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$99+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PWM
Dec 14 — Dec 211
Sun 12/14
Sun 12/21
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 64 days in advance, depart on a Thursday or Tuesday 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 November 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Breeze Airways)

One-way from

$99
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$389
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. 21% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 14, 2025.

This Breeze Airways deal was found by Cheapflights users on 11/13. 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 12/48:00 amRSW - PWM
Nonstop3h 18mBreeze Airways
Sun 12/711:58 amPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 11/13$238
This Delta deal was found by Cheapflights users on 11/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/44:12 pmRSW - PWM
1 stop6h 11mDelta
Sun 12/76:08 amPWM - RSW
1 stop6h 24mDelta
Deal found 11/13$277
This American Airlines deal was found by Cheapflights users on 11/13. 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.
Thu 12/41:49 pmRSW - PWM
2 stops9h 48mAmerican Airlines
Sun 12/75:34 amPWM - RSW
1 stop7h 43mAmerican Airlines
Deal found 11/13$282
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 11/271:42 pmRSW - PWM
Nonstop3h 18mMultiple Airlines
Mon 12/16:05 pmPWM - RSW
3 stops24h 15mMultiple Airlines
Deal found 11/12$295
This Delta deal was found by Cheapflights users on 11/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:55 amRSW - PWM
1 stop5h 35mDelta
Wed 12/1012:53 pmPWM - RSW
1 stop8h 52mDelta
Deal found 11/13$314
This American Airlines deal was found by Cheapflights users on 11/13. 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.
Thu 11/276:13 amRSW - PWM
2 stops7h 06mAmerican Airlines
Wed 12/105:46 amPWM - RSW
2 stops6h 46mAmerican Airlines
Deal found 11/13$324
This Breeze Airways deal was found by Cheapflights users on 11/11. 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 11/168:00 amRSW - PWM
2 stops6h 30mBreeze Airways
Thu 11/203:15 pmPWM - RSW
2 stops6h 41mBreeze Airways
Deal found 11/11$331
This Breeze Airways deal was found by Cheapflights users on 11/13. 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 11/231:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Wed 11/2611:21 amPWM - RSW
1 stop5h 01mBreeze Airways
Deal found 11/13$372
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Tue 12/235:18 pmRSW - PWM
1 stop5h 37mAmerican Airlines
Thu 1/16:00 amPWM - RSW
2 stops8h 58mAmerican Airlines
Deal found 11/12$388

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 November 14, 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

Thu 12/4

8:00 am-11:18 am

Nonstop3h 18m

Portland

Sun 12/7

11:58 am-3:49 pm

Nonstop3h 51m

$238

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 12/4

4:12 pm-10:23 pm

1 stop6h 11m

Portland

Sun 12/7

6:08 am-12:32 pm

1 stop6h 24m

$277

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sat 2/14

8:10 am-6:03 pm

2 stops9h 53m

Portland

Wed 2/18

5:35 am-4:01 pm

2 stops10h 26m

$287

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 11/27

1:42 pm-5:00 pm

Nonstop3h 18m

Portland

Mon 12/1

6:05 pm-6:20 pm

3 stops24h 15m

$295

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Thu 11/27

6:55 am-12:30 pm

1 stop5h 35m

Portland

Wed 12/10

12:53 pm-9:45 pm

1 stop8h 52m

$314

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sun 11/23

1:42 pm-5:00 pm

Nonstop3h 18m

Portland

Wed 11/26

11:21 am-4:22 pm

1 stop5h 01m

$372

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 12/23

5:18 pm-10:55 pm

1 stop5h 37m

Portland

Thu 1/1

7:17 am-2:58 pm

1 stop7h 41m

$403

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sat 4/4

7:30 pm-11:49 pm

1 stop28h 19m

Portland

Mon 4/6

4:50 pm-11:00 pm

1 stop6h 10m

$410

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 3/24

2:13 pm-5:34 pm

Nonstop3h 21m

$118

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sun 12/14

8:00 am-11:18 am

Nonstop3h 18m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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 November.
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 November 7, 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, 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 $120). 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 November 14, 2025.

It’s optimal to fly from Fort Myers to Portland, Maine in the morning. By choosing this option you can save up to 57% 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 November 2, 2025.

Travelers seeking maximum savings on their Fort Myers to Portland, Maine flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday afternoons 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 November 14, 2025.
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
231 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
231 reviews
Breeze Airways
8.1
Very good
231 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Southwest
8.0
Very good
4,242 reviews
Breeze Airways
8.1
Very good
231 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
8,006 reviews
Breeze Airways
8.1
Very good
231 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,050 reviews
Breeze Airways
8.1
Very good
231 reviews

Crew

8.8

Boarding

8.3

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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.

  • What airports do I use to fly from Fort Myers to Portland?

    You will need to book a flight from Fort Myers SW Florida Intl to Portland if you want to fly from Fort Myers to Portland. At least 4 different airlines have flights from SW Florida Intl (RSW) to Portland (PWM) on a regular basis. There is 1 flight to Portland from the Fort Myers airport per day. If you manage to book one that is nonstop, then you can expect the flight time from RSW to PWM to be around 3h 18m.

  • 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 $238, Breeze Airways can have you in Portland, Maine from Fort Myers in 3h 18m. 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 $108. Other airlines that can offer you cheap pricing are Breeze Airways, from $135, and American Airlines, from $216. Users have found that Delta is 64% 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 $224, our data shows the cheapest flight currently is $80. When looking at the most popular route, (Fort Myers SW Florida Intl - Portland), you can expect to pay $248 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 $120). 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 November 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$273FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$135Average$210FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$435FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$405FlexibilityNo cancel feeOn-time63%

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