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$78+ Cheap flights from Fort Myers to Portland, ME (RSW - PWM)

RSW — PWM
Sep 21 — Sep 281
Mon 9/21
Mon 9/28
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

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Portland are usually found in September or November, 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

Tue 10/206:00 am -
Nonstop3h 21m
Sun 11/1510:01 am -
Nonstop3h 51m
Deal found 8/22$158
Thu 11/126:00 am -
Nonstop3h 21m
Sun 11/1510:01 am -
Nonstop3h 51m
Deal found 8/18$167
Sun 9/206:00 am -
Nonstop3h 21m
Thu 9/2410:01 am -
Nonstop3h 51m
Deal found 8/18$187
Wed 11/410:48 am -
1 stop5h 36m
Sat 11/75:09 pm -
1 stop5h 04m
Deal found 8/18$198
Thu 10/156:00 am -
Nonstop3h 21m
Wed 10/215:09 pm -
1 stop5h 04m
Deal found 8/18$202
Sun 9/206:00 am -
Nonstop3h 21m
Sun 9/2710:01 am -
Nonstop3h 51m
Deal found 8/18$207
Thu 9/176:00 am -
Nonstop3h 21m
Sun 9/2010:01 am -
Nonstop3h 51m
Deal found 8/19$208
Sun 9/206:00 am -
Nonstop3h 21m
Sat 9/265:09 pm -
1 stop5h 04m
Deal found 8/18$210
Sun 9/206:00 am -
Nonstop3h 21m
Tue 9/225:09 pm -
1 stop5h 04m
Deal found 8/18$214
Wed 10/217:00 am -
1 stop9h 24m
Wed 10/285:09 pm -
1 stop5h 04m
Deal found 8/21$215

Find flight deals from Fort Myers to Portland

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$167
(Kiwi.com)

One-way from

$78
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$277
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. 8% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in August 2026
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Cheapflights Fare Finder

 
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

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Thu 11/12

6:00 am-9:21 am

Nonstop3h 21m

Portland

Sun 11/15

3:10 pm-9:52 pm

2 stops6h 42m

$247

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Sat 9/5

9:15 am-7:18 pm

2 stops10h 03m

Portland

Sat 9/12

6:00 am-2:36 pm

1 stop8h 36m

$306
Quickest round-trip

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Thu 9/24

6:00 am-9:21 am

Nonstop3h 21m

Portland

Tue 10/6

5:09 pm-10:13 pm

1 stop5h 04m

$313

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Wed 10/14

7:00 am-4:24 pm

1 stop9h 24m

Portland

Sat 10/17

5:09 pm-10:13 pm

1 stop5h 04m

$333

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Wed 10/14

5:30 am-4:02 pm

2 stops10h 32m

Portland

Sat 10/17

6:04 am-11:37 am

1 stop5h 33m

$370

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Mon 11/9

6:10 am-4:30 pm

2 stops10h 20m

Portland

Wed 11/11

10:25 am-7:45 pm

2 stops9h 20m

$375

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Thu 10/15

2:15 pm-11:35 pm

2 stops9h 20m

Portland

Wed 10/21

12:42 pm-9:36 pm

2 stops8h 54m

$376

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Fri 10/23

4:30 pm-11:28 pm

1 stop6h 58m

Portland

Mon 10/26

5:50 am-1:19 pm

1 stop7h 29m

$394

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Fri 10/23

4:13 pm-11:35 pm

1 stop7h 22m

Portland

Mon 10/26

6:03 am-11:37 am

1 stop5h 34m

$394

Fort MyersPortland

RSW Fort Myers SW Florida Intl - PWM Portland

RSWPWM

Fort Myers SW Florida Intl

Sat 10/10

2:50 pm-9:01 pm

1 stop6h 11m

Portland

Sun 10/18

6:04 am-11:37 am

1 stop5h 33m

$418

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 19 resultsSorted by cheapest first
1
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Compare providers for flights from Fort Myers to Portland

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 August.
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

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 $208). 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?

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?

Airfare is below average for this route at the moment.

Fort Myers to Portland, Maine flights typically cost between $206 and $383 in October.
The cheapest round-trip price found within the last 5 days was $158 on Breeze Airways (Oct 20-Nov 15).

Reviews of airlines servicing Portland

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
311 reviews

Crew

8.7

Entertainment

6.7

Food

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
311 reviews
Breeze Airways
8.2
Very good
311 reviews

Crew

8.7

Entertainment

6.7

Food

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
4,215 reviews
Breeze Airways
8.2
Very good
311 reviews

Crew

8.7

Entertainment

6.7

Food

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
8,517 reviews
Breeze Airways
8.2
Very good
311 reviews

Crew

8.7

Entertainment

6.7

Food

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
11,990 reviews
Breeze Airways
8.2
Very good
311 reviews

Crew

8.7

Entertainment

6.7

Food

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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

  • 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 $247, Breeze Airways can have you in Portland, Maine from Fort Myers in 3h 21m. 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 $132, and American Airlines, from $246. 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 $85. Users have also found prices from $118 and $123 on JetBlue 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 $352, our data shows the cheapest flight currently is $98. When looking at the most popular route, (Fort Myers SW Florida Intl - Portland), you can expect to pay $167 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 $208). 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

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Fort Myers to Portland

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$378FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$148Average$248FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$246Average$418FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$298Average$497FlexibilityNo cancel feeOn-time63%

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