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$74+ Cheap flights from Fort Myers to Portland, ME (RSW - PWM)

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PWM
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Portland are usually found in September or April, booked 89 days in advance, depart on a Friday or Wednesday 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 (PWM). 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 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$198
(Super.com)

One-way from

$74
(Super.com)

Popular in

December

Cheapest in

September

Average price

$319
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. 6% potential increase in price ($20 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 January 2026
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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 January 8, 2026.

This Breeze Airways deal was found by Cheapflights users on 1/7. 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.
Fri 3/276:00 amRSW - PWM
1 stop4h 49mBreeze Airways
Sun 3/2911:01 amPWM - RSW
Nonstop3h 50mBreeze Airways
Deal found 1/7$218
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 4/27:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Mon 4/611:29 amPWM - RSW
1 stop5h 06mBreeze Airways
Deal found 1/6$226
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/227:00 amRSW - PWM
Nonstop3h 21mMultiple Airlines
Mon 1/265:06 pmPWM - RSW
3 stops41h 55mMultiple Airlines
Deal found 1/7$231
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 5/147:45 amRSW - PWM
1 stop11h 31mBreeze Airways
Tue 5/193:16 pmPWM - RSW
2 stops6h 42mBreeze Airways
Deal found 1/6$255
This United Airlines deal was found by Cheapflights users on 1/7. 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.
Thu 2/122:59 pmRSW - PWM
1 stop8h 21mUnited Airlines
Wed 2/183:05 pmPWM - RSW
1 stop8h 24mUnited Airlines
Deal found 1/7$257
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/227:00 amRSW - PWM
Nonstop3h 21mBreeze Airways
Mon 1/265:06 pmPWM - RSW
2 stops18h 47mBreeze Airways
Deal found 1/7$264
This Expedia deal was found by Cheapflights users on 1/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:45 amRSW - PWM
1 stop11h 31mMultiple Airlines
Thu 5/216:00 amPWM - RSW
1 stop5h 22mMultiple Airlines
Deal found 1/7$272

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 January 8, 2026.
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 - PWM

RSWPWM

Fort Myers SW Florida Intl

Fri 3/27

6:00 am-10:49 am

1 stop4h 49m

Portland

Sun 3/29

11:01 am-2:51 pm

Nonstop3h 50m

$218

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 4/2

7:00 am-10:21 am

Nonstop3h 21m

Portland

Mon 4/6

11:29 am-4:35 pm

1 stop5h 06m

$226

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 1/22

7:00 am-10:21 am

Nonstop3h 21m

Portland

Mon 1/26

5:06 pm-11:01 am

3 stops41h 55m

$231

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 2/12

2:59 pm-11:20 pm

1 stop8h 21m

Portland

Wed 2/18

3:05 pm-11:29 pm

1 stop8h 24m

$257

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 1/22

7:00 am-10:21 am

Nonstop3h 21m

Portland

Mon 1/26

11:29 am-4:35 pm

1 stop5h 06m

$266

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 2/4

6:31 pm-11:43 pm

1 stop5h 12m

Portland

Sun 2/8

12:40 pm-11:33 pm

2 stops10h 53m

$274

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Fri 2/13

6:00 am-10:49 am

Nonstop4h 49m

$80

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 5/13

7:00 am-4:16 pm

1 stop9h 16m

$119

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 2/5

6:31 pm-11:43 pm

1 stop5h 12m

$127

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 2/10

7:03 am-1:56 pm

1 stop6h 53m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 17 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 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

*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, Maine 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, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Fort Myers-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Fort Myers-Portland, Maine 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, Maine 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, Maine?

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 January 2, 2026.

The best time to book flights from Fort Myers to Portland, Maine is 64 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 Fort Myers to Portland, Maine?

Currently, March is the cheapest month in which you can book a flight from Fort Myers to Portland, Maine (average of $32). Flying from Fort Myers to Portland, Maine in August is currently the most expensive (average of $118). 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 PWM?

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 January 8, 2026.

When flying from Fort Myers to Portland, Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 8, 2026.
Read through reviews of airlines operating flights from Fort Myers to Portland, such as Breeze Airways, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

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
256 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

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
4,250 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

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
8,032 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

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
11,097 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

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

    Within the past month, 7 users have taken a look at flights from Fort Myers SW Florida Intl to Portland.

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

    For as low as $218, Breeze Airways can have you in Portland, Maine from Fort Myers in 4h 49m. The distance between Fort Myers and Portland, Maine is about 1344 mi.

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

    Cheapflights users have booked flights from Fort Myers to Portland, Maine round-trip from $90. Other airlines that can offer you cheap pricing are Delta, from $108, and American Airlines, from $216. Users have found that Breeze Airways is 69% cheaper than the other options available to this destination.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $76. Users have also found prices from $108 and $118 on American Airlines and Delta, respectively.

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

    While on average a flight from Fort Myers to Portland, Maine is generally $254, our data shows the cheapest flight currently is $79. When looking at the most popular route, (Fort Myers SW Florida Intl - Portland), you can expect to pay $195 for that flight.

  • 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, Maine?

    Currently, March is the cheapest month in which you can book a flight from Fort Myers to Portland, Maine (average of $32). Flying from Fort Myers to Portland, Maine in August is currently the most expensive (average of $118). 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
North Conway
Brunswick
Auburn
Conway

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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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$253FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$135Average$213FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$409FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$390FlexibilityNo cancel feeOn-time63%

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