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Cheap Flight Deals to Portland

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Round TripOne Way
ORLOrlando
PWMPortland
From $157.99
Jan 16, 2026 - Jan 19, 2026
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FMYFort Myers
PWMPortland
From $285.93
Aug 24, 2026 - Sep 2, 2026
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CLTCharlotte
PWMPortland
From $326.74
Sep 5, 2026 - Sep 12, 2026
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CMHColumbus
PWMPortland
From $331.87
May 8, 2026 - May 11, 2026
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PHLPhiladelphia
PWMPortland
From $610.50
Jan 22, 2026 - Jan 23, 2026
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* All fares above were last found on:
Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. 202512~Ref:Iw3N8TQG_E-2qAcxE1NYiA

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  • Dec 10, 2025 Dipender Panwar I want to recognize the outstanding service provided by Jochim. His professionalism, attention to detail, and genuine customer care have consistently stood out. Interactions with him are always clear, patient, and solution focused. Team members like Jochim make a real difference and reflect positively on the organization.

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  • Aug 31, 2025 Ray Hobson Very reliableThis was my first time using this site and I was very please with how everything was handled. Right after I booked my flight I got a call from one of the associates letting me know i didn't pick out my seats, and choose my seat for my trip there and back from my destination. I was kept up to date in my flight information and they made sure I got my boarding pass. My trip was very stress free. I will be using them again. Thank you!

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  • Aug 28, 2025 MariaEsperanza Estilo Nicko Went Above and BeyondI had to change the return flight of two out of four passengers in our group. Because only half of the group need to travel differently, it took several calls to Iberia Airlines directly and because of the time difference, Nicko coordinated and helped me over a couple of days. Throughout the experience, he explained what he was doing and why he needs to put me on hold and why he needs to call me back the following day, He was very knowledgeable, professional and empathetic to my predicament. Nicko owned the issues and the process and was very transparent with cost and every details of the transactions. I am very grateful and because of him, I will always trust CheapOAir with my travel needs. -Maria E.E.

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Book Flights to Portland, Maine

Known as 'City of Roses', Portland is one city that offers the perfect blend of adventure and natural beauty. While adventure enthusiasts should head to the 'Forest Park' to enjoy exciting hiking trails, nature lovers should plan a day trip to the 'International Rose Garden' which features more than 7 rose bushes. Don't forget to take your kids to the Oregon Zoo which is spread across an area of more than 6 acres and contains more than 18 animal species.
Book Your Flight to Portland with CheapOair
Booking your flight with CheapOair helps ensure that you'll be getting the most affordable available tickets to Portland. With our Best Price Guarantee, you know that we can provide you with the fantastic low prices on flights to Portland, and with our 24/7 customer service you can always reach us during your trip.
Get the Best Fare to Portland with CheapOair
June-August is the best time to plan a trip to Portland. With temperatures ranging between 5-7 degrees Fahrenheit, the weather is ideal for outdoor exploration. Since this is also the peak season, get ready to pay extra for the airfares and hotel rooms. If you are looking for an economical affair, then travel during winters (3-45 degrees Fahrenheit) when the temperatures are chillingly low. You will easily get cheap airfares and hotel rooms during this period.
Portland Airports
Portland International Airport is the main airport that serves the city. The airport offers several amenities including dining, shopping and efficient ground transportation to the passengers. There are plenty of ways to travel to/from the airport including private taxis, public bus service and car rentals. If you are looking for cheap flights to Portland, then make sure you book your tickets at least three weeks in advance, its one trick that never fails to deliver.