Flights To Portland - Cheap Flights Starting at CA $185

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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, Apr 1 - Mon, Apr 12
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $465 Roundtrip, found 2 days ago
CA $465
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Thu, Apr 1 from Pearson Intl. to Norman Manley Intl., returning Mon, Apr 12, priced at CA $465 found 2 days ago
Mon, Nov 9 - Sat, Nov 14
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $566 Roundtrip, found 6 days ago
CA $566
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Nov 9 from Pearson Intl. to Norman Manley Intl., returning Sat, Nov 14, priced at CA $566 found 6 days ago
Tue, Nov 10 - Tue, Nov 17
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
CA $636 Roundtrip, found 6 days ago
CA $636
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Norman Manley Intl., returning Tue, Nov 17, priced at CA $636 found 6 days ago
Sat, Oct 31 - Tue, Nov 3
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $651 Roundtrip, found 10 hours ago
CA $651
Roundtrip
found 10 hours ago
Select Arajet flight, departing Sat, Oct 31 from Pearson Intl. to Norman Manley Intl., returning Tue, Nov 3, priced at CA $651 found 10 hours ago
Mon, Nov 16 - Mon, Nov 23
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
CA $653 Roundtrip, found 17 hours ago
CA $653
Roundtrip
found 17 hours ago
Select Delta flight, departing Mon, Nov 16 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Mon, Nov 23, priced at CA $653 found 17 hours ago
Fri, Jan 22 - Fri, Jan 29
YUL
Pierre Elliott Trudeau Intl.
KIN
Norman Manley Intl.
CA $657 Roundtrip, found 6 days ago
CA $657
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jan 22 from Pierre Elliott Trudeau Intl. to Norman Manley Intl., returning Fri, Jan 29, priced at CA $657 found 6 days ago
Mon, Nov 16 - Mon, Nov 23
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
CA $672 Roundtrip, found 17 hours ago
CA $672
Roundtrip
found 17 hours ago
Select Delta flight, departing Mon, Nov 16 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Mon, Nov 23, priced at CA $672 found 17 hours ago
Fri, Nov 20 - Mon, Nov 30
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $692 Roundtrip, found 3 days ago
CA $692
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Nov 20 from Pearson Intl. to Norman Manley Intl., returning Mon, Nov 30, priced at CA $692 found 3 days ago
Mon, Nov 23 - Fri, Dec 4
YHZ
Stanfield Intl.
KIN
Norman Manley Intl.
CA $729 Roundtrip, found 5 days ago
CA $729
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon, Nov 23 from Stanfield Intl. to Norman Manley Intl., returning Fri, Dec 4, priced at CA $729 found 5 days ago
OriginDestinationTravel datesFlights from*
YYZKingstonNovember 19 to November 29CA $489
EWRKingstonNovember 16 to November 23CA $653
JFKKingstonNovember 8 to November 19CA $668
FLLKingstonNovember 26 to November 30CA $683
MIAKingstonOctober 31 to November 4CA $697
MCOKingstonNovember 4 to November 13CA $728
YYZBoscobelNovember 1 to November 12CA $783
BOSKingstonDecember 4 to December 11CA $823
ATLKingstonOctober 26 to November 11CA $1,008
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZKingstonOctober 9 to October 14CA $675
JFKKingstonOctober 10 to October 13CA $746
JFKKingstonOctober 10 to October 13CA $746
FLLKingstonOctober 11 to October 23CA $859
YYZBoscobelOctober 9 to October 14CA $1,044
POSKingstonOctober 9 to October 13CA $1,092
ATLKingstonOctober 10 to October 14CA $1,589
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Blue Berry Hills Villa
3.0-star property

Blue Berry Hills Villa

Dec 25 - Dec 30

5 night stay

Toronto (YYZ) to Ocho Rios (OCJ)

Flair Airlines • Roundtrip • Coach
Price was CA $4,221, price is now CA $3,698 per person
CA $3,698
per person
found 1 day ago
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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 CA $465 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?
April 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 CA $465. 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 CA $465 and CA $1,589 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.