun 15
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$395 Roundtrip, found 1 hour ago
$395
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Mon, Jun 8 from John F. Kennedy Intl. to Norman Manley Intl., returning Mon, Jun 15, priced at $395 found 1 hour ago
Tue, Aug 11 - Tue, Aug 18
LGA
LaGuardia
KIN
Norman Manley Intl.
$410 Roundtrip, found 8 hours ago
$410
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Aug 11 from LaGuardia to Norman Manley Intl., returning Tue, Aug 18, priced at $410 found 8 hours ago
Tue, Sep 15 - Wed, Sep 23
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$414 Roundtrip, found 5 days ago
$414
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 15 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Wed, Sep 23, priced at $414 found 5 days ago
Sat, Jun 13 - Mon, Jun 22
BDL
Bradley Intl.
KIN
Norman Manley Intl.
$416 Roundtrip, found 2 hours ago
$416
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Jun 13 from Bradley Intl. to Norman Manley Intl., returning Mon, Jun 22, priced at $416 found 2 hours ago
Mon, Jun 29 - Mon, Jul 6
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$426 Roundtrip, found 6 days ago
$426
Roundtrip
found 6 days ago
Select Arajet flight, departing Mon, Jun 29 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Mon, Jul 6, priced at $426 found 6 days ago
Sat, Jun 6 - Wed, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$427 Roundtrip, just found
$427
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Jun 6 from Fort Lauderdale - Hollywood Intl. to Norman Manley Intl., returning Wed, Jun 10, priced at $427 just found
Thu, Aug 27 - Wed, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
KIN
Norman Manley Intl.
$446 Roundtrip, found 3 hours ago
$446
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Thu, Aug 27 from Hartsfield-Jackson Atlanta Intl. to Norman Manley Intl., returning Wed, Sep 2, priced at $446 found 3 hours ago
OriginDestinationTravel DatesFlights From*
YYZKingstonJune 15 to June 22$345
MIAKingstonJune 8 to June 10$379
JFKKingstonJune 8 to June 15$395
JFKKingstonJune 8 to June 15$395
MCOKingstonJune 8 to June 12$414
BOSKingstonJune 14 to June 18$416
FLLKingstonJune 10 to June 15$465
MIABoscobelJuly 19 to July 23$554
MCOBoscobelJune 30 to July 1$669
POSKingstonJuly 17 to July 24$671
NASKingstonJune 12 to June 15$700
JFKBoscobelJuly 25 to August 1$714
LGABoscobelJuly 14 to July 18$714
BOSBoscobelJuly 14 to July 21$803
FLLBoscobelJuly 24 to July 28$3,811
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZKingstonMay 29 to June 5$407
MIAKingstonMay 30 to June 2$429
LGAKingstonMay 30 to June 7$444
BOSKingstonMay 30 to August 30$455
FLLKingstonMay 29 to June 4$469
JFKKingstonMay 30 to June 8$508
ATLKingstonMay 29 to June 4$584
MCOKingstonMay 29 to June 5$808
NASKingstonMay 31 to June 3$831
*Prices include taxes and fees

Best Portland Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Blue Berry Hills Villa
3.0-star property

Blue Berry Hills Villa

Aug 13 - Aug 19

6 night stay

Dallas (DAL) to Ocho Rios (OCJ)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $3,225, price is now $2,681 per person
$2,681
per person
found 14 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Portland 🏨

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Stay at this hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located nearby.
8.2/10 Very Good! (199 reviews)
"It was"

Reviewed on May 20, 2026

Opens in a new windowSea Cliff Resort
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Book a stay at this business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Trident Castle and Frenchman's Cove Beach are located nearby.
8.4/10 Very Good! (303 reviews)
"I have stay here before and was very happy they could accommodate my family and I.. We booked another accommodation which was not as advertised… Breakfast is on point and with a wide choice. Room was clean and smells clean too… Great location to pop into town or to Boston beach… I will be back.."

