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$157+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PDX
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$371
(American Airlines)

One-way from

$157
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$593
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 ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/257:38 pmRSW - PDX
1 stop8h 12mAmerican Airlines
Mon 12/112:59 amPDX - RSW
1 stop6h 53mAmerican Airlines
Deal found 11/2$374
This Sun Country Air deal was found by Cheapflights users on 11/1. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/257:53 pmRSW - PDX
1 stop17h 01mSun Country Air
Tue 12/212:35 pmPDX - RSW
1 stop19h 36mSun Country Air
Deal found 11/1$425
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/177:00 amRSW - PDX
2 stops31h 56mMultiple Airlines
Fri 11/215:28 pmPDX - RSW
1 stop23h 54mMultiple Airlines
Deal found 10/31$521
This Sun Country Air deal was found by Cheapflights users on 11/1. 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 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 11/1$535
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/123:48 pmRSW - PDX
1 stop10h 08mUnited Airlines
Wed 12/37:00 amPDX - RSW
1 stop9h 56mUnited Airlines
Deal found 11/1$545
This American Airlines deal was found by Cheapflights users on 10/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/171:09 pmRSW - PDX
1 stop11h 14mAmerican Airlines
Thu 11/2012:59 amPDX - RSW
1 stop6h 53mAmerican Airlines
Deal found 10/31$567
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Tue 11/252:45 pmRSW - PDX
1 stop10h 51mUnited Airlines
Tue 12/210:10 amPDX - RSW
3 stops30h 46mUnited Airlines
Deal found 11/1$597

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 November 3, 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

Tue 11/25

7:38 pm-12:50 am

1 stop8h 12m

Portland

Tue 12/2

5:30 am-6:12 pm

1 stop9h 42m

$419

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Mon 11/17

7:00 am-11:56 am

2 stops31h 56m

Portland

Fri 11/21

5:28 pm-8:22 pm

1 stop23h 54m

$521

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Fri 12/19

6:30 am-10:53 pm

1 stop19h 23m

Portland

Sat 12/27

11:59 pm-9:37 am

1 stop30h 38m

$535

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Sat 11/22

1:45 pm-5:36 pm

1 stop30h 51m

Portland

Sat 11/29

11:59 pm-9:52 pm

1 stop18h 53m

$535

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Wed 11/12

3:48 pm-10:56 pm

1 stop10h 08m

Portland

Wed 12/3

7:00 am-7:56 pm

1 stop9h 56m

$545

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Mon 11/17

1:09 pm-9:23 pm

1 stop11h 14m

Portland

Thu 11/20

12:59 am-10:52 am

1 stop6h 53m

$567

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Tue 11/25

2:45 pm-10:36 pm

1 stop10h 51m

Portland

Tue 12/2

10:10 am-7:56 pm

3 stops30h 46m

$597

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Wed 12/17

1:26 pm-11:43 am

2 stops25h 17m

$157

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Wed 12/10

6:29 pm-11:56 am

2 stops44h 27m

$172

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Wed 12/17

1:26 pm-5:26 pm

1 stop31h 00m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 15 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Fort Myers-Portland flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 31, 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 November 3, 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 November 3, 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
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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 8h 12m. Fly via American 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.

  • 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
Gresham
Tillamook
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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$287Average$413FlexibilityNo cancel feeOn-time69%
DeltaCheapest$298Average$457FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$379Average$502FlexibilityNo cancel feeOn-time63%

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