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$137+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PDX
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Portland are usually found in January or May, booked 87 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 September 11, 2025.

Round-trip from

$259
(Delta)

One-way from

$137
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$414
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. 10% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/293:50 pmRSW - PDX
1 stop10h 16mAmerican Airlines
Mon 11/311:59 pmPDX - RSW
1 stop9h 19mAmerican Airlines
Deal found 9/10$285
This Southwest deal was found by Cheapflights users on 9/10. 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 11/104:05 pmRSW - PDX
1 stop11h 10mSouthwest
Tue 11/186:05 amPDX - RSW
1 stop7h 45mSouthwest
Deal found 9/10$319
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Sun 10/57:05 amRSW - PDX
1 stop7h 49mUnited Airlines
Tue 10/75:30 amPDX - RSW
2 stops13h 10mUnited Airlines
Deal found 9/11$327
This Sun Country Air deal was found by Cheapflights users on 9/11. 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 10/252:00 pmRSW - PDX
1 stop30h 34mSun Country Air
Sun 11/26:24 pmPDX - RSW
1 stop14h 35mSun Country Air
Deal found 9/11$335
This Delta deal was found by Cheapflights users on 9/10. 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.
Mon 11/107:45 amRSW - PDX
1 stop8h 03mDelta
Mon 11/1712:35 amPDX - RSW
1 stop9h 58mDelta
Deal found 9/10$349
This Sun Country Air deal was found by Cheapflights users on 9/10. 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.
Wed 11/194:20 pmRSW - PDX
1 stop27h 52mSun Country Air
Fri 11/286:36 pmPDX - RSW
1 stop14h 11mSun Country Air
Deal found 9/10$350
This Sun Country Air deal was found by Cheapflights users on 9/9. 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 9/205:52 pmRSW - PDX
1 stop26h 38mSun Country Air
Thu 10/25:58 pmPDX - RSW
1 stop13h 29mSun Country Air
Deal found 9/9$355
This American Airlines deal was found by Cheapflights users on 9/10. 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
Tue 12/211:59 pmPDX - RSW
1 stop9h 18mAmerican Airlines
Deal found 9/10$358

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 September 11, 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 3/3

5:40 pm-10:39 pm

1 stop7h 59m

Portland

Wed 3/4

5:55 am-4:05 pm

1 stop7h 10m

$259

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Wed 10/29

3:50 pm-11:06 pm

1 stop10h 16m

Portland

Mon 11/3

11:59 pm-12:18 pm

1 stop9h 19m

$285

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Sun 10/5

7:05 am-11:54 am

1 stop7h 49m

Portland

Tue 10/7

5:30 am-9:40 pm

2 stops13h 10m

$327

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Sat 10/25

2:00 pm-5:34 pm

1 stop30h 34m

Portland

Sun 11/2

6:24 pm-7:11 pm

1 stop21h 47m

$335

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Mon 11/10

5:45 pm-12:15 am

2 stops9h 30m

Portland

Tue 11/18

6:05 am-8:10 pm

2 stops11h 05m

$352

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Tue 11/25

6:00 am-12:36 pm

1 stop9h 36m

Portland

Tue 12/2

11:59 pm-2:08 pm

2 stops11h 09m

$363

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Sat 10/18

9:58 am-7:27 pm

2 stops12h 29m

$142

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 10/30

6:22 am-11:56 am

2 stops32h 34m

$157

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 9/18

11:47 am-10:41 am

1 stop25h 54m

$177

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Wed 12/31

3:48 pm-9:19 pm

1 stop8h 31m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 17 results
1
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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 August 29, 2025.

Booking 25 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, November is the cheapest month in which you can book a flight from Fort Myers to Portland (average of $277). Flying from Fort Myers to Portland in March is currently the most expensive (average of $368). 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 September 11, 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 14% 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 evenings when fares are most often at their lowest. Monday mornings 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 September 11, 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
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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 7h 59m. Fly via Delta or American Airlines 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 Delta is currently your cheapest option to Portland, with prices starting at $288. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $298 and $298, respectively. These flights start at 34% 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, November is the cheapest month in which you can book a flight from Fort Myers to Portland (average of $277). Flying from Fort Myers to Portland in March is currently the most expensive (average of $368). 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
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Cannon Beach
Long Beach
Longview
Lincoln City
Tigard
Depoe Bay
Stevenson
Wilsonville
Pacific City
Troutdale
Tillamook
Gresham
Silverton

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$442FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$450FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$298Average$414FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$379Average$442FlexibilityNo cancel feeOn-time63%

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