$52 Cheap Flights from Fort Myers (RSW) to Portland (PWM)

View $52 flight on Tue, Aug 26, 2025Opens in a new window

Popular airlines from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)

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Cheap Flights from Fort Myers to Portland (RSW-PWM)

Prices were available within the past 7 days and start at $52 for one-way flights and $131 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Thu, Sep 11 - Wed, Sep 17
RSW
Fort Myers
PWM
Portland
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 11 from Fort Myers to Portland, returning Wed, Sep 17, priced at $131 found 1 day ago
Breeze Airways
Sat, Sep 6 - Sun, Sep 14
RSW
Fort Myers
PWM
Portland
$133 Roundtrip, found 3 hours ago
$133
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Fort Myers to Portland, returning Sun, Sep 14, priced at $133 found 3 hours ago
Breeze Airways
Mon, Sep 8 - Wed, Sep 17
RSW
Fort Myers
PWM
Portland
$135 Roundtrip, found 3 days ago
$135
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 8 from Fort Myers to Portland, returning Wed, Sep 17, priced at $135 found 3 days ago
Breeze Airways
Thu, Sep 11 - Wed, Sep 17
RSW
Fort Myers
PWM
Portland
$136 Roundtrip, found 1 day ago
$136
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 11 from Fort Myers to Portland, returning Wed, Sep 17, priced at $136 found 1 day ago
Breeze Airways
Sat, Aug 30 - Sat, Sep 6
RSW
Fort Myers
PWM
Portland
$136 Roundtrip, found 1 hour ago
$136
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Aug 30 from Fort Myers to Portland, returning Sat, Sep 6, priced at $136 found 1 hour ago
Breeze Airways
Sat, Sep 13 - Tue, Sep 16
RSW
Fort Myers
PWM
Portland
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 13 from Fort Myers to Portland, returning Tue, Sep 16, priced at $138 found 1 day ago
JetBlue Airways
Tue, Aug 19 - Wed, Sep 17
RSW
Fort Myers
PWM
Portland
$155 Roundtrip, found 2 days ago
$155
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 19 from Fort Myers to Portland, returning Wed, Sep 17, priced at $155 found 2 days ago
American Airlines
Sat, Aug 23 - Sat, Aug 30
RSW
Fort Myers
PWM
Portland
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 23 from Fort Myers to Portland, returning Sat, Aug 30, priced at $208 found 1 day ago
Delta
Mon, Sep 22 - Sat, Sep 27
RSW
Fort Myers
PWM
Portland
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Sep 22 from Fort Myers to Portland, returning Sat, Sep 27, priced at $217 found 1 hour ago
United
Wed, Aug 20 - Tue, Sep 9
RSW
Fort Myers
PWM
Portland
$217 Roundtrip, just found
$217
Roundtrip
just found
Select United flight, departing Wed, Aug 20 from Fort Myers to Portland, returning Tue, Sep 9, priced at $217 just found

Find the cheapest month to fly from Fort Myers (RSW) to Portland (PWM)

January is typically the cheapest month to fly

From $102 - $385 per traveler.

Graph displaying average flight prices per month

Alternative airports near Portland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. Jetport PWM. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $217
PWM
Portland Intl. Jetport
CheapestClosest
Average driving time to city center8 min
Flights from $217
Flights from Fort Myers (RSW) to Portland (PWM)
Origin airport
Southwest Florida Intl.
Destination airport
Portland Intl. Jetport
Airlines serving
American Airlines, Breeze Airways, Delta, JetBlue Airways, Southwest Airlines, Sun Country Airlines, United
Roundtrip price
$123
Distance
1345 mi
Average flight time
6 hours 39 mins

Fort Myers to Portland Flights

The cheapest times to fly from Fort Myers to Portland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Fort Myers to Portland are during the month of September. You can find some of the cheapest flights from Fort Myers to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Fort Myers to Portland

Sunday is one of the best days to book for cheap flights from Fort Myers to Portland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Fort Myers to Portland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Fort Myers to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $52 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Fort Myers to Portland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Fort Myers to Portland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM) cost?
Discover the latest flight deals from RSW to PWM by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from RSW to PWM?
The cheapest flights from RSW to PWM are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)?
Fly directly from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM) on a Breeze Airways flight.
What is the cheapest airline that flies from RSW to PWM?
Right now, the cheapest airline operating one-way flights from RSW to PWM is Breeze. You can book a seat on this route from $71. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from RSW on October 12 2025. Prices were last updated on July 23 2025 and have not changed since.
How many flights per day from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)?
On average, you can pick from 3 direct weekly flights from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM). For more options, consider taking a flight with a layover. Just enter your dates on Expedia and then set the filters to include one or more stops.
What are the most popular departure times for flights from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)?
Flights between RSW and PWM are busiest at 1 PM. If you're after a more relaxed atmosphere and potentially cheaper tickets, look for a time when demand is lower.
What day of the week has the most flights from RSW to PWM?
If you depart on a Thursday, you'll get the widest range of choices for flights from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM).
What is the earliest flight from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)?
The earliest flight taking off from Southwest Florida Intl. Airport (RSW) is at around 9:15AM UTC-5. Board this flight and you'll arrive at Portland Intl. Jetport Airport (PWM) at approximately 12:38PM UTC-5. The total travel time is 3h 23m.
How long does it take to fly from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)?
Flights from RSW to PWM have an average travel time of 3 hours and 23 minutes. The distance between these two airports is 1,350 mi.
What is the best time to fly from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)?
Select a flight from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM) that takes off before 3 PM to reduce the likelihood of delays. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Portland from Southwest Florida Intl. Airport (RSW)?
You'll touch down at Portland Intl. Jetport Airport (PWM) or Portsmouth Intl. Airport (PSM) when you travel to Portland on a direct flight from Southwest Florida Intl. Airport (RSW).
Is it cheaper to buy a plane ticket from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM) last-minute?
Last-minute bookings from RSW to PWM are typically more expensive. For the cheapest rates, start looking for flights well in advance. That said, if you're flexible with your travel plans, it's possible to score a cheap fare right before your journey.
Is it cheaper to book a RSW to PWM flight and hotel package?
You'll generally save money by booking a RSW to PWM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've selected your preferred flights and accommodations, consider adding extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Southwest Florida Intl. Airport (RSW) to Portland Intl. Jetport Airport (PWM)?
In most instances, you can reschedule or cancel your RSW to PWM flight. However, additional fees may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you need further information, head to our Customer Service portal.

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*Available to One Key members.