Cheap Flights to Portland from $142 (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.

Tue, Nov 3 - Tue, Nov 24
LGA
LaGuardia
KIN
Norman Manley Intl.
$367 Roundtrip, found 5 hours ago
$367
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Nov 3 from LaGuardia to Norman Manley Intl., returning Tue, Nov 24, priced at $367 found 5 hours ago
Thu, Oct 29 - Tue, Nov 3
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$367 Roundtrip, found 4 hours ago
$367
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Oct 29 from John F. Kennedy Intl. to Norman Manley Intl., returning Tue, Nov 3, priced at $367 found 4 hours ago
Sat, Oct 17 - Tue, Oct 20
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$419 Roundtrip, just found
$419
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Oct 17 from Fort Lauderdale - Hollywood Intl. to Norman Manley Intl., returning Tue, Oct 20, priced at $419 just found
Sat, Sep 12 - Sat, Sep 26
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$423 Roundtrip, found 4 days ago
$423
Roundtrip
found 4 days ago
Select Arajet flight, departing Sat, Sep 12 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Sat, Sep 26, priced at $423 found 4 days ago
Mon, Oct 19 - Tue, Nov 3
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$445 Roundtrip, just found
$445
Roundtrip
just found
Select Arajet flight, departing Mon, Oct 19 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Tue, Nov 3, priced at $445 just found
Mon, Oct 19 - Tue, Nov 3
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$467 Roundtrip, just found
$467
Roundtrip
just found
Select Air Canada flight, departing Mon, Oct 19 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Tue, Nov 3, priced at $467 just found
Mon, Oct 12 - Mon, Oct 26
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$468 Roundtrip, found 12 hours ago
$468
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Mon, Oct 12 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Mon, Oct 26, priced at $468 found 12 hours ago
Sat, Sep 5 - Wed, Sep 9
CUN
Cancun Intl.
KIN
Norman Manley Intl.
$490 Roundtrip, found 3 days ago
$490
Roundtrip
found 3 days ago
Select Arajet flight, departing Sat, Sep 5 from Cancun Intl. to Norman Manley Intl., returning Wed, Sep 9, priced at $490 found 3 days ago
Thu, Nov 5 - Fri, Nov 13
MSP
Minneapolis - St. Paul Intl.
KIN
Norman Manley Intl.
$503 Roundtrip, found 6 days ago
$503
Roundtrip
found 6 days ago
Select Air Canada flight, departing Thu, Nov 5 from Minneapolis - St. Paul Intl. to Norman Manley Intl., returning Fri, Nov 13, priced at $503 found 6 days ago
Mon, Nov 2 - Fri, Nov 6
DTW
Detroit Metropolitan Wayne County
KIN
Norman Manley Intl.
$515 Roundtrip, found 3 days ago
$515
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon, Nov 2 from Detroit Metropolitan Wayne County to Norman Manley Intl., returning Fri, Nov 6, priced at $515 found 3 days ago
Mon, Oct 19 - Tue, Nov 3
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$528 Roundtrip, just found
$528
Roundtrip
just found
Select JetBlue Airways flight, departing Mon, Oct 19 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Tue, Nov 3, priced at $528 just found
OriginDestinationTravel DatesFlights From*
YYZKingstonOctober 25 to November 8$298
JFKKingstonOctober 13 to October 27$367
FLLKingstonOctober 5 to October 11$419
MIAKingstonOctober 3 to October 10$425
BOSKingstonDecember 2 to December 8$457
MCOKingstonOctober 7 to October 13$487
ATLKingstonOctober 11 to October 27$488
MIABoscobelNovember 2 to November 6$574
EWRBoscobelNovember 15 to November 18$639
MCOBoscobelNovember 5 to November 12$654
NASKingstonOctober 5 to October 9$670
POSKingstonNovember 3 to November 8$671
JFKBoscobelNovember 17 to November 21$689
BOSBoscobelNovember 19 to November 23$769
NASBoscobelOctober 29 to November 2$1,051
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRKingstonAugust 29 to September 3$502
FLLKingstonAugust 30 to September 27$581
MIAKingstonAugust 29 to September 2$593
ATLKingstonAugust 29 to September 12$646
JFKKingstonAugust 30 to September 8$666
YYZKingstonAugust 28 to August 31$754
BOSKingstonAugust 28 to September 1$773
MCOKingstonAugust 29 to September 5$819
POSKingstonAugust 28 to September 12$849
MIABoscobelAugust 29 to September 5$1,024
*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

Oct 8 - Oct 11

3 night stay

Dallas (DFW) to Ocho Rios (OCJ)

Frontier Airlines • Non-stop roundtrip • Coach
Price was $1,889, price is now $1,606 per person
$1,606
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas to Portland
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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! (227 reviews)
"The stay was amazing. The views from the room, the sound of waves crashing at night was so refreshing. The quiet of the property really allows for reset, relaxation and reconnection that a hotel can’t provide. The staff were helpful and respectful at all times, zero complaints. Nitpicking - I wished ..."

Reviewed on Aug 22, 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 Blue Lagoon and Trident Castle are located nearby.
Opens in a new windowJamaica Palace Hotel
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay Port Antonio
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Blue Lagoon and Trident Castle are located nearby.
8/10 Very Good! (241 reviews)
"Didn’t like the fact the room had no mirro."

Reviewed on Aug 22, 2026

Opens in a new windowMatch Resort Hotel
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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 Blue Lagoon and Frenchman's Cove Beach are located nearby.
9.4/10 Exceptional! (95 reviews)
"The most beautiful location . Staff were amazing and owner Steve was the best. Rooms were clean and facility was wonderful. I highly recommend Geejam"

Reviewed on Aug 23, 2026

Opens in a new windowGeejam
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 $298 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?
November 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 $298. 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 $298 and $1,051 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.