$132 Cheap flights to Portland
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Top places to visit in Portland
Cheap flights to Portland from $132 One Way, $356 Round Trip
$356 return flights and $132 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* |
|---|---|---|---|
| MCO | Kingston | June 21 to June 30 | $444 |
| YYZ | Kingston | June 19 to June 24 | $460 |
| MIA | Kingston | June 19 to June 24 | $484 |
| FLL | Kingston | June 21 to June 28 | $487 |
| EWR | Kingston | June 21 to June 27 | $518 |
| JFK | Kingston | June 20 to July 8 | $528 |
| BOS | Kingston | June 20 to June 25 | $569 |
| ATL | Kingston | June 19 to June 22 | $653 |
| NAS | Kingston | June 19 to June 26 | $705 |
| JFK | Boscobel | June 19 to June 23 | $1,173 |
| JFK | Boscobel | June 19 to June 23 | $1,173 |
| FLL | Boscobel | June 19 to June 21 | $3,368 |
Find The Perfect Hotel For After Your Flight
Score Epic Portland Accommodation Deals
Hotel Tim Bamboo
"Staff was wonderful, food was great."
Reviewed on May 17, 2026
Our Top Portland Apartment Hotels
Bonne Amie
Luxury Privacy, Beach and Mountain View’s. 4 bedroom suites, sleeps 12..
Great Huts
"Unfortunately there was a power outage when we arrived. Tanya was fantastic and made sure to find alternative suitable accommodation for us. I would recommend the hotel for location and price and staff friendliness and would return in the future"
Reviewed on Jun 9, 2026
Score Epic Portland Accommodation Deals
Sea Cliff Resort
"The food was great Did encounter a very rude staff other than HER ..!!! the staff was great Maintaining the property very poorly I could write a two page paragraph on this, but I will just say do better the view was awesome. I loved it. Breakfast was great.house keeping was great.🙏"
Reviewed on Jun 16, 2026
Jamaica Palace Hotel
"This place was amazing!!"
Reviewed on Jun 16, 2026
Geejam
Great Huts
"Unfortunately there was a power outage when we arrived. Tanya was fantastic and made sure to find alternative suitable accommodation for us. I would recommend the hotel for location and price and staff friendliness and would return in the future"
Reviewed on Jun 9, 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
Families like: Private pool, kitchen, playground, close to beach
"We really enjoyed our stay at All Nations Guesthouse. The staff was fantastic and very accommodating. The views from the property are amazing…seeing the Caribbean over the tops of the trees was special! Having the communal kitchen was very welcoming. We certainly recommend a stay at the ..."
Reviewed on Jun 15, 2026
Bay View Eco Resort & Spa
"Everything was perfect 👌"
Reviewed on May 12, 2026
Bonne Amie
Need a Car For After Your Flight?
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Portland
Snag some “suite” deals when you add cheap hotel rooms to Portland flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.
Budget Prices, Luxury Life
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Fun for All
While shopping Orbitz sales on Portland flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.
Non-Stop or Stop and Visit
Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Portland flights, you will always find the best air travel prices at Orbitz.
All in One
Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Portland. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.
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.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.