$119 Cheap flights to Portland
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Top places to visit in Portland
Cheap flights to Portland from $119 One Way, $290 Round Trip
$290 return flights and $119 one-way flights to Portland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | Kingston | September 19 to October 2 | $359 |
| MIA | Kingston | September 19 to October 10 | $562 |
| BOS | Kingston | September 20 to October 5 | $571 |
| EWR | Kingston | September 18 to September 21 | $594 |
| ATL | Kingston | September 18 to October 30 | $619 |
| FLL | Kingston | September 19 to October 10 | $673 |
| MCO | Kingston | September 18 to September 20 | $971 |
| JFK | Kingston | September 20 to October 1 | $1,024 |
Find The Perfect Hotel For After Your Flight
Score Epic Portland Accommodation Deals
Hotel Tim Bamboo
"I stay at the cottage area my stay was good but the air conditioning was not working properly"
Reviewed on Sep 1, 2026
Our Top Portland Apartment Hotels
Bonne Amie
Amazing Caribbean Sea & Mountain Views, Luxury, Privacy, 4 bd suites, sleeps 12
"We were a party of 7. We will return. The staff was phenomenal…always helpful, friendly…couldn’t ask for more. The pool was fantastic…not only for the children!Enough pool/beach towels available.We spent a wonderful 5 nights."
Reviewed on Sep 9, 2026
Great Huts
"I get it that this property is a sustainable eco resort. But that said, there were some design and layout aspects of the room (hut) where we stayed that are quite uncomfortable and could even be downright dangerous. We stayed in a 2 level hut. One of the beds was at the lower level, and the bathroom/ ..."
Reviewed on Aug 14, 2026
Score Epic Portland Accommodation Deals
Sea Cliff Resort
Jamaica Palace Hotel
"We enjoyed our staff. Breakfast was good. The rooms were clean. We are planning on having our family reunion at this hotel."
Reviewed on Sep 13, 2026
Match Resort Hotel
"The rooms are clean. Staff very helpful. Breakfast is good."
Reviewed on Sep 13, 2026
Geejam
"Stunning views, a beautiful room, excellent food, and wonderfully attentive staff. We truly couldn’t have asked for more from our stay at Geejam. An absolutely beautiful experience from start to finish."
Reviewed on Sep 7, 2026
Family Friendly Hotels in Portland
San San Tropez
Families like: Private pool, playground, babysitting, close to beach
"Great location. Rooms are clean but very dated property with poor facilities. Needs urgent renovation Friendly and approachable staff."
Reviewed on Jan 15, 2019
All Nations Guesthouse
Bay View Eco Resort & Spa
"Clean room, friendly staff, good food. Phone needed for internal communication. Toilets are too low for the aged. Nanny display need to be more meaningful, and educational.Not sure that there is space facility."
Reviewed on Aug 31, 2026
Bonne Amie
Need a Car For After Your Flight?
Economy
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Portland
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Frequently asked questions
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
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