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$111+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RSW
May 3 — May 101
Sun 5/3
Sun 5/10
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 April 3, 2026.

This Southwest deal was found by Cheapflights users on 3/31. 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.
Sat 4/2511:55 pm
PDX
-
RSW
1 stop8h 45m
Southwest
Sat 5/26:00 am
RSW
-
PDX
1 stop9h 35m
Southwest
Deal found 3/31$399
This Delta deal was found by Cheapflights users on 3/31. 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.
Fri 4/247:32 pm
PDX
-
RSW
2 stops12h 53m
Delta
Sat 5/25:30 am
RSW
-
PDX
1 stop8h 11m
Delta
Deal found 3/31$406
This CheapOair deal was found by Cheapflights users on 3/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1012:35 pm
PDX
-
RSW
1 stop26h 12m
Multiple Airlines
Sun 5/176:35 pm
RSW
-
PDX
1 stop18h 15m
Multiple Airlines
Deal found 3/29$420
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Sat 5/1610:23 pm
PDX
-
RSW
1 stop8h 13m
American Airlines
Mon 6/16:24 pm
RSW
-
PDX
1 stop9h 26m
American Airlines
Deal found 4/1$421
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 4/2412:59 am
PDX
-
RSW
2 stops11h 33m
American Airlines
Sat 5/26:00 am
RSW
-
PDX
2 stops11h 24m
American Airlines
Deal found 4/2$429
This American Airlines deal was found by Cheapflights users on 4/1. 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 6/2310:40 pm
PDX
-
RSW
1 stop9h 43m
American Airlines
Wed 7/16:24 pm
RSW
-
PDX
1 stop9h 26m
American Airlines
Deal found 4/1$442

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 April 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$399
(Southwest)

One-way from

$111
(Expedia)

Popular in

March

Cheapest in

January

Average price

$417
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. 10% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 3, 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

Sat 4/25

7:40 pm-9:00 am

2 stops10h 20m

Fort Myers SW Florida Intl

Sat 5/2

2:35 pm-10:05 pm

1 stop10h 30m

$404

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Fri 4/24

7:32 pm-11:25 am

2 stops12h 53m

Fort Myers SW Florida Intl

Sat 5/2

5:30 am-10:41 am

1 stop8h 11m

$406
Quickest round-trip

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Wed 6/10

10:55 pm-9:48 am

1 stop7h 53m

Fort Myers SW Florida Intl

Sun 6/14

6:15 pm-11:21 pm

1 stop8h 06m

$464

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Sat 5/2

7:00 am-8:37 pm

1 stop10h 37m

Fort Myers SW Florida Intl

Wed 5/6

4:36 pm-11:55 pm

1 stop10h 19m

$509

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Sun 9/6

10:05 pm-10:47 am

1 stop9h 42m

Fort Myers SW Florida Intl

Thu 9/10

6:31 am-12:54 pm

1 stop9h 23m

$529

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Thu 6/11

9:25 pm-9:48 am

1 stop9h 23m

Fort Myers SW Florida Intl

Sun 6/14

6:15 pm-11:21 pm

1 stop8h 06m

$529
Cheapest one-way

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Wed 4/29

12:38 pm-10:45 am

2 stops19h 07m

$136
Quickest one-way

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Wed 5/6

11:59 pm-10:47 am

1 stop7h 48m

$200

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Tue 4/28

7:14 pm-10:47 am

2 stops12h 33m

$205

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Sun 4/26

6:05 pm-9:54 am

2 stops12h 49m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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 April.
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?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Fort Myers. Price data was last updated on April 2, 2026.

To ensure you get the cheapest price possible for a flight from Portland to Fort Myers, you should look to book at least 71 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, August is the cheapest month in which you can book a flight from Portland to Fort Myers (average of $121). Flying from Portland to Fort Myers in October is currently the most expensive (average of $256). 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 April 3, 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
8.0
Very good
4,344 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

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
8.0
Very good
4,344 reviews
Southwest
8.0
Very good
4,344 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

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
8,374 reviews
Southwest
8.0
Very good
4,344 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

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
9,538 reviews
Southwest
8.0
Very good
4,344 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

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
11,552 reviews
Southwest
8.0
Very good
4,344 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

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
338 reviews
Southwest
8.0
Very good
4,344 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

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 10h 20m. 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 ($275), and American Airlines ($298) offers the cheapest pricing from Portland to Fort Myers. Users have found that Sun Country Air is 65% 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, August is the cheapest month in which you can book a flight from Portland to Fort Myers (average of $121). Flying from Portland to Fort Myers in October is currently the most expensive (average of $256). 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
Sanibel
North Fort Myers
Estero
Lehigh Acres

Browse thousands of different options on Cheapflights for your next trip

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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 April 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$170Average$315FlexibilityNo cancel feeOn-time83%
DeltaCheapest$275Average$468FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$470FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$304Average$459FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$393Average$627FlexibilityNo cancel feeOn-time63%

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