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$106+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PWM
mar. 24 — mar. 311
mar. 3/24
mar. 3/31
1 adult, Economy
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1. Tell us where you want to go

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2. Select your favorite providers

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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 Tuesday 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 febrero 22, 2026.

This JetBlue deal was found by Cheapflights users on 2/19. 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.
sáb. 5/306:25 am
RSW
-
PWM
1 stop6h 58m
JetBlue
sáb. 6/62:18 pm
PWM
-
RSW
1 stop6h 19m
JetBlue
Deal found 2/19$216
This Priceline deal was found by Cheapflights users on 2/19. 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.
sáb. 5/306:25 am
RSW
-
PWM
1 stop6h 58m
JetBlue
dom. 6/76:00 am
PWM
-
RSW
1 stop5h 22m
JetBlue
Deal found 2/19$240
This Priceline deal was found by Cheapflights users on 2/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/26:25 am
RSW
-
PWM
1 stop6h 58m
Multiple Airlines
sáb. 6/65:01 pm
PWM
-
RSW
1 stop4h 56m
Multiple Airlines
Deal found 2/22$250
This Breeze Airways deal was found by Cheapflights users on 2/21. 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.
mié. 8/127:00 am
RSW
-
PWM
1 stop9h 16m
Breeze Airways
mié. 8/195:01 pm
PWM
-
RSW
1 stop4h 56m
Breeze Airways
Deal found 2/21$253
This Priceline deal was found by Cheapflights users on 2/19. 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.
mar. 7/146:05 am
RSW
-
PWM
1 stop7h 24m
Multiple Airlines
mar. 8/183:16 pm
PWM
-
RSW
2 stops6h 42m
Multiple Airlines
Deal found 2/19$258
This Booking.com deal was found by Cheapflights users on 2/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/317:45 am
RSW
-
PWM
1 stop11h 31m
Breeze Airways
jue. 6/43:11 pm
PWM
-
RSW
2 stops6h 27m
Breeze Airways
Deal found 2/22$263
This Breeze Airways deal was found by Cheapflights users on 2/18. 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.
dom. 6/77:45 am
RSW
-
PWM
1 stop11h 31m
Breeze Airways
jue. 6/113:11 pm
PWM
-
RSW
2 stops6h 27m
Breeze Airways
Deal found 2/18$274
This American Airlines deal was found by Cheapflights users on 2/19. 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.
vie. 3/64:19 pm
RSW
-
PWM
1 stop6h 31m
American Airlines
mar. 3/106:00 am
PWM
-
RSW
1 stop7h 45m
American Airlines
Deal found 2/19$277
This Expedia deal was found by Cheapflights users on 2/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/317:45 am
RSW
-
PWM
1 stop11h 31m
Multiple Airlines
jue. 6/42:25 pm
PWM
-
RSW
1 stop5h 38m
Multiple Airlines
Deal found 2/22$279
This Breeze Airways deal was found by Cheapflights users on 2/19. 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.
mié. 7/157:00 am
RSW
-
PWM
1 stop9h 16m
Breeze Airways
mar. 7/213:16 pm
PWM
-
RSW
2 stops6h 42m
Breeze Airways
Deal found 2/19$292
This Booking.com deal was found by Cheapflights users on 2/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/28:00 am
RSW
-
PWM
2 stops6h 31m
Breeze Airways
sáb. 6/65:01 pm
PWM
-
RSW
1 stop4h 56m
Breeze Airways
Deal found 2/22$293

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 febrero 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(JetBlue)

One-way from

$106
(Booking.com)

Popular in

February

Cheapest in

September

Average price

$435
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. 14% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 febrero 22, 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

vie. 3/6

6:00 am-10:49 am

1 stop4h 49m

Portland

mar. 3/10

6:14 pm-10:04 pm

Nonstop3h 50m

$300

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

vie. 5/8

7:00 am-2:09 pm

2 stops7h 09m

Portland

mar. 5/12

3:16 pm-9:58 pm

2 stops6h 42m

$336

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

jue. 4/9

7:00 am-10:21 am

Nonstop3h 21m

Portland

vie. 4/10

11:29 am-4:35 pm

1 stop5h 06m

$353

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

jue. 3/5

7:00 am-10:21 am

Nonstop3h 21m

Portland

dom. 3/15

11:01 am-2:51 pm

Nonstop3h 50m

$358

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

jue. 4/9

6:00 am-11:15 am

1 stop5h 15m

Portland

vie. 4/10

6:00 am-2:18 pm

1 stop8h 18m

$416

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

vie. 3/27

6:57 pm-11:55 pm

1 stop4h 58m

Portland

dom. 3/29

7:10 am-3:29 pm

1 stop8h 19m

$427

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

dom. 4/19

6:20 am-3:45 pm

2 stops9h 25m

Portland

lun. 4/20

2:50 pm-10:50 pm

1 stop8h 00m

$447

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

mar. 4/7

6:45 am-12:20 pm

1 stop5h 35m

Portland

vie. 4/10

12:45 pm-9:50 pm

2 stops9h 05m

$462

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

jue. 3/5

1:55 pm-11:50 pm

2 stops9h 55m

Portland

dom. 3/15

5:42 am-3:29 pm

2 stops9h 47m

$463

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

jue. 5/7

7:45 am-7:16 pm

1 stop11h 31m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 19 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 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?

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 February 20, 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 $38). 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 febrero 22, 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 febrero 22, 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
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Entertainment

6.6

Food

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.1
Very good
271 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Entertainment

6.6

Food

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Southwest
8.0
Very good
4,299 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Entertainment

6.6

Food

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,240 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Entertainment

6.6

Food

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,338 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Entertainment

6.6

Food

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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, 8 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 $300, 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 $80. Users have also found prices from $118 and $125 on Southwest and American Airlines, 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 $237, our data shows the cheapest flight currently is $99. When looking at the most popular route, (Fort Myers SW Florida Intl - Portland), you can expect to pay $205 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 $38). 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 febrero 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$90Average$214FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$108Average$247FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$402FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$236Average$396FlexibilityNo cancel feeOn-time63%

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