Cheap Flights to Portland from $129 (2026/2027)

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A beach with clear turquoise water, a rocky coastline, and a small structure on a cliff.

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.

Thu, Oct 29 - Sun, Nov 22
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
$326 Roundtrip, found 3 days ago
$326
Roundtrip
found 3 days ago
Select Flair Airlines flight, departing Thu, Oct 29 from Pearson Intl. to Norman Manley Intl., returning Sun, Nov 22, priced at $326 found 3 days ago
Fri, Dec 4 - Fri, Dec 18
LGA
LaGuardia
KIN
Norman Manley Intl.
$424 Roundtrip, found 2 days ago
$424
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Dec 4 from LaGuardia to Norman Manley Intl., returning Fri, Dec 18, priced at $424 found 2 days ago
Thu, Dec 3 - Thu, Dec 17
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$424 Roundtrip, found 20 hours ago
$424
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Thu, Dec 3 from John F. Kennedy Intl. to Norman Manley Intl., returning Thu, Dec 17, priced at $424 found 20 hours ago
Sat, Dec 5 - Tue, Dec 8
LGA
LaGuardia
KIN
Norman Manley Intl.
$440 Roundtrip, found 1 hour ago
$440
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Dec 5 from LaGuardia to Norman Manley Intl., returning Tue, Dec 8, priced at $440 found 1 hour ago
Sun, Jan 17 - Tue, Jan 26
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$443 Roundtrip, found 5 hours ago
$443
Roundtrip
found 5 hours ago
Select Delta flight, departing Sun, Jan 17 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Tue, Jan 26, priced at $443 found 5 hours ago
Mon, Mar 1 - Mon, Mar 8
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$471 Roundtrip, just found
$471
Roundtrip
just found
Select Arajet flight, departing Mon, Mar 1 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Mon, Mar 8, priced at $471 just found
Sat, Dec 5 - Thu, Dec 17
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$482 Roundtrip, found 5 days ago
$482
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Dec 5 from Fort Lauderdale - Hollywood Intl. to Norman Manley Intl., returning Thu, Dec 17, priced at $482 found 5 days ago
Fri, Nov 13 - Tue, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
OCJ
Ian Fleming Intl.
$502 Roundtrip, found 2 days ago
$502
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Nov 13 from Fort Lauderdale - Hollywood Intl. to Ian Fleming Intl., returning Tue, Nov 17, priced at $502 found 2 days ago
OriginDestinationTravel DatesFlights From*
YYZKingstonNovember 15 to November 19$345
JFKKingstonDecember 3 to December 17$424
MIAKingstonNovember 7 to November 14$441
MIABoscobelNovember 18 to December 2$469
FLLBoscobelNovember 13 to November 17$502
BOSKingstonDecember 9 to December 16$582
JFKBoscobelNovember 18 to November 20$592
JFKBoscobelNovember 18 to November 20$592
ATLBoscobelNovember 15 to November 18$607
ATLKingstonDecember 2 to December 9$647
NASKingstonNovember 4 to November 18$682
POSKingstonNovember 7 to November 14$693
BOSBoscobelDecember 12 to December 19$745
MCOBoscobelDecember 12 to December 19$751
NASBoscobelDecember 18 to December 25$1,300
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZKingstonOctober 16 to October 23$496
MIAKingstonOctober 17 to October 24$513
EWRKingstonOctober 18 to October 22$535
JFKKingstonOctober 18 to October 19$553
FLLKingstonOctober 17 to October 24$657
BOSKingstonOctober 18 to October 21$689
NASKingstonOctober 16 to October 19$795
ATLKingstonOctober 18 to November 8$813
POSKingstonOctober 16 to October 17$830
MCOKingstonOctober 16 to October 19$928
*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

Nov 30 - Dec 4

4 night stay

Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)

United • Roundtrip • Coach
Price was $2,118, price is now $1,793 per person
$1,793
per person
found 1 day 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.
8/10 Very Good! (241 reviews)
"Enjoyed"

Reviewed on Sep 27, 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.
8.2/10 Very Good! (364 reviews)
"Jm palace, quiet and serene . Ideal place for total rest and relaxation . Staff was helpful and courteous. Enjoyed my stay, will rebook again for the near future."

Reviewed on Oct 4, 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.
9.4/10 Exceptional! (100 reviews)
"Excellent hotel for a quiet stay. Very nice rooms and excellent views. The website and marketing information should make it clear that staying at the property may be difficult for some people as walking the property will require guest to go up and down a number a steps."

Reviewed on Sep 24, 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! (235 reviews)
"Loved my stay at great huts. Totally unique rooms, quiet property with detail to art and history throughout … beautiful cliffside views and chirping crickets at night made this stay feel relaxing . Don’t have to leave the property if you don’t want to , there’s a bar and staff will tend to your needs. ..."

Reviewed on Oct 3, 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 $326 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?
October 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 $326. 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 $326 and $1,300 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.