Reviewed on May 19, 2026

Opens in a new windowJamaica Palace Hotel
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
Book a stay at this luxury hotel in Port Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Frenchman's Cove Beach and San San Beach are located nearby.
9.6/10 Exceptional! (89 reviews)
"Property and scenery was great . Awesome staff. Room and bathroom well decorated with pictures of music musicians in black and white also country folks. Food was delicious also property , pools and surroundings is well kept ."

Reviewed on May 14, 2026

Opens in a new windowGeejam
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Great Huts

Great Huts

3 out of 5
8-10 Boston Bay Port Antonio Portland
Book a stay at this beach resort in Port Antonio. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Boston Bay Beach and Winnifred Beach are located nearby.
9.2/10 Wonderful! (222 reviews)
"My family and I spent one night over our 4 day adventure in Portland. Our first time experiencing an eco-tourism type of accommodation. It was amazing. We stayed in the Fig Tree hut and all I can say is it is the best room of the house. They are undergoing some renovation but no disruption to our ..."

Reviewed on May 21, 2026

Opens in a new windowGreat Huts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Portland?
In the last seven days, the cheapest roundtrip flight to Portland cost $345 on this site. Take a look at our fantastic deals, make a booking and look forward to your next travel adventure. This price was available on Travelocity for flights to Portland departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Portland?
June is the cheapest month to fly to Portland based on Travelocity's direct return flight demand between January and December last year. We can help you snap up a great bargain so you can start organizing your escape today.
How can I check my flight status to Portland?
Whether you'd like to check the status of your flight to Portland or change your itinerary, you'll find all the info you need on our customer portal, Trips. Click on "Trips" at the top of the Travelocity homepage, then log in or create a new account. Another helpful way to view and manage all your bookings is with the Travelocity app. Get alerts about gate changes or flight delays and share updates with any friends or family flying with you.
How do I find the best deals on flights to Portland?
Be flexible with your dates and you might just find an incredible deal. When searching for flights on Travelocity, select the "Flexible dates" box at the top of the page to see all the prices for surrounding days. Also try to book early and avoid peak periods. In the last seven days, the lowest price for a roundtrip flight to Portland was $345. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Portland with Travelocity?
A memorable vacation is at the click of a button when you book your trip with Travelocity. With great deals on cheap family flights, accommodations and more, we make it simple to find awesome prices to suit your needs. You can also make use of our 24/7 online chat support and free cancellations on most hotels during every stage of the process. Wander wisely with us and reserve your cheap flights to Portland today.
What are the most popular flight routes to Portland?
Browse through these busy flight routes to Portland and start planning your next great adventure:

  • New York, NY (JFK-John F. Kennedy Intl.) to Norman Manley Intl. Airport (KIN) - 749 flights a month.
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Norman Manley Intl. Airport (KIN) - 706 flights a month.
  • Providenciales (PLS-Providenciales Intl.) to Norman Manley Intl. Airport (KIN) - 212 flights a month.

How much is a flight to Portland on average?
Airfares for roundtrip flights to Portland cost between $345 and $3,811 in the last seven days. The moment you see a terrific deal, lock it in and get ready to take off on your next fun adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Portland?
The length of your direct flight to Portland mostly depends on your starting point. For a good idea of what to expect, here are the average travel times for a handful of in-demand routes to Portland:

  • New York, NY (JFK-John F. Kennedy Intl.) to Norman Manley Intl. Airport (KIN) - 3 hours and 50 minutes
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Norman Manley Intl. Airport (KIN) - 1 hour and 41 minutes
  • Providenciales (PLS-Providenciales Intl.) to Norman Manley Intl. Airport (KIN) - 1 hour and 20 minutes

What can I expect on a flight to Portland?
This depends on where you're leaving from and which air carrier you're flying with. You're likely to find all kinds of flights to Portland, from first class journeys to cheap flights for family vacations. For long-haul flights, airlines will typically offer entertainment and hot meals as well as games for the youngsters.