PWM - RSW

$97 Find Cheap Flights from Portland to Fort Myers

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Fort Myers departing on 5/16. 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 Fort Myers

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Fort Myers.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Fort Myers.
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Everything you should know

Cheapest round-trip
$219
Typical prices: $385-$236
Breeze Airways
Sat 5/30Sat 6/6
PWM - RSW • 1 stop
Cheapest one-way
$97
Typical prices: $111-$168
Breeze Airways
Sat 5/16
PWM - RSW • 1 stop
Top airlines
Cheapest • from $219 (round-trip)
Best reviews • 8.1 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $321 (round-trip)
Shortest trip • 5h 02m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 19% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% 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 Portland to Fort Myers (PWM-RSW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Fort Myers 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 Portland to Fort Myers

Sat, May 30 - Sat, Jun 6
Breeze Airways Logo
5:01 pm - 9:57 pm
PWM
-
RSW
4h 56m
1 stop
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$219Breeze Airways
Sat, May 30 - Sat, Jun 6
Breeze Airways Logo
5:01 pm - 9:57 pm
PWM
-
RSW
4h 56m
1 stop
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$220Breeze Airways
Sat, May 30 - Sat, Jun 6
Breeze Airways Logo
5:01 pm - 9:57 pm
PWM
-
RSW
4h 56m
1 stop
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$222Breeze Airways
Tue, Jun 2 - Tue, Jun 9
Breeze Airways Logo
3:16 pm - 9:58 pm
PWM
-
RSW
6h 42m
2 stops
Breeze Airways Logo
8:00 am - 2:31 pm
RSW
-
PWM
6h 31m
2 stops
$223Breeze Airways
Sun, May 24 - Sun, May 31
Breeze Airways Logo
3:11 pm - 9:38 pm
PWM
-
RSW
6h 27m
2 stops
Breeze Airways Logo
7:45 am - 7:16 pm
RSW
-
PWM
11h 31m
1 stop
$229Breeze Airways
Sat, May 16 - Sat, Jun 6
Breeze Airways Logo
5:01 pm - 9:57 pm
PWM
-
RSW
4h 56m
1 stop
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$233Breeze Airways
Sat, May 16 - Sat, Jun 6
Breeze Airways Logo
5:01 pm - 9:57 pm
PWM
-
RSW
4h 56m
1 stop
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$236Breeze Airways
Sat, May 23 - Wed, May 27
Breeze Airways Logo
5:01 pm - 9:57 pm
PWM
-
RSW
4h 56m
1 stop
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$237Breeze Airways
Sat, May 16 - Wed, May 20
Breeze Airways Logo
5:01 pm - 9:57 pm
PWM
-
RSW
4h 56m
1 stop
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$238Breeze Airways
Sun, May 24 - Wed, May 27
Breeze Airways Logo
3:11 pm - 9:38 pm
PWM
-
RSW
6h 27m
2 stops
Breeze Airways Logo
7:00 am - 4:16 pm
RSW
-
PWM
9h 16m
1 stop
$240Breeze Airways
Booking Insights

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

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

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

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

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

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

Your flight ticket price will generally be cheaper if you fly to Fort Myers on a Wednesday and more expensive on a Monday. On your return trip to Portland, you should consider flying back on a Sunday, and avoid Mondays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Fort Myers, 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 Portland to Fort Myers is September, where tickets cost $212 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $435 and $433 respectively.

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

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.

No, with an average price for the route of $356, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Fort Myers, 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 Portland to Fort Myers, you should book around 2 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$97
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from Portland to Fort Myers

When to book flights from Portland to Fort Myers

Are your dates flexible? Find out the best times to travel from Portland to Fort Myers 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 Portland to Fort Myers

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

    In the last 3 days, the lowest price for a flight from Portland to Fort Myers was $97 for a one-way ticket and $219 for a round-trip.

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

    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 Portland to Fort Myers?

    JetBlue, and Delta offer inflight Wi-Fi service on the Portland to Fort Myers flight route.

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Portland to Fort Myers are Breeze Airways and Southwest. With an average price for the route of $311 and an overall rating of 8.1, Breeze Airways is the most popular choice. Southwest is also a great choice for the route, with an average price of $472 and an overall rating of 7.9.

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

    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 Portland to Fort Myers.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Fort Myers from Portland 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 Portland to Fort Myers?

    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 Fort Myers with an airline and back to Portland with another airline. Booking your flights between Portland and RSW 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 Portland to Fort Myers?

    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 Fort Myers from Portland 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 Portland to Fort Myers

  • Looking for a cheap flight? 25% of our users found flights on this route for $124 or less one-way and $268 or less round-trip.

Reviews of the top 5 airlines serving from Portland to Fort Myers

 
See real verified KAYAK customer reviews for airlines flying from Portland to Fort Myers. 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 Portland to Fort Myers? 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.
8.1
Breeze AirwaysOverall score based on 282 reviews
8.3Boarding
8.2Comfort
8.7Crew
6.6Entertainment
6.6Food
Airline reviews

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!

8.0 ExcellentBrian, Apr 2026
HSV - TPA
Read more Breeze Airways reviews

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.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

N Everything was perfect from boarding to assistance to baggage in Tampa

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Cancelled BOYH legs of our flight home 30 min before initial boarding

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

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

Information on your arrival and departure airports