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Cheap Flight Deals to Portland

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Round TripOne Way
CHIChicago
PWMPortland
From $154.38
Apr 9, 2026 - Apr 16, 2026
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TPATampa
PWMPortland
From $179.99
Feb 14, 2026 - Feb 21, 2026
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ORLOrlando
PWMPortland
From $196.78
Jan 14, 2026 - Jan 21, 2026
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RDURaleigh / Durham
PWMPortland
From $197.83
Apr 3, 2026 - Apr 6, 2026
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SRQSarasota
PWMPortland
From $259.25
Oct 12, 2026 - Oct 19, 2026
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MSPMinneapolis
PWMPortland
From $332.91
Jan 7, 2026 - Jan 14, 2026
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PHLPhiladelphia
PWMPortland
From $343.0
Apr 5, 2026 - Apr 8, 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:x2oIeORtH02GosbL4ULZ6w

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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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  • Aug 13, 2025 Godswill Yakubu Best Travel app to check.You truly get exceptional value for a lower price, and it feels completely fair. Since I started booking with this app, I’ve come to appreciate why they stand out as the best. It’s been a wonderful experience that makes me feel understood and valued as a customer.

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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.
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Facts About Flying to Portland, Maine

Q. How many non-stop flights are available each week to Portland?

A. There are a total of 98 non-stop flights offered weekly to Portland.

Q. Which airline was the most popular choice for flights to Portland?

A. American Airlines, Sun Country Airlines, United Airlines was the most popular carrier for flights to Portland.

Q. During which month were the highest number of flight bookings made for travel to Portland?

A. August was the month with the highest number of flight bookings for Portland.

Q. In which month were the fewest bookings made for Portland?

A. April was the month with the least bookings for Portland.

Q. How many carriers operate flights from Portland?

A. There are currently 11 carriers operating flights departing from Portland.

Q. How many cities can I fly to non-stop from Portland?

A. You can fly non-stop to 18 cities from Portland, with varying numbers of flights available to each destination.

Q. When is the most economical month to fly to Portland?

A. August is generally considered the cheapest month to fly to Portland based on historical data.

Q. What percentage of travelers over the age of 35 visited Portland during the last year?

A. During the last year, 59% of Portland travelers were over the age of 35.

Q. What percentage of travelers over the age of 60 visited Portland?

A. 21% of Portland travelers were over the age of 60.

Q. What percentage of travelers visiting Portland had children under the age of 14 accompanying them?

A. 4% of travelers traveled to Portland with kids under 14.

Q. What percentage of Portland travelers were millennials?

A. 31% of Portland travelers were millennials.

Q. What percentage of Portland travelers were female?

A. 53% of Portland travelers were female.

Q. What is the average length of stay for travelers in Portland?

A. On average, travelers spent approximately 9 days in Portland.

Q. How far in advance did the majority of travelers typically make their flight bookings before their travel dates?

A. Most travelers made their flight bookings approximately 1 weeks in advance of their travel dates.

Q. How many domestic and international flights depart from Portland?

A. 792 domestic and 31 international flights depart from Portland.

Q. Which cities have non stop flights from Portland?

A. You can fly to Charlotte, Philadelphia non stop from Portland.

§ All of the above-mentioned facts are derived from the data of the last 3 months while the highest and lowest booking months are picked on the basis of last 12 months.