$95 Find Cheap Flights to Southwest Florida - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from the United States to Southwest Florida departing on 8/31. 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.
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Cheap Flights to Southwest Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Fort Myers
Fort Myersnonstop$128
Sarasota
Sarasotanonstop$99
Punta Gorda
Punta Gordanonstop$70
Miami
Miaminonstop$83
Orlando
Orlandononstop$123
Fort Myers
Fort Myersnonstop$128
Sarasota
Sarasotanonstop$99
Punta Gorda
Punta Gordanonstop$70
Miami
Miaminonstop$83
Orlando
Orlandononstop$123

Book Cheap Southwest Florida Plane Tickets

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

Tue, Sep 15 - Tue, Sep 22
JetBlue Logo
6:30 am - 9:57 am
BOS
-
RSW
3h 27mnonstop
JetBlue Logo
8:20 pm - 11:35 pm
RSW
-
BOS
3h 15mnonstop
$177JetBlue
Tue, Sep 22 - Tue, Sep 29
JetBlue Logo
6:30 am - 9:57 am
BOS
-
RSW
3h 27mnonstop
JetBlue Logo
11:05 am - 2:24 pm
RSW
-
BOS
3h 19mnonstop
$177JetBlue
Tue, Sep 8 - Tue, Sep 15
Delta Logo
7:15 am - 10:46 am
BOS
-
RSW
3h 31mnonstop
Delta Logo
10:35 am - 1:54 pm
RSW
-
BOS
3h 19mnonstop
$179Delta
Wed, Sep 23 - Wed, Sep 30
Delta Logo
7:15 am - 10:46 am
BOS
-
RSW
3h 31mnonstop
Delta Logo
10:35 am - 1:54 pm
RSW
-
BOS
3h 19mnonstop
$179Delta
Thu, Dec 3 - Thu, Dec 3
Sun Country Air Logo
1:00 pm - 5:16 pm
MSP
-
RSW
3h 16mnonstop
Sun Country Air Logo
8:50 pm - 11:34 pm
RSW
-
MSP
3h 44mnonstop
$193Sun Country Air
Sun, Oct 25 - Wed, Oct 28
Sun Country Air Logo
5:10 pm - 9:21 pm
MSP
-
RSW
3h 11mnonstop
Sun Country Air Logo
1:15 pm - 3:48 pm
RSW
-
MSP
3h 33mnonstop
$196Sun Country Air
Sat, Sep 26 - Sat, Oct 3
United Airlines Logo
7:01 am - 2:57 pm
BOS
-
RSW
7h 56m
1 stop
United Airlines Logo
12:07 pm - 7:25 pm
RSW
-
BOS
7h 18m
1 stop
$199United Airlines
Wed, Sep 9 - Wed, Sep 16
United Airlines Logo
7:46 am - 2:36 pm
BOS
-
RSW
6h 50m
1 stop
United Airlines Logo
9:00 am - 2:22 pm
RSW
-
BOS
5h 22m
1 stop
$199United Airlines
Wed, Sep 30 - Sat, Oct 3
Southwest Logo
1:05 pm - 10:15 pm
BOS
-
RSW
9h 10m
1 stop
Southwest Logo
12:05 pm - 6:20 pm
RSW
-
BOS
6h 15m
1 stop
$199Southwest
Tue, Sep 15 - Tue, Sep 15
Southwest Logo
5:25 am - 10:50 am
BOS
-
RSW
5h 25m
1 stop
Southwest Logo
2:35 pm - 10:15 pm
RSW
-
BOS
7h 40m
1 stop
$199Southwest
Booking Insights

KAYAK's insights & trends for flights to Southwest Florida

Get data-powered insights and trends for flights to Southwest Florida to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Southwest Florida?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

The cheapest ticket to Southwest Florida from the United States found in the last 5 days was to Sarasota, at $97 round-trip. The most popular route is Atlanta (ATL) to Fort Myers (RSW) and the cheapest round-trip airline ticket found on this route in the last 5 days was $123.

How much is a flight to Southwest Florida?

The average and cheapest price for all round-trip flights to Southwest Florida from each origin found by users searching on KAYAK in the last month.

A flight to Southwest Florida costs $256 on average. The cheapest price found on KAYAK in the last 2 weeks was $35 for the route Cincinnati (CVG) to Punta Gorda (PGD). The most popular routes on KAYAK are Boston to Fort Myers which costs $296 on average, and New York to Fort Myers, which costs $411 on average.

See prices from:

What is the cheapest month to fly from the United States to Southwest Florida?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the United States to Southwest Florida, 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 the United States to Southwest Florida is January, when tickets cost $179 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $241 and $221 respectively.

