$54 Find Cheap Flights from Massachusetts to Florida

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Low seasonSeptember
Cheapest flight$54
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Boston to Miami

Flights from Massachusetts to Florida: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Massachusetts to Florida 
DavidFlew with Delta
BOS
-
FLL
Nov 2025
Get a flight that arrives FLL by or before 9:00 pm US Eastern, so that shops and restaurants are still open and available.
Verified travelerFlew with Spirit Airlines
BOS
-
FLL
Jul 2024
Check your departure time before go to the Aiport
BFlew with Delta
BOS
-
TPA
Mar 2024
Invest in TSA PREcheck. Quick and easy security check, with smaller waiting lines.

FAQs for booking flights from Massachusetts to Florida

  • How does KAYAK find such low prices on flights from Massachusetts to 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 Massachusetts to Florida.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to 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 Massachusetts to 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 Massachusetts to 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 Massachusetts to 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 Massachusetts to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to Florida?

    Massachusetts and Florida are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (509 flights per week), Hawaiian Airlines (412 flights per week), and Aer Lingus (198 flights per week).

  • How many airports are there in Florida?

    There are 22 airports in Florida. The busiest airport is Miami Airport (MIA), with 26% of all flights arriving there.

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

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Florida is Valparaiso Destin-Ft Walton Beach Airport (VPS), with an average flight price of $139.

  • What is the cheapest day to fly to Florida?

    Based on KAYAK data, the cheapest day to fly to Florida is Tuesday where round-trip tickets can be as cheap as $251. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $313 on average.

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

    The cheapest time of day to fly to Florida is generally at night, when round-trip flights cost $245 on average. Morning departures are around 7% more expensive than evening flights, on average. The most expensive time of day to fly to Florida is generally in the morning, which is peak travel time and where the average cost of a ticket is $282.

  • What is the cheapest flight to Florida?

    The cheapest ticket to Florida from Massachusetts found in the last 72 hours was to Miami, at $76 round-trip. The most popular route is Boston (BOS) to Orlando Airport (MCO) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $99.

  • What is the cheapest month to fly from Massachusetts to Florida?

    The cheapest month for flights from Massachusetts to Florida is September, when tickets cost $178 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $287 and $270 respectively.

  • How far in advance should I book a flight from Massachusetts to Florida?

    To get a below average price on the flight from Massachusetts to Florida, you should book around 2 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

  • How many cities have direct flights to Florida?

    From Massachusetts, there are direct flights to Florida from 2 cities. The city with the most direct flights is Boston, with 2,403 direct flights each week.

  • How many direct flights to Florida are there each day?

    There are around 349 direct flights from within Massachusetts to Florida every day. Most flights (35%) depart in the evening.

  • How many direct flights to Florida are there each week?

    Each week there are around 2,439 direct flights from within Massachusetts to Florida. The most common day for departures is Sunday, with 19% of flights taking off on this day.

  • How long is the flight to Florida?

    An average nonstop flight from Massachusetts to Florida takes 3h 56m, covering a distance of 1146 miles. The shortest route is Hartford (BDL) to Jacksonville (JAX) with an average flight time of 2h 43m.

  • How many long-haul flights are there to Florida each week?

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Florida. Instead, there are 2,439 short-haul flights (up to 3 hour flight duration), with the most arriving from Boston.

  • What are the most popular destinations in Florida?

    Based on KAYAK flight searches, the most popular destination is Fort Lauderdale (25% of total searches to Florida). The next most popular destinations are Tampa (23%) and Miami (20%). Searches for flights to West Palm Beach (13%), to Sarasota (8%) and to Jacksonville (4%) are also popular.

Reviews of the top 5 airlines serving from Massachusetts to Florida

 
Need help choosing which airline to fly with from Massachusetts to 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.
7.9
DeltaOverall score based on 8241 reviews
7.2Food
7.8Entertainment
7.9Comfort
8.1Boarding
8.5Crew
Airline reviews

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

4.0 OkayJahmes, Feb 2026
LAX - MCO
Read more Delta reviews

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

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

The flight was really crowded. Flight attendants were just ok.

Didn't get a seat assignment until the last minute even though i picked a seat.

Flight was on time and the meal and service were good.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

Both flights were significantly delayed. The flight experience itself was great.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Our flight was delayed 5 hours, very disorganized, bad communication, confusion. Only good thing was the crew.

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

Checking in and getting to gate fast and leasy at Laguardia airport. There is no entertainment on the plane and food was for purchase. Great experience flying with spirit

Flight was delayed for 12 h. They should stop overlooking flights.

Got surprised by passing an additional fee when selecting seats. No snack or drink offered. Will never use spirit again.

Went as planned. No wifi included and no screens. No free snacks. Didn't buy food so can't rate that. Unable to charge devices on plane. Staff were friendly and flight was fast, cheap and convenient.

Kayak and Spirit could not meaningfully share itinerary data, leading to many hours of remediation.

Do not fly with Spirit. They will leave you canceled if their flight is not 110% booked.

I paid for the seats in row 3 to embark and disembark quicker but the passengers in the 2 rows in front of me take all the overhead bin space so I am forced to put my luggage 5 rows back. I even opened one up right above my seat which had room but as I was going to fit my carry on a flight atendant said it "was reserved", Just giving my money to a regular airline next time.

Terrible Flight was cancelled last minute with no other flights available

The flight itself was great except for an air traffic controller delay. We left 30 min late but they made up most of the time in flight. The booking was frustrating, as we chose a certain flight and it was changed four times. We got to Orlando several hours later than the original flight we chose.

Everything was terrible. Flight was delayed several hours, crew was abrasive. Stuck on runway for over a hour. There was an argument between passengers that nearly turned into a fight while waiting to exit plane, crew did nothing. Took nearly 3 hours to retrieve luggage at baggage claim. Lost an entire day of vacation. Will never fly spirit again under any circumstance

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Better than expected. Staff were friendly and nice on both flights.

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

Everything you need to know for your flight to Florida

Cabin class types available on flights to Massachusetts

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