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$103+ Cheap flights from Portland, ME to Fort Myers (PWM - 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — RSW
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Fort Myers SW Florida Intl are usually found in September or August, booked 89 days in advance, depart on a Tuesday or Friday and return on a Friday

Cheap flight deals from Portland to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) 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 January 6, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$181
(Kiwi.com)

One-way from

$103
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$251
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. 7% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Tue 3/316:14 pmPWM - RSW
Nonstop3h 50mBreeze Airways
Thu 4/97:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/5$181
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Sun 3/2911:01 amPWM - RSW
Nonstop3h 50mBreeze Airways
Sun 4/57:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/5$183
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
Tue 3/316:14 pmPWM - RSW
Nonstop3h 50mBreeze Airways
Sun 4/57:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/4$194
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Thu 4/3011:01 amPWM - RSW
Nonstop3h 50mBreeze Airways
Thu 5/77:45 amRSW - PWM
1 stop11h 31mBreeze Airways
Deal found 1/6$195
This Breeze Airways deal was found by Cheapflights users on 1/6. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2211:01 amPWM - RSW
Nonstop3h 50mBreeze Airways
Thu 1/297:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/6$208
This Breeze Airways deal was found by Cheapflights users on 1/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2911:01 amPWM - RSW
Nonstop3h 50mBreeze Airways
Thu 2/57:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/4$218
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Tue 3/106:14 pmPWM - RSW
Nonstop3h 50mBreeze Airways
Tue 3/172:13 pmRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/5$221
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Tue 3/316:14 pmPWM - RSW
Nonstop3h 50mBreeze Airways
Sun 4/127:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/5$223
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Tue 3/176:14 pmPWM - RSW
Nonstop3h 50mBreeze Airways
Fri 3/206:00 amRSW - PWM
1 stop4h 49mBreeze Airways
Deal found 1/5$227
This Breeze Airways deal was found by Cheapflights users on 1/5. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:29 amPWM - RSW
1 stop5h 06mBreeze Airways
Mon 4/206:00 amRSW - PWM
1 stop4h 49mBreeze Airways
Deal found 1/5$229
This Kiwi.com deal was found by Cheapflights users on 1/4. 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 4/611:29 amPWM - RSW
1 stop5h 06mBreeze Airways
Thu 4/97:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/4$230
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
Sun 4/511:01 amPWM - RSW
Nonstop3h 50mBreeze Airways
Tue 4/79:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Deal found 1/4$231

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 January 6, 2026.
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

PWM - RSW

PWMRSW

Portland

Thu 1/22

11:01 am-2:51 pm

Nonstop3h 50m

Fort Myers SW Florida Intl

Mon 1/26

6:00 am-10:49 am

1 stop4h 49m

$250

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Wed 2/4

12:43 pm-6:32 pm

1 stop5h 49m

Fort Myers SW Florida Intl

Wed 2/11

3:05 pm-10:27 pm

1 stop7h 22m

$257

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Mon 2/2

12:43 pm-6:32 pm

1 stop5h 49m

Fort Myers SW Florida Intl

Mon 2/9

6:00 am-12:03 pm

1 stop6h 03m

$257

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Tue 3/3

2:35 pm-11:26 pm

2 stops8h 51m

Fort Myers SW Florida Intl

Tue 3/10

2:02 pm-11:59 pm

2 stops9h 57m

$268

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Wed 2/4

12:45 pm-9:40 pm

2 stops8h 55m

Fort Myers SW Florida Intl

Wed 2/11

5:20 pm-10:15 pm

1 stop4h 55m

$271

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Thu 1/22

3:58 pm-11:33 pm

2 stops7h 35m

Fort Myers SW Florida Intl

Thu 1/29

3:07 pm-11:43 pm

2 stops8h 36m

$287

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Sat 2/7

12:48 pm-9:39 pm

1 stop8h 51m

Fort Myers SW Florida Intl

Wed 2/11

6:00 am-12:03 pm

1 stop6h 03m

$307

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Mon 3/2

11:29 am-4:35 pm

1 stop5h 06m

Fort Myers SW Florida Intl

Fri 3/6

6:00 am-10:49 am

1 stop4h 49m

$309

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Sun 3/15

11:01 am-2:51 pm

Nonstop3h 50m

$128

PortlandFort Myers

PWM - RSW

PWMRSW

Portland

Thu 4/30

4:45 pm-11:59 pm

1 stop7h 14m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

Showing 1-10 of 18 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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, Maine-Fort Myers flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Portland, Maine-Fort Myers flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Portland, Maine-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Fort Myers flights, Cheapflights users trust Mytrip the most. Mytrip 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, Maine-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, Maine 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 January 2, 2026.

The best time to book flights from Portland, Maine to Fort Myers is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Fort Myers (average of $57). Flying from Portland, Maine to Fort Myers in September is currently the most expensive (average of $83). 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 PWM 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 January 6, 2026.

It’s typically best to fly out from Portland, Maine to Fort Myers in the evening. Doing so could potentially save you 41% on the flight price compared to flying in the morning, which is usually more expensive.

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 January 6, 2026.
See what other customers who have flown with Breeze Airways, Southwest, and Delta from Portland to Fort Myers have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
255 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Southwest
8.0
Very good
4,247 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,017 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
United Airlines
7.4
Good
9,132 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,082 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 popular is this Portland, Maine to Fort Myers flight route?

    The Portland to Fort Myers SW Florida Intl flight path was viewed by 12 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Portland, Maine to Fort Myers?

    Breeze Airways and Delta can get you from Portland, Maine to Fort Myers in just under 3h 50m. Your travel time can differ by up to 1h 59m. The distance between Portland, Maine and Fort Myers is about 1344 mi. This flight may include one or multiple stops.

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

    Flying on JetBlue is currently your cheapest option to Fort Myers, with prices starting at $75. Additional round-trip tickets that might be worth considering are offered by Delta and Breeze Airways, with the lowest prices starting at $108 and $138, respectively. You may be able to fly from Portland, Maine to Fort Myers for 75% less than the average price by searching for these airlines.

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

    One-way options have recently been found by users for as low as $69 on Breeze Airways. Other airlines that offer cheap prices include JetBlue from $103 and American Airlines from $108 one-way.

  • What are the cheapest flights from Portland, Maine to Fort Myers?

    The cheapest flight price from Portland, Maine to Fort Myers is $79. On average you can expect to pay $273. The most popular route, (Portland - Fort Myers SW Florida Intl), can usually be booked for $183.

  • 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, Maine to Fort Myers?

    Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Fort Myers (average of $57). Flying from Portland, Maine to Fort Myers in September is currently the most expensive (average of $83). 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 6 airlines flying from Portland to Fort Myers

Discover the top 6 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$92Average$312FlexibilityNo cancel feeOn-time62%
DeltaCheapest$139Average$326FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$140Average$265FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$168Average$374FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$233Average$396FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$395FlexibilityNo cancel feeOn-time63%

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