
$163 Cheap flights to Portland
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Top places to visit in Portland
Cheap flights to Portland from $163 One Way, $415 Round Trip
$415 return flights and $163 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 | November 8 to November 15 | $426 |
| EWR | Kingston | November 6 to November 10 | $504 |
| MIA | Kingston | November 7 to November 11 | $523 |
| JFK | Kingston | November 8 to November 15 | $612 |
| FLL | Kingston | November 6 to November 23 | $624 |
| NAS | Kingston | November 6 to November 9 | $722 |
| POS | Kingston | November 7 to November 11 | $805 |
| FLL | Boscobel | November 7 to November 9 | $852 |
| BOS | Kingston | November 8 to November 14 | $858 |
| ATL | Kingston | November 8 to November 11 | $889 |
| MCO | Kingston | November 7 to November 11 | $1,058 |
Find The Perfect Hotel For After Your Flight
Score Epic Portland Accommodation Deals

Hotel Tim Bamboo
"The food was EXCELLENT!!!! The only problem I had was checking out and the person at the front desk was snoring so hard he didn't realize I was leaking until I walked out and left the door open. Guests were not safe, Anyone could have walked in"
Reviewed on Oct 7, 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
"Staff was great and close to jerk center.room very nice and clean .property very nice."
Reviewed on Oct 27, 2026
Score Epic Portland Accommodation Deals

Sea Cliff Resort
"I had an awesome time. Breakfast was delicious."
Reviewed on Oct 27, 2026

Jamaica Palace Hotel

Geejam

Great Huts
"Staff was great and close to jerk center.room very nice and clean .property very nice."
Reviewed on Oct 27, 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
"Finding the location wasn't good, especially at night. Wasn't able to get anyone on the phone to help with the directions."
Reviewed on Oct 4, 2026

Bay View Eco Resort & Spa
"Property was clean not much going on internment wise. The Internet connection was very poor. The Property could do with some moderation in places."
Reviewed on Oct 25, 2026

Bonne Amie
Need a Car For After Your Flight?
Economy

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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
Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Portland.
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.




