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$78+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PWM
Aug 16 — Aug 231
Sun 8/16
Sun 8/23
1 adult, Economy
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Find cheap flights from Fort Myers to Portland with Cheapflights

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 September or October, booked 36 days in advance, depart on a Friday or Wednesday and return on a Wednesday

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 July 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/14. 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 9/136:00 am
RSW
-
PWM
Nonstop3h 21m
Breeze Airways
Wed 9/165:09 pm
PWM
-
RSW
1 stop5h 04m
Breeze Airways
Deal found 7/14$154
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 9/246:00 am
RSW
-
PWM
Nonstop3h 21m
Breeze Airways
Sun 9/2710:01 am
PWM
-
RSW
Nonstop3h 51m
Breeze Airways
Deal found 7/16$188
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 10/296:00 am
RSW
-
PWM
Nonstop3h 21m
Breeze Airways
Sun 11/110:01 am
PWM
-
RSW
Nonstop3h 51m
Breeze Airways
Deal found 7/17$198
This Breeze Airways deal was found by Cheapflights users on 7/14. 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.
Tue 8/188:00 am
RSW
-
PWM
2 stops6h 31m
Breeze Airways
Tue 8/253:16 pm
PWM
-
RSW
2 stops6h 42m
Breeze Airways
Deal found 7/14$238
This Priceline deal was found by Cheapflights users on 7/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am
RSW
-
PWM
Nonstop3h 21m
Breeze Airways
Mon 10/263:53 pm
PWM
-
RSW
2 stops7h 18m
Breeze Airways
Deal found 7/16$246
This Breeze Airways deal was found by Cheapflights users on 7/15. 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.
Sun 10/46:00 am
RSW
-
PWM
Nonstop3h 21m
Breeze Airways
Thu 10/83:05 pm
PWM
-
RSW
2 stops6h 42m
Breeze Airways
Deal found 7/15$247
This Priceline deal was found by Cheapflights users on 7/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:00 pm
RSW
-
PWM
1 stop7h 52m
Multiple Airlines
Sat 9/265:09 pm
PWM
-
RSW
1 stop5h 04m
Multiple Airlines
Deal found 7/15$252
This JetBlue deal was found by Cheapflights users on 7/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:04 am
RSW
-
PWM
1 stop7h 41m
JetBlue
Wed 8/192:40 pm
PWM
-
RSW
1 stop9h 15m
JetBlue
Deal found 7/17$265

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 (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 July 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$154
(Kiwi.com)

One-way from

$78
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$414
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 ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 17, 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
Quickest round-trip

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 8/18

8:00 am-2:31 pm

2 stops6h 31m

Portland

Tue 8/25

3:16 pm-9:58 pm

2 stops6h 42m

$238

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 8/12

6:04 am-1:45 pm

1 stop7h 41m

Portland

Wed 8/19

2:40 pm-11:55 pm

1 stop9h 15m

$265

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Fri 10/2

3:35 pm-11:30 pm

1 stop7h 55m

Portland

Mon 10/5

6:30 am-1:25 pm

1 stop6h 55m

$271

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Fri 10/2

3:35 pm-11:30 pm

1 stop7h 55m

Portland

Sun 10/4

6:30 am-1:25 pm

1 stop6h 55m

$271

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 8/12

6:46 am-4:50 pm

2 stops10h 04m

Portland

Wed 8/19

6:30 am-12:29 pm

1 stop5h 59m

$276

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 9/1

7:00 am-1:55 pm

1 stop6h 55m

Portland

Tue 9/8

6:00 am-2:36 pm

1 stop8h 36m

$281

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Mon 1/4

6:30 pm-11:49 pm

1 stop5h 19m

Portland

Thu 1/7

10:00 am-6:13 pm

1 stop8h 13m

$281

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Mon 8/10

12:59 pm-11:30 pm

2 stops10h 31m

Portland

Sun 8/16

5:52 am-11:02 am

1 stop5h 10m

$351
Cheapest one-way

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 8/25

8:00 am-2:31 pm

2 stops6h 31m

$99

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Mon 8/24

7:00 am-2:09 pm

2 stops7h 09m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/14

Showing 1-10 of 18 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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice 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, Maine 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, Maine flight deals on Cheapflights vs. FlightHub >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 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, 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?

The best time to book flights from Fort Myers to Portland, Maine is 35 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, September is the cheapest month in which you can book a flight from Fort Myers to Portland, Maine (average of $207). Flying from Fort Myers to Portland, Maine in February is currently the most expensive (average of $570). 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 July 17, 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.

How much does it cost to fly round-trip from Fort Myers to Portland, Maine?

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 July 17, 2026.
Read through reviews of airlines operating flights from Fort Myers to Portland, such as Breeze Airways,Southwest, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
299 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Entertainment

6.7

Food

6.7

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
299 reviews
Breeze Airways
8.2
Very good
299 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Entertainment

6.7

Food

6.7

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Southwest
8.0
Very good
4,243 reviews
Breeze Airways
8.2
Very good
299 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Entertainment

6.7

Food

6.7

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,476 reviews
Breeze Airways
8.2
Very good
299 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Entertainment

6.7

Food

6.7

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,828 reviews
Breeze Airways
8.2
Very good
299 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Entertainment

6.7

Food

6.7

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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, 6 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 $238, Breeze Airways can have you in Portland, Maine from Fort Myers in 6h 31m. The distance between Fort Myers and Portland, Maine is about 1344 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $118. Other airlines that can offer you cheap pricing are Breeze Airways, from $128, and American Airlines, from $216. Users have found that Delta is 65% 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 $80. Users have also found prices from $99 and $118 on Southwest and JetBlue, 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 $331, our data shows the cheapest flight currently is $264. When looking at the most popular route, (Fort Myers SW Florida Intl - Portland), you can expect to pay $188 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, September is the cheapest month in which you can book a flight from Fort Myers to Portland, Maine (average of $207). Flying from Fort Myers to Portland, Maine in February is currently the most expensive (average of $570). 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
Lewiston
Brunswick
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 July 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$378FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$128Average$236FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$404FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$298Average$496FlexibilityNo cancel feeOn-time63%

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