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$145+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RSW
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Fort Myers SW Florida Intl are usually found in April or May, booked 71 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

Cheap 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 October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$353
(Delta)

One-way from

$145
(Trip.com)

Popular in

December

Cheapest in

April

Average price

$424
Provider with most accurate pricing for Portland-Fort Myers SW Florida Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Fort Myers SW Florida Intl flights.
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From Portland to Fort Myers SW Florida Intl
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One-way flight from Portland to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 11% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 2, 2025.

This Frontier deal was found by Cheapflights users on 9/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3012:52 pmPDX - RSW
2 stops16h 53mFrontier
Thu 11/69:28 pmRSW - PDX
2 stops17h 28mFrontier
Deal found 9/30$330
This Delta deal was found by Cheapflights users on 10/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/310:10 pmPDX - RSW
1 stop8h 34mDelta
Tue 12/912:04 pmRSW - PDX
1 stop11h 36mDelta
Deal found 10/1$353
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:43 pmPDX - RSW
2 stops12h 07mUnited Airlines
Wed 12/105:05 pmRSW - PDX
1 stop8h 52mUnited Airlines
Deal found 10/1$358
This Frontier deal was found by Cheapflights users on 10/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1612:43 pmPDX - RSW
2 stops16h 38mFrontier
Thu 10/239:11 pmRSW - PDX
2 stops17h 37mFrontier
Deal found 10/2$360
This Delta deal was found by Cheapflights users on 10/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/271:00 pmPDX - RSW
1 stop8h 37mDelta
Thu 12/47:15 amRSW - PDX
1 stop8h 39mDelta
Deal found 10/2$361
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Wed 12/311:59 pmPDX - RSW
2 stops10h 00mAmerican Airlines
Tue 12/98:34 amRSW - PDX
2 stops13h 36mAmerican Airlines
Deal found 10/1$363
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:55 amPDX - RSW
1 stop7h 55mSouthwest
Wed 12/1010:50 amRSW - PDX
2 stops10h 25mSouthwest
Deal found 10/1$366
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/279:52 pmPDX - RSW
1 stop9h 26mAmerican Airlines
Mon 11/172:57 pmRSW - PDX
1 stop8h 21mAmerican Airlines
Deal found 9/30$369
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 12/411:59 pmPDX - RSW
2 stops9h 28mAmerican Airlines
Wed 12/107:00 amRSW - PDX
2 stops13h 28mAmerican Airlines
Deal found 10/1$371
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/257:44 amPDX - RSW
2 stops12h 49mAmerican Airlines
Mon 10/273:50 pmRSW - PDX
1 stop10h 16mAmerican Airlines
Deal found 9/30$374
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:36 pmPDX - RSW
1 stop23h 55mMultiple Airlines
Thu 12/49:25 pmRSW - PDX
2 stops42h 55mMultiple Airlines
Deal found 10/1$375
This American Airlines deal was found by Cheapflights users on 9/30. 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 11/1811:43 amPDX - RSW
1 stop8h 32mAmerican Airlines
Thu 12/256:40 amRSW - PDX
1 stop9h 10mAmerican Airlines
Deal found 9/30$378

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 October 2, 2025.
Use the filters below to find and compare flights from Portland to Fort Myers that are best for you.

Fly from

Portland

Fly to

Fort Myers

Route

Depart

Return

Price

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Tue 10/28

12:40 am-1:45 pm

1 stop10h 05m

Fort Myers SW Florida Intl

Wed 11/5

5:38 am-1:00 pm

1 stop10h 22m

$353

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Wed 10/29

5:50 am-3:30 pm

1 stop6h 40m

Fort Myers SW Florida Intl

Wed 11/5

12:30 pm-10:30 pm

2 stops13h 00m

$358

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Fri 10/31

2:10 pm-12:39 am

1 stop7h 29m

Fort Myers SW Florida Intl

Tue 11/11

7:45 am-12:48 pm

1 stop8h 03m

$361

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Thu 11/27

11:53 am-12:37 am

1 stop9h 44m

Fort Myers SW Florida Intl

Wed 12/3

12:04 pm-8:40 pm

1 stop11h 36m

$361

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Thu 11/27

1:00 pm-12:37 am

1 stop8h 37m

Fort Myers SW Florida Intl

Thu 12/4

7:15 am-12:54 pm

1 stop8h 39m

$361

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Sat 11/8

10:10 pm-9:44 am

1 stop8h 34m

Fort Myers SW Florida Intl

Tue 11/18

7:45 am-12:48 pm

1 stop8h 03m

$361

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Fri 10/31

2:10 pm-12:39 am

1 stop7h 29m

Fort Myers SW Florida Intl

Wed 11/12

2:14 pm-10:05 pm

1 stop10h 51m

$361

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Sat 10/25

6:00 am-5:40 pm

1 stop8h 40m

Fort Myers SW Florida Intl

Mon 10/27

2:13 pm-9:48 pm

1 stop10h 35m

$369

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Thu 12/4

1:34 pm-9:30 pm

1 stop28h 56m

Fort Myers SW Florida Intl

Sun 12/7

9:00 am-9:32 am

1 stop27h 32m

$384

PortlandFort Myers

PDX - RSW

PDXRSW

Portland

Thu 11/27

11:53 am-12:37 am

1 stop9h 44m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/2

Showing 1-10 of 19 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 September 26, 2025.

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, January is the cheapest month in which you can book a flight from Portland to Fort Myers (average of $205). Flying from Portland to Fort Myers in June is currently the most expensive (average of $290). 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.

What is the cheapest time of day to fly from PDX to RSW?

Find hourly flight availability from Portland to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 2, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 16% on flights from Portland to Fort Myers by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Portland to Fort Myers?

Use this chart to determine the cheapest time to fly round-trip from Portland to Fort Myers. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland to Fort Myers flight should consider departing on Friday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 2, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United 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
4,248 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,962 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,933 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Sun Country Air
6.9
Okay
334 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 6h 40m. 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 ($199), Delta ($298), and American Airlines ($298) offers the cheapest pricing from Portland to Fort Myers. Users have found that Sun Country Air is 58% cheaper than the other options available to this destination.

  • 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 $205). Flying from Portland to Fort Myers in June is currently the most expensive (average of $290). 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

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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 October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$199Average$377FlexibilityNo cancel feeOn-time83%
DeltaCheapest$298Average$466FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$464FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$458FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$393Average$563FlexibilityNo cancel feeOn-time63%

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