Cheap Flights from Fort Myers Southwest Florida Reg FL to Portland OR from $275

Compare Fort Myers Southwest Florida Reg to Portland flight deals

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Flight deals from Fort Myers Southwest Florida Reg to Portland

Looking for a cheap last-minute deal or the best round-trip flight from Fort Myers Southwest Florida Reg to Portland? Find the lowest prices on one-way and round-trip tickets right here.

Portland.$275 per passenger.Departing Wed, Jan 28, returning Mon, Feb 2.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Fort Myers Southwest Florida Reg on Wed, Jan 28, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Mon, Feb 2, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $275, select.

Portland.$275 per passenger.Departing Wed, Jan 28, returning Sat, Jan 31.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Fort Myers Southwest Florida Reg on Wed, Jan 28, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Sat, Jan 31, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $275, select.

Portland.$341 per passenger.Departing Mon, Feb 2, returning Mon, Feb 9.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Fort Myers Southwest Florida Reg on Mon, Feb 2, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Mon, Feb 9, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $341, select.

Portland.$375 per passenger.Departing Thu, Jun 11, returning Mon, Jun 22.Round-trip flight with Sun Country Airlines.Outbound indirect flight with Sun Country Airlines, departing from Fort Myers Southwest Florida Reg on Thu, Jun 11, arriving in Portland.Inbound indirect flight with Sun Country Airlines, departing from Portland on Mon, Jun 22, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $375, select.

Portland.$389 per passenger.Departing Thu, May 21, returning Thu, May 28.Round-trip flight with Sun Country Airlines.Outbound indirect flight with Sun Country Airlines, departing from Fort Myers Southwest Florida Reg on Thu, May 21, arriving in Portland.Inbound indirect flight with Sun Country Airlines, departing from Portland on Thu, May 28, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $389, select.

Portland.$420 per passenger.Departing Fri, Feb 20, returning Thu, Mar 19.Round-trip flight with Spirit Airlines and Alaska Airlines.Outbound indirect flight with Spirit Airlines, departing from Fort Myers Southwest Florida Reg on Fri, Feb 20, arriving in Portland.Inbound indirect flight with Alaska Airlines, departing from Portland on Thu, Mar 19, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $420, select.

Portland.$480 per passenger.Departing Tue, Mar 17, returning Thu, Mar 19.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Fort Myers Southwest Florida Reg on Tue, Mar 17, arriving in Portland.Inbound indirect flight with Southwest Airlines, departing from Portland on Thu, Mar 19, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $480, select.

Find the cheapest month to fly from Fort Myers Southwest Florida Reg to Portland

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Fort Myers Southwest Florida Reg to Portland flights are currently cheapest in January.

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Fort Myers Southwest Florida Reg to Portland: Alternative routes

Compare routes from Fort Myers Southwest Florida Reg to Portland below. You may find an airport to fly into that's cheaper, faster, or easier than Portland.

Fort Myers to Portland: Flight information

The things to know before you go.

Cheapest flight found	$275
Cheapest month to fly	January

Finding cheap flights from Fort Myers Southwest Florida Reg to Portland: Frequently asked questions

How much are round-trip flights from Fort Myers Southwest Florida Reg to Portland?

The best price we found for a round-trip flight from Fort Myers Southwest Florida Reg to Portland is $275. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Fort Myers Southwest Florida Reg to Portland?

Currently, there are no airlines that fly direct from Fort Myers Southwest Florida Reg to Portland. But we found flights with one or more stops from $275.

How many flights are there a week from Fort Myers Southwest Florida Reg to Portland?

There are no flights flying from Fort Myers Southwest Florida Reg to Portland, as of January 2026.

When is the cheapest time to fly from Fort Myers Southwest Florida Reg to Portland?

The cheapest month to fly from Fort Myers Southwest Florida Reg to Portland is usually January.

Which upcoming date is cheapest to fly from Fort Myers Southwest Florida Reg Airport to Portland Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Fort Myers Southwest Florida Reg Airport to Portland Airport on Wednesday, January 28, 2026.

Can I get a direct flight from Fort Myers Southwest Florida Reg Airport to Portland Airport?

No airlines currently offer direct flights between Fort Myers Southwest Florida Reg Airport and Portland Airport. Most routes have one or more stops.

