RSW - PWM

$105 Find Cheap Flights from Fort Myers to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Fort Myers to Portland departing on 9/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Portland, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$168
Typical prices: $273-$142
Breeze Airways
Thu 9/10Wed 9/16
RSW - PWM • Non-stop
Cheapest non-stop
$345
Typical prices: $172-$138
Breeze Airways
Sun 9/13Fri 9/18
RSW - PWM • Non-stop
Top airlines
Cheapest • from $168 (round-trip)
Best reviews • 8.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $281 (round-trip)
Shortest trip • 5h 05m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 47% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Fort Myers to Portland (RSW-PWM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Fort Myers to Portland

Thu, Sep 10 - Wed, Sep 16
Breeze Airways Logo
6:00 am - 9:21 am
RSW
-
PWM
3h 21mnonstop
Breeze Airways Logo
5:09 pm - 10:13 pm
PWM
-
RSW
5h 04m
1 stop
$168Breeze Airways
Thu, Sep 24 - Wed, Sep 30
Breeze Airways Logo
6:00 am - 9:21 am
RSW
-
PWM
3h 21mnonstop
Breeze Airways Logo
5:09 pm - 10:13 pm
PWM
-
RSW
5h 04m
1 stop
$190Breeze Airways
Wed, Sep 23 - Sat, Sep 26
Breeze Airways Logo
7:00 am - 4:24 pm
RSW
-
PWM
9h 24m
1 stop
Breeze Airways Logo
5:09 pm - 10:13 pm
PWM
-
RSW
5h 04m
1 stop
$209Breeze Airways
Sun, Sep 13 - Fri, Sep 18
Multiple Airlines Logo
6:00 am - 9:21 am
RSW
-
PWM
3h 21mnonstop
Multiple Airlines Logo
6:00 am - 3:05 pm
PWM
-
RSW
9h 05m
1 stop
$215Multiple Airlines
Thu, Aug 20 - Tue, Aug 25
American Airlines Logo
3:16 pm - 11:41 pm
RSW
-
PWM
8h 25m
1 stop
American Airlines Logo
7:22 am - 2:08 pm
PWM
-
RSW
6h 46m
1 stop
$217American Airlines
Thu, Sep 10 - Wed, Sep 16
Multiple Airlines Logo
4:00 pm - 11:52 pm
RSW
-
PWM
7h 52m
1 stop
Multiple Airlines Logo
5:09 pm - 10:13 pm
PWM
-
RSW
5h 04m
1 stop
$221Multiple Airlines
Mon, Aug 17 - Fri, Aug 21
JetBlue Logo
6:05 am - 12:21 pm
RSW
-
PWM
6h 16m
1 stop
JetBlue Logo
2:49 pm - 11:59 pm
PWM
-
RSW
9h 10m
1 stop
$222JetBlue
Wed, Jul 22 - Fri, Jul 31
JetBlue Logo
6:01 am - 1:45 pm
RSW
-
PWM
7h 44m
1 stop
JetBlue Logo
6:00 am - 11:16 am
PWM
-
RSW
5h 16m
1 stop
$224JetBlue
Tue, Aug 25 - Tue, Sep 1
Delta Logo
11:35 am - 11:13 pm
RSW
-
PWM
11h 38m
2 stops
Delta Logo
6:30 am - 4:44 pm
PWM
-
RSW
10h 14m
2 stops
$227Delta
Thu, Oct 22 - Sun, Oct 25
Breeze Airways Logo
6:00 am - 9:21 am
RSW
-
PWM
3h 21mnonstop
Breeze Airways Logo
10:01 am - 1:52 pm
PWM
-
RSW
3h 51mnonstop
$228Breeze Airways
Booking Insights

KAYAK's insights & trends for Fort Myers to Portland flights

Get data-powered insights and trends into flights from Fort Myers to Portland to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Fort Myers to Portland, Maine?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Fort Myers to Portland, Maine departing in September.

What’s the cheapest day of the week to fly from Fort Myers to Portland?

The average price of all round-trip flights from Fort Myers to Portland clicked on KAYAK for each day over the last 12 months.

For Fort Myers to Portland, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Portland back to Fort Myers, the best deals are generally found on Wednesday, with Friday being the most expensive.

What is the cheapest month to fly from Fort Myers to Portland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Fort Myers to Portland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Fort Myers to Portland is September, where tickets cost $180 (return) on average. On the other hand, the most expensive months are February and June, where the average cost of round-trip tickets is $570 and $484 respectively.

Can I save money by flying with a layover from Fort Myers to Portland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $309 on average.

How far in advance should I book a flight from Fort Myers to Portland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Fort Myers to Portland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Fort Myers to Portland, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$105
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Fort Myers to Portland

When to book flights from Fort Myers to Portland

Are your dates flexible? Find out the best times to travel from Fort Myers to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Fort Myers to Portland

  • What is the cheapest flight from Fort Myers to Portland?

    In the last 5 days, the lowest price for a flight from Fort Myers to Portland was $78 for a one-way ticket and $168 for a round-trip.

  • Do I need a passport to fly between Fort Myers and Portland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Fort Myers to Portland?

    Only JetBlue offers inflight Wi-Fi service on the Fort Myers to Portland flight route.

  • Which aircraft models fly most regularly from Fort Myers to Portland?

    The Airbus A220-300 is the aircraft model that flies most regularly on the Fort Myers to Portland flight route.

  • Which airline alliances offer flights from Fort Myers to Portland?

    SkyTeam, and oneworld are the airline alliances operating flights between Fort Myers and Portland, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Fort Myers to Portland, Breeze Airways or Southwest?

    The two airlines most popular with KAYAK users for flights from Fort Myers to Portland are Breeze Airways and Southwest. With an average price for the route of $239 and an overall rating of 8.2, Breeze Airways is the most popular choice. Southwest is also a great choice for the route, with an average price of $442 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Fort Myers to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Fort Myers to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Fort Myers to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Fort Myers is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Fort Myers to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Fort Myers with another airline. Booking your flights between Fort Myers and PWM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Fort Myers to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Fort Myers up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Fort Myers to Portland

  • Looking for a cheap flight? 25% of our users found flights on this route for $189 or less one-way.

Reviews of the top 4 airlines serving from Fort Myers to Portland

 
See real verified KAYAK customer reviews for airlines flying from Fort Myers to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Fort Myers to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.2
Breeze AirwaysOverall score based on 291 reviews
8.8Crew
8.2Comfort
6.7Food
6.6Entertainment
8.3Boarding
Airline reviews

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

10.0 ExcellentSilvano, May 2026
SFO - CVG
Read more Breeze Airways reviews

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

Five hour delays every hour, I wish it were all at once

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Aside from a completely packed plane, I really have no complaints.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

We had several flights and they were all on-time and flawless

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Business class was very good, one of my best flights

Everything you need to know for your flight from Fort Myers to Portland

Information on your arrival and departure airports