HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$86+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — PWM
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 April or October, booked 64 days in advance, depart on a Wednesday or Monday 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 August 14, 2025.

Round-trip from

$126
(Breeze Airways)

One-way from

$86
(Breeze Airways)

Popular in

December

Cheapest in

April

Average price

$344
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. 16% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 August 14, 2025.

This Breeze Airways deal was found by Cheapflights users on 8/13. 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.
Sat 8/3012:57 pmRSW - PWM
1 stop4h 41mBreeze Airways
Sat 9/62:21 pmPWM - RSW
1 stop5h 01mBreeze Airways
Deal found 8/13$126
This Breeze Airways deal was found by Cheapflights users on 8/13. 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.
Sat 8/3012:57 pmRSW - PWM
1 stop4h 41mBreeze Airways
Sun 9/75:40 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 8/13$132
This Breeze Airways deal was found by Cheapflights users on 8/13. 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 9/141:42 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Thu 9/185:40 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 8/13$138
This Breeze Airways deal was found by Cheapflights users on 8/13. 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.
Tue 11/112:31 pmRSW - PWM
Nonstop3h 18mBreeze Airways
Sat 11/1511:21 amPWM - RSW
1 stop5h 01mBreeze Airways
Deal found 8/13$146
This Breeze Airways deal was found by Cheapflights users on 8/13. 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.
Sat 10/186:00 amRSW - PWM
1 stop4h 41mBreeze Airways
Tue 10/216:29 pmPWM - RSW
Nonstop3h 51mBreeze Airways
Deal found 8/13$155
This Breeze Airways deal was found by Cheapflights users on 8/14. 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.
Wed 10/226:00 amRSW - PWM
1 stop4h 41mBreeze Airways
Wed 10/2911:21 amPWM - RSW
1 stop5h 01mBreeze Airways
Deal found 8/14$158
This Breeze Airways deal was found by Cheapflights users on 8/14. 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 9/169:00 amRSW - PWM
Nonstop3h 18mBreeze Airways
Sat 9/202:21 pmPWM - RSW
1 stop5h 01mBreeze Airways
Deal found 8/14$201
This Breeze Airways deal was found by Cheapflights users on 8/13. 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.
Tue 9/309:00 amRSW - PWM
Nonstop3h 18mBreeze Airways
Thu 10/23:15 pmPWM - RSW
2 stops6h 41mBreeze Airways
Deal found 8/13$209
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:15 pmRSW - PWM
1 stop5h 56mDelta
Sat 9/207:00 amPWM - RSW
1 stop8h 15mDelta
Deal found 8/14$217
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3012:09 pmRSW - PWM
2 stops11h 54mDelta
Sat 9/66:00 amPWM - RSW
1 stop5h 45mDelta
Deal found 8/14$222

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 August 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

Sat 8/30

12:57 pm-5:38 pm

1 stop4h 41m

Portland

Sat 9/6

2:21 pm-7:22 pm

1 stop5h 01m

$126

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sat 8/30

12:57 pm-5:38 pm

1 stop4h 41m

Portland

Sun 9/7

5:40 pm-9:31 pm

Nonstop3h 51m

$132

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 9/30

9:00 am-12:18 pm

Nonstop3h 18m

Portland

Thu 10/2

5:40 pm-9:31 pm

Nonstop3h 51m

$138

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sun 9/21

1:42 pm-5:00 pm

Nonstop3h 18m

Portland

Thu 9/25

5:40 pm-9:31 pm

Nonstop3h 51m

$138

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sun 9/14

1:42 pm-5:00 pm

Nonstop3h 18m

Portland

Thu 9/18

5:40 pm-9:31 pm

Nonstop3h 51m

$138

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 11/11

2:31 pm-5:49 pm

Nonstop3h 18m

Portland

Sat 11/15

11:21 am-4:22 pm

1 stop5h 01m

$146

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Sat 10/18

6:00 am-10:41 am

1 stop4h 41m

Portland

Tue 10/21

6:29 pm-10:20 pm

Nonstop3h 51m

$155

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 10/22

6:00 am-10:41 am

1 stop4h 41m

Portland

Wed 10/29

11:21 am-4:22 pm

1 stop5h 01m

$158

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Tue 9/16

9:00 am-12:18 pm

Nonstop3h 18m

Portland

Sat 9/20

2:21 pm-7:22 pm

1 stop5h 01m

$201

Fort MyersPortland

RSW - PWM

RSWPWM

Fort Myers SW Florida Intl

Wed 11/5

6:00 am-10:41 am

1 stop4h 41m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 17 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 8, 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 August 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 58% 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 August 10, 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 August 14, 2025.
Read through reviews of airlines operating flights from Fort Myers to Portland, such as Southwest, Delta, and Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Breeze Airways
8.0
Very good
192 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
JetBlue
7.2
Good
2,913 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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 $138, and JetBlue, from $149. Users have found that Delta is 60% 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 $117, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Fort Myers SW Florida Intl - Portland), you can expect to pay $126 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Fort Myers to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to Boston flights
Fort Lauderdale to Boston flights
Orlando to Boston flights
Miami to Boston flights
West Palm Beach to Boston flights
Jacksonville to Boston flights
Fort Myers to Boston flights
Sarasota to Boston flights
Pensacola to Boston flights
Tampa to Portland flights
Sarasota to Portland flights
Orlando to Portland flights
Fort Lauderdale to Bangor flights
Jacksonville to Portland flights
Tallahassee to Boston flights
Pensacola to Portland flights
West Palm Beach to Portland flights
Panama City to Boston flights
Panama City to Portland flights
Jacksonville to Bangor flights
Gainesville to Boston flights
Miami to Portland flights
Tampa to Augusta flights
Miami to Bangor flights
Fort Lauderdale to Portland flights
Tampa to Rockland flights
Key West to Boston flights
West Palm Beach to Bangor flights
Orlando to Bangor flights
Valparaiso to Boston flights
Tampa to Bangor flights
Fort Myers to Bangor flights
Daytona Beach to Boston flights
St Petersburg to Bangor flights
Melbourne to Boston flights
Jacksonville to Augusta flights
Gainesville to Bangor flights
Pensacola to Bangor flights
Daytona Beach to Portland flights
Tallahassee to Portland flights
Orlando to Augusta flights
Sarasota to Bangor flights
Gainesville to Portland flights
Tampa to Bar Harbor flights
Tallahassee to Bangor flights
Fort Lauderdale to Bar Harbor flights
Melbourne to Portland flights
Valdosta to Boston flights
West Palm Beach to Presque Isle flights

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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$123Average$288FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$138Average$206FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$149Average$307FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$196Average$355FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$406FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.