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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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PDX
Apr 24 — May 11
Fri 4/24
Fri 5/1
1 adult, Economy
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Cheap 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 March 25, 2026.

This United Airlines deal was found by Cheapflights users on 3/23. 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 5/511:49 am
RSW
-
PDX
1 stop10h 49m
United Airlines
Sat 5/911:55 pm
PDX
-
RSW
1 stop8h 21m
United Airlines
Deal found 3/23$368
This American Airlines deal was found by Cheapflights users on 3/24. 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 5/61:50 pm
RSW
-
PDX
1 stop10h 13m
American Airlines
Sun 5/1012:59 am
PDX
-
RSW
1 stop9h 17m
American Airlines
Deal found 3/24$373
This Delta deal was found by Cheapflights users on 3/24. 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 4/145:30 am
RSW
-
PDX
1 stop8h 11m
Delta
Sun 4/195:45 am
PDX
-
RSW
1 stop7h 13m
Delta
Deal found 3/24$398
This United Airlines deal was found by Cheapflights users on 3/22. 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 4/295:02 pm
RSW
-
PDX
1 stop8h 56m
United Airlines
Wed 5/611:55 pm
PDX
-
RSW
1 stop8h 21m
United Airlines
Deal found 3/22$399
This Delta deal was found by Cheapflights users on 3/20. 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 4/165:30 am
RSW
-
PDX
1 stop8h 11m
Delta
Wed 4/2212:30 am
PDX
-
RSW
1 stop7h 55m
Delta
Deal found 3/20$409

Find 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 March 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$368
(United Airlines)

One-way from

$143
(CheapOair)

Popular in

March

Cheapest in

October

Average price

$711
Provider with most accurate pricing for Fort Myers SW Florida Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Portland flights.
Search Deals
From Fort Myers SW Florida Intl to Portland
Search Deals
One-way flight from Fort Myers SW Florida Intl to Portland
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 25, 2026.
Use the filters below to find and compare flights from Fort Myers to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Wed 4/29

5:02 pm-10:58 pm

1 stop8h 56m

Portland

Wed 5/6

11:55 pm-11:16 am

1 stop8h 21m

$399
Quickest round-trip

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 4/16

5:30 am-10:41 am

1 stop8h 11m

Portland

Wed 4/22

12:30 am-11:25 am

1 stop7h 55m

$409

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 4/16

1:15 pm-8:42 pm

1 stop10h 27m

Portland

Thu 4/23

11:59 pm-11:16 am

1 stop8h 17m

$409

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Fri 5/1

6:45 am-3:03 pm

2 stops11h 18m

Portland

Mon 5/11

11:55 pm-11:16 am

1 stop8h 21m

$450

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Fri 5/22

3:56 pm-10:55 pm

1 stop9h 59m

Portland

Tue 5/26

10:40 pm-11:24 am

1 stop9h 44m

$469

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 5/7

7:03 am-3:13 pm

1 stop11h 10m

Portland

Mon 5/11

11:55 pm-1:16 pm

1 stop10h 21m

$514

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Sun 7/12

12:48 pm-10:43 pm

1 stop12h 55m

Portland

Tue 7/21

6:28 pm-10:40 am

1 stop13h 12m

$517

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 4/23

12:45 pm-9:32 pm

2 stops11h 47m

Portland

Mon 5/4

7:32 pm-9:59 am

2 stops11h 27m

$523
Cheapest one-way

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Mon 4/20

4:55 pm-11:53 pm

1 stop9h 58m

$205
Quickest one-way

Fort MyersPortland

RSW - PDX

RSWPDX

Fort Myers SW Florida Intl

Thu 4/30

5:44 pm-10:49 pm

1 stop8h 05m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 17 resultsSorted by cheapest first
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 March.
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 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 March 13, 2026.

Booking 8 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 January is currently the most expensive (average of $366). 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.

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 March 25, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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
4,332 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
4,332 reviews
Southwest
8.0
Very good
4,332 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
8,327 reviews
Southwest
8.0
Very good
4,332 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
9,478 reviews
Southwest
8.0
Very good
4,332 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
11,493 reviews
Southwest
8.0
Very good
4,332 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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 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 11m. Fly via United Airlines or Delta 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 American Airlines is currently your cheapest option to Portland, with prices starting at $298. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $298 and $298, respectively. These flights start at 40% 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 United Airlines, with whom users have recently found tickets for as low as $149. However, be on the lookout for offers from Sun Country Air 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 January is currently the most expensive (average of $366). 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
Beaverton
Seaside
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Pacific City

Browse thousands of different options on Cheapflights for your next trip

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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 March 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$298Average$468FlexibilityNo cancel feeOn-time69%
DeltaCheapest$298Average$463FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$429FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$379Average$502FlexibilityNo cancel feeOn-time63%

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