What is the cheapest time of day to fly to Southwest Florida?

The average price for all round-trip flights from the United States to Southwest Florida depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Southwest Florida is generally at night, when round-trip flights cost $343 on average. The most expensive time of day to fly to Southwest Florida is generally in the morning, which is peak travel time and where the average cost of a ticket is $635.

How far in advance should I book a flight from the United States to Southwest Florida?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Southwest Florida, 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 the United States to Southwest Florida, you should book around 2 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Which is the cheapest airport to fly into in Southwest Florida?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Southwest Florida is Fort Myers SW Florida Intl Airport (RSW), with an average flight price of $247.

Good to know

Low season

September

Cheapest flight

$95
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Detroit to Fort Myers

Flights to Southwest Florida: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Southwest Florida 
Verified travelerFlew with United Airlines
EWR
-
SRQ
Jul 2026
Take a morning flight. Less chance of delay
Verified travelerFlew with United Airlines
DEN
-
RSW
Feb 2026
We flew United Airlines and boarding went smoothly if not a little slow but we left on time. Arrive early at the airport as it gets very busy and crowded especially on the weekends.
DerrickFlew with JetBlue
JFK
-
SRQ
Aug 2024
Lots of construction around JFK airport, leave early.
MarkFlew with Alaska Airlines
LAX
-
RSW
Dec 2023
The direct flights to RSW on Alaska are very convenient, but consider paying more for economy plus unless you’re on a very tight budget.
ThomasFlew with Spirit Airlines
ATL
-
RSW
Feb 2024
Atlanta is a very busy airport be a little early security lines can be long.

FAQs - booking Southwest Florida flights

  • How does KAYAK find such low prices on flights from the United States to Southwest Florida?

    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 the United States to Southwest Florida.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from the United States to Southwest Florida?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the United States to Southwest Florida 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 the United States to Southwest Florida?

    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 from the United States to Southwest Florida with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from the United States to Southwest Florida?

    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 from the United States to Southwest Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Southwest Florida?

    Based on KAYAK data, the cheapest day to fly to Southwest Florida is Monday where round-trip tickets can be as cheap as $299. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $321 on average.

Top tips for finding cheap flights to Southwest Florida

  • Looking for cheap airfare to Southwest Florida? 25% of our users found round-trip tickets to Southwest Florida for the following prices or less: From Newark $390, from Chicago O'Hare Intl $444, from Washington, D.C. Reagan-National $450
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Southwest Florida flight deals.

Reviews of the top 5 airlines flying to Southwest Florida

 
See real verified KAYAK customer reviews for airlines flying to Southwest Florida. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to Southwest Florida. 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 the United States to Southwest Florida? 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.
7.8
DeltaOverall score based on 8493 reviews
7.8Comfort
8.1Boarding
7.8Entertainment
8.5Crew
7.2Food
Airline reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

6.0 GoodLaura, Jul 2026
JFK - MCO
Read more Delta reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

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!

The experience with United Airlines was excellent; however, the experience with Houston Intercontinental Airport (IAH) was horrible. Although our flight departed from Terminal B, we had to go through security in Terminal C and then get on a train for travel to Terminal B. Additionally, there was significant walking required to get to the boarding location.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

Always pretty good as far as I see it. Staff was friendly and process was quick to get on and off.

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

Allegiant canceled the flight. The flight the next day was full. Allegiant did not provide any compensation besides a refund. Last time on Allegiant.

Great. No choice for n/a. No food or entertainment options

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Web site and app most difficult to access. Tel number not accessible. No answer at any time of day.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

Quick flight. No time to stress over it. Over before it begins.

Very good, boarded and took off on time and landed early

Delayed boarding because a flight attendant couldn't find the gate...sat on the plane for over an hour at the gate because AA couldn't get one of the planes behind us to move

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

The departure and arrival was on time. The fact that I could load my boarding tickets on the American airlines app.

Horrible experience, delays after delays. A flight that should arrive 11:50pm just landed past 1 am, and another 30min waiting for the baggage to come out. Very disappointing.

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

Like the variety of entertainment options. One crew member was a little on the rough/rude side. Boarding was a mess, attendants didn't do a great job of helping with the luggage storage and it delayed us a couple of minutes.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

I liked the punctuality, the crew, and overall the whole flight

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

The aircraft was fine, it’s was just the service. The flight got canceled several times and that was very inconvenient for my 69 years old mom.

Everything you need to know for your flight to Southwest Florida

Cabin class types available on flights to Southwest Florida

Cabin classes available on flights to Southwest Florida. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.