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$143+ Cheap flights from Fort Myers to Portland (RSW - PDX)

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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PDX
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Portland are usually found in January or October, booked 62 days in advance, depart on a Saturday or Tuesday and return on a Tuesday

Cheap flight deals from Fort Myers to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Portland (PDX). 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 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$360
(Sun Country Air)

One-way from

$143
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$391
Provider with most accurate pricing for Fort Myers SW Florida Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Portland flights.
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From Fort Myers SW Florida Intl to Portland
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One-way flight from Fort Myers SW Florida Intl to Portland
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Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 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 Fort Myers to Portland

Cheapest flights from Fort Myers to Portland
Explore the most affordable flight options available from Fort Myers to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This Sun Country Air deal was found by Cheapflights users on 10/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2511:54 amRSW - PDX
1 stop8h 24mSun Country Air
Tue 12/212:35 pmPDX - RSW
1 stop19h 36mSun Country Air
Deal found 10/15$365
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Tue 11/257:38 pmRSW - PDX
1 stop8h 12mAmerican Airlines
Mon 12/112:59 amPDX - RSW
1 stop6h 53mAmerican Airlines
Deal found 10/16$369
This American Airlines deal was found by Cheapflights users on 10/15. 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 11/116:44 amRSW - PDX
1 stop9h 24mAmerican Airlines
Sat 11/1511:59 pmPDX - RSW
2 stops10h 04mAmerican Airlines
Deal found 10/15$374
This Southwest deal was found by Cheapflights users on 10/14. 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 12/811:45 amRSW - PDX
2 stops10h 05mSouthwest
Wed 12/108:00 amPDX - RSW
2 stops9h 10mSouthwest
Deal found 10/14$379
This Sun Country Air deal was found by Cheapflights users on 10/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:26 pmRSW - PDX
1 stop24h 48mSun Country Air
Fri 1/26:14 pmPDX - RSW
1 stop13h 17mSun Country Air
Deal found 10/15$385
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:45 amRSW - PDX
1 stop8h 03mDelta
Sun 11/167:59 pmPDX - RSW
2 stops10h 45mDelta
Deal found 10/15$392
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:38 amRSW - PDX
1 stop7h 38mDelta
Sun 11/912:35 amPDX - RSW
1 stop9h 58mDelta
Deal found 10/16$394
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Mon 12/227:15 pmRSW - PDX
1 stop8h 39mAmerican Airlines
Thu 1/112:49 amPDX - RSW
1 stop8h 49mAmerican Airlines
Deal found 10/15$414
This Sun Country Air deal was found by Cheapflights users on 10/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/221:45 pmRSW - PDX
1 stop30h 51mSun Country Air
Sat 11/2911:59 pmPDX - RSW
1 stop18h 53mSun Country Air
Deal found 10/15$415

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Portland 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 16, 2025.
Use the filters below to find and compare flights from Fort Myers to Portland that are best for you.

Fly from

Fort Myers

Fly to

Portland

Route

Depart

Return

Price

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 11/6

5:38 am-10:16 am

1 stop7h 38m

Portland

Thu 11/13

1:59 pm-12:37 am

1 stop7h 38m

$369

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Mon 12/8

5:05 pm-10:57 pm

1 stop8h 52m

Portland

Wed 12/10

7:00 am-8:14 pm

1 stop10h 14m

$369

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Tue 11/25

7:53 pm-9:54 am

1 stop17h 01m

Portland

Tue 12/2

12:35 pm-11:11 am

1 stop19h 36m

$370

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Tue 11/11

6:44 am-1:08 pm

1 stop9h 24m

Portland

Sat 11/15

11:59 pm-1:03 pm

2 stops10h 04m

$374

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Mon 12/8

11:45 am-6:50 pm

2 stops10h 05m

Portland

Wed 12/10

8:00 am-8:10 pm

2 stops9h 10m

$379

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Mon 12/22

7:26 pm-5:14 pm

1 stop24h 48m

Portland

Fri 1/2

6:14 pm-10:31 am

1 stop13h 17m

$385

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Tue 11/11

5:35 am-10:43 am

1 stop8h 08m

Portland

Sun 11/16

7:59 pm-10:50 am

2 stops11h 51m

$392

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Fri 11/7

5:38 am-11:18 am

1 stop8h 40m

Portland

Mon 11/10

6:10 am-4:33 pm

1 stop7h 23m

$394

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 11/6

4:01 pm-11:56 am

2 stops46h 55m

$143

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Fri 12/12

7:14 pm-11:56 am

2 stops43h 42m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

Showing 1-10 of 20 results
1
2

Compare providers for flights from Fort Myers to Portland

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 Fort Myers to Portland 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 Fort Myers-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Fort Myers-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Fort Myers-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Fort Myers-Portland 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 Fort Myers-Portland 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 Fort Myers to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Fort Myers 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 Fort Myers to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Fort Myers to Portland. Price data was last updated on October 10, 2025.

Booking 62 days in advance of your planned departure date is, on average, the best time to get cheap flights from Fort Myers to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, April is the cheapest month in which you can book a flight from Fort Myers to Portland (average of $103). Flying from Fort Myers to Portland in July is currently the most expensive (average of $311). 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 RSW to PDX?

Find hourly flight availability from Fort Myers to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Fort Myers to Portland in the evening. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the morning.

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

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

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

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated October 16, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Fort Myers to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

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
7,984 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

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
8,982 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

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
11,043 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

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 Fort Myers to Portland. 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 Fort Myers to Portland?

    There are many flights that can get you from Fort Myers to Portland in 7h 38m. Fly via Delta, United Airlines, or Sun Country Air to get the fastest option. Airlines will cover a distance of 2592 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Flying on United Airlines is currently your cheapest option to Portland, with prices starting at $287. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $298 and $298, respectively. These flights start at 35% lower than the current average price 3 months from now.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $143. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Fort Myers to Portland for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Fort Myers to Portland 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 Fort Myers to Portland?

    Currently, April is the cheapest month in which you can book a flight from Fort Myers to Portland (average of $103). Flying from Fort Myers to Portland in July is currently the most expensive (average of $311). 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 Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Gresham
Troutdale

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Top 4 airlines flying from Fort Myers to Portland

Discover the top 4 airlines that operate flights from Fort Myers to Portland. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$287Average$416FlexibilityNo cancel feeOn-time69%
DeltaCheapest$298Average$453FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$415FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$379Average$442FlexibilityNo cancel feeOn-time63%

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