How can I find the best flight deal to Portland?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Portland but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Portland?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Portland is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Fort Myers Southwest Florida Reg Airport to Portland?

Currently, Delta offers the cheapest flight tickets to Portland.

Traveling from Southwest Florida International Airport (RSW) to Portland International Airport (PDX): what you need to know

Portland's timezone is UTC-7, making Portland three hours behind Fort Myers.
For a smooth journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to catch your RSW to PDX flight.
Traveling during a peak month like October? Major public holidays and other high seasons can mean longer queues and delays at security. Play things extra safe and get there up to four hours ahead of an international flight and two hours before domestic departures.
If you want to add a stop to your trip, just deselect 'Direct flights only' when searching for your ticket from Southwest Florida International Airport to Portland International Airport. These are the top stopovers between RSW and PDX:
- Hartsfield-Jackson Atlanta International Airport
- Denver International Airport
- Dallas/Fort Worth International Airport

How to find the cheapest flights from Southwest Florida International Airport (RSW) to Portland International Airport (PDX)

At the moment, $135 is the cheapest price we've found for a one-way Southwest Florida International Airport to Portland International Airport flight. The best price for a return ticket is $275. Keep in mind that fares could change due to demand at the time of booking.
To find cheap tickets from RSW to PDX, book early. Airlines usually offer lower prices when flights are first released.
The 'Whole month' search tool shows you the cheapest flights from Southwest Florida International Airport to Portland International Airport throughout the month. It's a good way to find a bargain if your trip dates aren't set in stone.
Getting your hands on cheap flights from RSW to PDX is a cinch with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch when a lower fare pops up.
Tailor your trip with filters. Select your preferred arrival and departure times, airlines and total journey duration. You can also sort the results by 'Fastest,' 'Best' or 'Cheapest' flights from Southwest Florida International Airport to Portland International Airport.

Handy information about Southwest Florida International Airport (RSW)

RSW is located at 11000 Terminal Access Road.
Of all flights departing from Southwest Florida International Airport, 77.32% arrive on time at their destination.
Central Fort Myers to Southwest Florida International Airport is approximately 23 kilometers. Depending on traffic, it'll take about 25 minutes to get there if you're catching a cab, ride-sharing or driving.
Booked an early flight from Southwest Florida International Airport to Portland International Airport? Avoid the stress of rushing to the airport (and get some extra shut-eye) by picking one of these hotels near RSW:

Arriving at Portland International Airport (PDX)

The last thing you want is a long trip to your hotel if you're getting in late on a Southwest Florida International Airport to Portland International Airport flight. Check in to one of these accommodation options near PDX instead:
Go where the road takes you with a Portland International Airport rental car. Pick up your wheels from Thrifty, Budget or Hertz and chase adventure across Portland and beyond.
Lock in the best rate by booking your vehicle from Portland International Airport around one week ahead of your trip.

Getting from Portland International Airport (PDX) to central Portland

The address for PDX is 7000 NE Airport Way.
Portland International Airport is approximately 19 kilometers from the center of Portland. The drive time takes about 20 minutes.
When traveling on public transport, expect a journey of about 45 minutes.

When to fly to Portland International Airport (PDX)

July is the busiest month for flights from Southwest Florida International Airport to Portland International Airport. To skip the crowds, head to Portland in May.
Book your flight from Southwest Florida International Airport to Portland International Airport for August if you'd like to explore Portland during its warmest month. Expect temperatures of between 12ºC (54ºF) and 31ºC (88ºF).
If you like traveling in cooler conditions, look for a cheap ticket from RSW to PDX in December. Temperatures average between 0ºC (32ºF) and 9ºC (48ºF) then.

Explore more of United States

Portland has plenty going for it, but there are so many other corners of United States just waiting to be discovered. Around 241 kilometers north of Portland, a visit to Seattle will keep your itinerary packed. Start with popular sights like Greyhound: Bus Station, LMN Architects and Boeing Radiation Effects Lab.
Spokane is another must-experience destination in United States and is around 467 kilometers north-east of Portland. No trip is complete without seeing Manito Park, Northwest Museum of Arts & Culture and Spokane Falls.