Flights To Portland - Cheap Flights Starting at CA $216

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

Port Antonio

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Port Antonio
A waterfall cascading over a rock formation into a clear pool of water.

Reach

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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.

Wed, Jul 8 - Fri, Sep 4
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $498 Roundtrip, found 6 days ago
CA $498
Roundtrip
found 6 days ago
Select Flair Airlines flight, departing Wed, Jul 8 from Pearson Intl. to Norman Manley Intl., returning Fri, Sep 4, priced at CA $498 found 6 days ago
Sat, Sep 5 - Mon, Sep 14
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $500 Roundtrip, found 2 days ago
CA $500
Roundtrip
found 2 days ago
Select Arajet flight, departing Sat, Sep 5 from Pearson Intl. to Norman Manley Intl., returning Mon, Sep 14, priced at CA $500 found 2 days ago
Fri, Sep 11 - Fri, Sep 18
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $512 Roundtrip, found 22 hours ago
CA $512
Roundtrip
found 22 hours ago
Select Flair Airlines flight, departing Fri, Sep 11 from Pearson Intl. to Norman Manley Intl., returning Fri, Sep 18, priced at CA $512 found 22 hours ago
Fri, Sep 11 - Mon, Sep 14
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $520 Roundtrip, found 2 hours ago
CA $520
Roundtrip
found 2 hours ago
Select Flair Airlines flight, departing Fri, Sep 11 from Pearson Intl. to Norman Manley Intl., returning Mon, Sep 14, priced at CA $520 found 2 hours ago
Fri, Oct 9 - Mon, Oct 19
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $527 Roundtrip, found 1 day ago
CA $527
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Fri, Oct 9 from Pearson Intl. to Norman Manley Intl., returning Mon, Oct 19, priced at CA $527 found 1 day ago
Tue, Jul 28 - Mon, Aug 10
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $533 Roundtrip, found 6 hours ago
CA $533
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Jul 28 from Pearson Intl. to Norman Manley Intl., returning Mon, Aug 10, priced at CA $533 found 6 hours ago
Fri, Oct 9 - Mon, Oct 12
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $535 Roundtrip, found 1 hour ago
CA $535
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Fri, Oct 9 from Pearson Intl. to Norman Manley Intl., returning Mon, Oct 12, priced at CA $535 found 1 hour ago
Wed, Aug 12 - Mon, Aug 17
YUL
Pierre Elliott Trudeau Intl.
KIN
Norman Manley Intl.
CA $536 Roundtrip, found 20 hours ago
CA $536
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Pierre Elliott Trudeau Intl. to Norman Manley Intl., returning Mon, Aug 17, priced at CA $536 found 20 hours ago
Wed, Sep 23 - Wed, Sep 30
YKF
Region of Waterloo Intl.
KIN
Norman Manley Intl.
CA $616 Roundtrip, found 5 days ago
CA $616
Roundtrip
found 5 days ago
Select Air Canada flight, departing Wed, Sep 23 from Region of Waterloo Intl. to Norman Manley Intl., returning Wed, Sep 30, priced at CA $616 found 5 days ago
Mon, Sep 14 - Fri, Sep 18
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $636 Roundtrip, found 9 hours ago
CA $636
Roundtrip
found 9 hours ago
Select Air Canada flight, departing Mon, Sep 14 from Pearson Intl. to Norman Manley Intl., returning Fri, Sep 18, priced at CA $636 found 9 hours ago
OriginDestinationTravel datesFlights from*
MIAKingstonAugust 29 to September 1CA $457
YYZKingstonSeptember 11 to September 14CA $520
FLLKingstonSeptember 4 to September 7CA $567
BOSKingstonAugust 27 to September 5CA $605
MCOKingstonAugust 27 to September 2CA $609
EWRKingstonSeptember 28 to October 5CA $637
JFKKingstonAugust 24 to September 1CA $691
ATLKingstonJuly 22 to July 26CA $834
YYZBoscobelJuly 27 to July 31CA $990
NASKingstonAugust 14 to August 16CA $1,231
BOSBoscobelAugust 8 to August 12CA $1,682
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZKingstonJuly 11 to July 18CA $664
EWRKingstonJuly 11 to July 18CA $682
ATLKingstonJuly 11 to July 14CA $719
FLLKingstonJuly 11 to July 18CA $793
JFKKingstonJuly 10 to July 19CA $796
MCOKingstonJuly 10 to July 14CA $927
YYZBoscobelJuly 10 to July 13CA $2,013
*Prices include taxes and fees

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! (214 reviews)
"Great escape in Portland Sis birthday turned out great!"

Reviewed on Jul 3, 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 Frenchman's Cove Beach and Blue Lagoon are located nearby.
8.2/10 Very good! (325 reviews)
"Property was clean and quiet. Some basic stuff were missing from the room in my opinion. Food was alright. Pool is great, but would recommend a lifeguard since it’s 8ft deep."

Reviewed on Jul 5, 2026

Opens in a new windowJamaica Palace Hotel
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 Blue Lagoon and Frenchman's Cove Beach are located nearby.
9.2/10 Wonderful! (226 reviews)
"Always a great place to stay. The staff was friendly and the resort is eclectic and filled with African Art. My children really loved the infinity pool with the view and the beach area. We love that the Queen of Sheba as it has so much space to easily accommodate a big group. The property is quiet ..."

Reviewed on Jun 25, 2026

Opens in a new windowGreat Huts
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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 Frenchman's Cove Beach and Blue Lagoon are located nearby.
9.4/10 Exceptional! (93 reviews)
"Geejam was a breath of fresh air after cancelling & leaving another property in Portland early & concluding our vacation here. The staff was very kind & hospitable. We definitely enjoyed the free breakfast daily & the food was good. We had a good time at dinner as well & drinks were made well. My ..."

Reviewed on Jun 28, 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 CA $457 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?
July 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 $457. 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 $457 and CA $2,013 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.