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$172+ Cheap flights from Portland to Fort Myers (PDX - RSW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RSW
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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Cheap flight deals from Portland to Fort Myers

Cheapest flights from Portland to Fort Myers
Explore the most affordable flight options available from Portland to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.

This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:40 am
PDX
-
RSW
1 stop7h 13m
American Airlines
Tue 6/93:57 pm
RSW
-
PDX
1 stop11h 02m
American Airlines
Deal found 5/16$419
This Southwest deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:30 pm
PDX
-
RSW
1 stop10h 00m
Southwest
Thu 8/205:25 pm
RSW
-
PDX
1 stop8h 40m
Southwest
Deal found 5/16$431
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:44 pm
PDX
-
RSW
2 stops11h 43m
Delta
Sat 8/226:40 am
RSW
-
PDX
2 stops11h 05m
Delta
Deal found 5/20$433
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:59 pm
PDX
-
RSW
1 stop8h 42m
American Airlines
Tue 6/303:57 pm
RSW
-
PDX
1 stop11h 02m
American Airlines
Deal found 5/15$439
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:59 pm
PDX
-
RSW
1 stop11h 55m
American Airlines
Sat 8/222:19 pm
RSW
-
PDX
1 stop7h 40m
American Airlines
Deal found 5/20$443
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:25 am
PDX
-
RSW
2 stops10h 25m
Southwest
Mon 11/96:10 am
RSW
-
PDX
2 stops10h 40m
Southwest
Deal found 5/17$453
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:00 am
PDX
-
RSW
2 stops15h 15m
Southwest
Thu 10/1511:50 am
RSW
-
PDX
2 stops10h 10m
Southwest
Deal found 5/15$459
This Delta deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:39 am
PDX
-
RSW
1 stop8h 15m
Delta
Wed 12/21:00 pm
RSW
-
PDX
2 stops12h 04m
Delta
Deal found 5/17$466
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:10 am
PDX
-
RSW
1 stop8h 40m
Southwest
Mon 10/196:25 pm
RSW
-
PDX
1 stop8h 50m
Southwest
Deal found 5/17$471

Find flight deals from Portland to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Fort Myers (RSW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$419
(American Airlines)

One-way from

$172
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$605
Provider with most accurate pricing for Portland-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Fort Myers SW Florida Intl flights.
Search Deals
From Portland to Fort Myers SW Florida Intl
Search Deals
One-way flight from Portland to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Fort Myers that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 20, 2026.
Use the filters below to find and compare flights from Portland to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Thu 7/9

11:59 pm-10:45 am

1 stop7h 46m

Fort Myers SW Florida Intl

Fri 7/17

1:30 pm-5:29 pm

1 stop30h 59m

$495
Quickest round-trip

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Tue 6/23

2:10 pm-1:02 am

1 stop7h 52m

Fort Myers SW Florida Intl

Sat 6/27

7:20 am-12:40 pm

1 stop8h 20m

$499

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Thu 6/11

7:20 am-1:01 am

2 stops14h 41m

Fort Myers SW Florida Intl

Sun 6/14

5:37 am-10:30 am

1 stop7h 53m

$521

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Wed 7/1

11:30 pm-12:45 pm

1 stop10h 15m

Fort Myers SW Florida Intl

Sun 7/5

6:10 am-2:05 pm

2 stops10h 55m

$544

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Sat 7/11

10:35 pm-11:27 am

1 stop9h 52m

Fort Myers SW Florida Intl

Tue 7/14

7:00 am-5:06 pm

2 stops13h 06m

$552

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Mon 6/8

11:30 pm-11:30 am

1 stop9h 00m

Fort Myers SW Florida Intl

Fri 6/12

6:25 am-3:45 pm

2 stops12h 20m

$559

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Tue 6/23

8:35 pm-11:30 am

2 stops11h 55m

Fort Myers SW Florida Intl

Sat 6/27

9:25 am-8:00 pm

1 stop13h 35m

$563

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Fri 7/17

7:40 pm-9:35 am

2 stops10h 55m

Fort Myers SW Florida Intl

Mon 7/20

6:25 am-7:35 pm

2 stops16h 10m

$570

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Sat 7/18

5:54 pm-11:27 am

2 stops14h 33m

Fort Myers SW Florida Intl

Tue 7/21

12:24 pm-9:13 pm

1 stop11h 49m

$587
Cheapest one-way

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Wed 8/26

6:00 am-5:06 pm

1 stop8h 06m

$210

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Portland to Fort Myers

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Fort Myers in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Fort Myers flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Fort Myers flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Fort Myers flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Fort Myers

How far ahead should I book a flight from Portland to Fort Myers?

To ensure you get the cheapest price possible for a flight from Portland to Fort Myers, you should look to book at least 27 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Portland to Fort Myers?

Currently, January is the cheapest month in which you can book a flight from Portland to Fort Myers (average of $417). Flying from Portland to Fort Myers in March is currently the most expensive (average of $858). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Portland to Fort Myers?

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Fort Myers. Reviews last updated May 20, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to Fort Myers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,285 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,285 reviews
Southwest
7.9
Good
4,285 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,454 reviews
Southwest
7.9
Good
4,285 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,736 reviews
Southwest
7.9
Good
4,285 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,641 reviews
Southwest
7.9
Good
4,285 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Sun Country Air
6.8
Okay
334 reviews
Southwest
7.9
Good
4,285 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Portland to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland to Fort Myers?

    Departing from Portland to Fort Myers will take you 7h 46m. Portland and Fort Myers are separated by a distance of 2592 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Portland to Fort Myers round-trip?

    According to our current data, Sun Country Air ($170), Delta ($296), and United Airlines ($298) offers the cheapest pricing from Portland to Fort Myers. Users have found that Sun Country Air is 68% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Portland to Fort Myers one-way?

    $148 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $149 and $168, respectively.

  • Can I find deals for flights from Portland to Fort Myers that include hotel bookings?

    Yes. In addition to deals on Portland to Fort Myers flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Fort Myers?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Fort Myers.

  • Can I find deals for business class flights from Portland to Fort Myers?

    Yes. Cheapflights offers flight deals from Portland to Fort Myers by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Portland to Fort Myers (average of $417). Flying from Portland to Fort Myers in March is currently the most expensive (average of $858). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
North Fort Myers
Estero
Sanibel

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Top 5 airlines flying from Portland to Fort Myers

Discover the top 5 airlines that operate flights from Portland to Fort Myers. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$170Average$362FlexibilityNo cancel feeOn-time83%
DeltaCheapest$296Average$476FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$476FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$336Average$627FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$369Average$527FlexibilityNo cancel feeOn-time71%

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