$60 Cheap Flights from Portland (PWM) to Fort Myers (RSW)

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

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

Prices were available within the past 7 days and start at $60 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
JetBlue Airways
American Airlines
Southwest Airlines
Delta

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

January is typically the cheapest month to fly

From $107 - $358 per traveler.

Graph displaying average flight prices per month

Flights from Portland (PWM) to Fort Myers (RSW)
Origin airport
Portland Intl. Jetport
Destination airport
Southwest Florida Intl.
Airlines serving
American Airlines, Breeze Airways, Delta, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$136
Distance
1345 mi
Average flight time
5 hours 40 mins

Portland to Fort Myers Flights

The cheapest times to fly from Portland to Fort Myers

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 Portland to Fort Myers are during the month of September. You can find some of the cheapest flights from Portland to Fort Myers with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Portland to Fort Myers: 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 Portland to Fort Myers

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 Portland to Fort Myers in 2025. You can also book with separate airlines for your outbound and return journeys, from $60 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 Portland to Fort Myers 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 Portland to Fort Myers 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 Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW) cost?
Discover the latest flight deals from PWM to RSW 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 PWM to RSW?
The cheapest flights from PWM to RSW 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 Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW)?
Jump on a nonstop flight with Breeze Airways and fly straight from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW).
What is the cheapest airline that flies from PWM to RSW?
At the moment, the cheapest airline offering one-way flights from PWM to RSW is Breeze. You can take off 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 PWM on September 18 2025. Prices were last updated on July 2 2025 and have not changed since.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW)?
On average, you can choose from 3 direct weekly flights from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW). For greater flexibility, consider taking a flight with a layover. Just enter your dates on Expedia and then filter your search to show one or two stops.
What are the most popular departure times for flights from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW)?
More passengers fly between PWM and RSW at 5 PM than at any other time of day. Rather go when it's quieter? Consider flying outside peak hours and there's a chance you'll save on your fare as well.
What day of the week has the most flights from PWM to RSW?
If you travel on a Thursday, you'll get the biggest range of choices for flights from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW).
What is the earliest flight from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW)?
The earliest flight out of Portland Intl. Jetport Airport (PWM) is at around 1:18PM UTC-5. Board this plane and you'll touch down at Southwest Florida Intl. Airport (RSW) at approximately 5:08PM UTC-5. The total flight duration is 3h 50m.
How long does it take to fly from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW)?
Flights from PWM to RSW have an average travel time of 3 hours and 50 minutes. The distance between these two airports is 1,350 mi.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW)?
To arrive at Southwest Florida Intl. Airport (RSW) on schedule, choose a flight that leaves from Portland Intl. Jetport Airport (PWM) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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 Fort Myers from Portland Intl. Jetport Airport (PWM)?
If you're taking a direct flight from Portland Intl. Jetport Airport (PWM) to Fort Myers, Southwest Florida Intl. Airport (RSW) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW) last-minute?
Last-minute bookings from PWM to RSW are typically more expensive. For the lowest prices, start looking for flights well ahead of time. That said, if your travel plans are flexible, you may score a cheap ticket right before you leave.
Is it cheaper to book a PWM to RSW flight and hotel package?
Compared with arranging hotels and flights separately, booking a PWM to RSW flight and hotel package with Expedia could result in significant savings. Better yet, having it all in one place will take the stress out of travel planning. Just pick your flights and select from our wide range of stays, then customize your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Southwest Florida Intl. Airport (RSW)?
In most instances, you can cancel or reschedule your PWM to RSW flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like more information, go to our Customer Service portal.

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