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$63+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PWM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Portland are usually found in April or October, booked 64 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

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 September 11, 2025.

Round-trip from

$148
(Breeze Airways)

One-way from

$63
(Breeze Airways)

Popular in

December

Cheapest in

April

Average price

$227
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. 16% potential increase in price ($60 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Breeze Airways deal was found by Cheapflights users on 9/10. 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 9/281:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Tue 9/301:18 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 9/10$148
This Breeze Airways deal was found by Cheapflights users on 9/9. 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.
Sat 10/46:00 amRSW - PWM
1 stop4h 41mBreeze Airways
Tue 10/76:29 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 9/9$157
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 10/51:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Tue 10/76:29 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 9/11$168
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 10/51:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Sun 10/195:40 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 9/10$178
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/211:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Tue 9/301:18 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 9/11$184
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 9/169:00 amRSW - PWM
Nonstop3h 18mBreeze Airways
Sat 9/202:21 pmPWM - RSW
1 stop5h 01mBreeze Airways
Deal found 9/11$186
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 10/21:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Sun 10/55:40 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 9/10$193
This Priceline deal was found by Cheapflights users on 9/10. 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 10/161:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Wed 10/2211:21 amPWM - RSW
1 stop5h 01mBreeze Airways
Deal found 9/10$212
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/176:28 pmRSW - PWM
1 stop5h 31mUnited Airlines
Wed 10/226:00 amPWM - RSW
1 stop8h 35mUnited Airlines
Deal found 9/10$217
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 9/2812:25 pmRSW - PWM
1 stop9h 19mUnited Airlines
Tue 9/308:00 amPWM - RSW
1 stop6h 35mUnited Airlines
Deal found 9/10$227

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 September 11, 2025.
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

Sat 10/4

6:00 am-10:41 am

1 stop4h 41m

Portland

Tue 10/7

6:29 pm-10:20 pm

Nonstop3h 51m

$157

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sun 10/5

1:42 pm-5:00 pm

Nonstop3h 18m

Portland

Tue 10/7

6:29 pm-10:20 pm

Nonstop3h 51m

$168

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Fri 1/16

6:00 am-10:49 am

1 stop4h 49m

Portland

Mon 1/19

11:29 am-4:35 pm

1 stop5h 06m

$181

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sun 9/21

1:42 pm-5:00 pm

Nonstop3h 18m

Portland

Tue 9/30

1:18 pm-5:09 pm

Nonstop3h 51m

$184

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 10/2

1:42 pm-5:00 pm

Nonstop3h 18m

Portland

Sun 10/5

5:40 pm-9:31 pm

Nonstop3h 51m

$193

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Fri 10/17

6:28 pm-11:59 pm

1 stop5h 31m

Portland

Wed 10/22

6:00 am-2:35 pm

1 stop8h 35m

$217

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 12/24

4:05 pm-11:22 pm

1 stop7h 17m

Portland

Thu 1/1

6:00 am-1:21 pm

1 stop7h 21m

$217

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 1/13

4:30 pm-9:59 pm

1 stop5h 29m

Portland

Wed 1/21

6:30 am-4:51 pm

2 stops10h 21m

$222

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 1/8

3:06 pm-9:59 pm

1 stop6h 53m

Portland

Wed 1/21

6:30 am-4:51 pm

2 stops10h 21m

$222

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 1/14

3:06 pm-9:59 pm

1 stop6h 53m

Portland

Wed 1/21

6:30 am-4:51 pm

2 stops10h 21m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 20 results
1
2

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 August 29, 2025.

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, January is the cheapest month in which you can book a flight from Fort Myers to Portland, Maine (average of $296). Flying from Fort Myers to Portland, Maine in July is currently the most expensive (average of $394). 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 September 11, 2025.

It’s optimal to fly from Fort Myers to Portland, Maine in the morning. By choosing this option you can save up to 59% on the cost of your flight, compared to a flight in the evening.

What is the cheapest day to fly from Fort Myers to Portland, Maine?

Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Portland. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Fort Myers to Portland, Maine flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 11, 2025.
Read through reviews of airlines operating flights from Fort Myers to Portland, such as Southwest, Breeze Airways, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Breeze Airways
8.0
Very good
205 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,913 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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, 2 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 $157, Breeze Airways can have you in Portland, Maine from Fort Myers in 4h 41m. 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 $123. Other airlines that can offer you cheap pricing are Breeze Airways, from $135, and JetBlue, from $149. Users have found that Delta is 59% cheaper than the other options available to this destination.

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

    While on average a flight from Fort Myers to Portland, Maine is generally $143, our data shows the cheapest flight currently is $71. When looking at the most popular route, (Fort Myers SW Florida Intl - Portland), you can expect to pay $152 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, January is the cheapest month in which you can book a flight from Fort Myers to Portland, Maine (average of $296). Flying from Fort Myers to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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Top 5 airlines flying from Fort Myers to Portland

Discover the top 5 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$123Average$288FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$135Average$207FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$149Average$318FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$419FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$406FlexibilityNo cancel feeOn-time63%

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