$38 Find Cheap Flights from Massachusetts to Florida

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Low seasonSeptember
High seasonMarch
Cheapest flight$38
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Hartford to Orlando Airport

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

Insights shared by verified travelers who flew the route from Massachusetts to Florida 
Verified travelerFlew with Spirit AirlinesBOS-FLLJul 2024
Check your departure time before go to the Aiport
BFlew with DeltaBOS-TPAMar 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 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 Sarasota Bradenton Intl Airport (SRQ), with an average flight price of $125.

  • 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 $225. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $291 on average.

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

    The cheapest time of day to fly to Florida is generally in the afternoon, when round-trip flights cost $237 on average. Morning departures are around 5% cheaper than evening flights, on average. The most expensive time of day to fly to Florida is generally in the evening, which is peak travel time and where the average cost of a ticket is $275.

  • What is the cheapest flight to Florida?

    The cheapest ticket to Florida from Massachusetts found in the last 72 hours was to Jacksonville, at $98 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 $127.

  • 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 $137 (return) on average. On the other hand, the most expensive months are April and December, when the average cost of round-trip tickets is $264 and $256 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

  • How long is the flight to Florida?

    An average nonstop flight from Massachusetts to Florida takes 4h 03m, covering a distance of 1149 miles. The shortest route is Albany (ALB) to Orlando Sanford Intl Airport (SFB) with an average flight time of 2h 39m.

  • What are the most popular destinations in Florida?

    Based on KAYAK flight searches, the most popular destination is Tampa (25% of total searches to Florida). The next most popular destinations are Fort Lauderdale (24%) and Miami (24%). Searches for flights to West Palm Beach (13%), to Jacksonville (4%) and to Sarasota (3%) 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.
8.0
DeltaOverall score based on 7982 reviews
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
8.5Crew
Airline reviews

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

2.0 MediocreAnonymous, Jun 2025BOS - LAX
Read more Delta reviews

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Crew was friendly Love the entertainment in the seat head rest.

Seats are much much more comfortable than United, which is what I usually fly

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Flight was changed from departing from Boston to departing from Detroit.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Communication since no reason or explanation was given for 3 hrs delay

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Overall was excellent. Will definitely us JetBlue in the future.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

I like their airplanes because they have plenty of legroom in their seats they always work with me if I have a change of plans on my tickets courteous and I always feel safe flying with them.

Like the space, did not like the snack options, there was no power outlet in seats, no entertainment, no flyfi.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

This flight never occurred because AA couldn’t get their act together.

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Would have thought that they would gas up plane before everyone got on board

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Standard. No different than a discount carrier on a short trip.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Crew was late. Baggage was late. 2hs inside the plane waiting fro de-icing and traffic. A 3:30hs flight ended up being almost 6hs inside the airplane.

I am very happy with my experience with Spirit Airlines. Both flights were on time. Boarding was very pleasant. Crew was very nice. Flights were amazing and we even arrived earlier than the schedule time. I am hoping Spirits keeps on having non stop flight from Ft Lauderdale to Hartford for many years to come.

you guys canceled my flight last minute and lost my luggage.

Didn't like size of seats. Found charges for checked luggage and carry on too high

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again

It was horrible. We were not allowed on the flight by spirit staff at the gate during boarding because I had a guitar. The same guitar I had at check in which I paid for and they said I can take it on the plane. We missed our flight, lost our luggage, and had to pay another $900 to rebook flights. Worst travel experience ever and spirit staff are the worst staff ever.

My experience with spirit was terrible. Customer service was terrible. Flight got canceled abruptly with no accommodations made for the inconvenience or any sort of help. I was unable to rebook a new flight.

The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.

It’s what we expected from Spirit..reasonable cost, good for a 2-3 hour flight. Disappointed that we had a 2 hour delay in departure from DFW for a maintenance issue, but the pilot handled it well once we were outbound on a different Airbus.

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

It was a no frills flight. Would have liked to be able to charge my device

Seats were extremely uncomfortable and it was very hot on the plane.

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

Check in at Philadelphia international was absolutely terrible! I fly 2 to 3 times a month and avoid frontier at all cost and will never fly Frontier again! The night before travel, I tried checking in however, the app was giving me an error, so I went to the desktop, which instructed you that you need to use the app. The next day I presented at the check-in gate after trying at least a half dozen times prior to getting into the airport and continuing to getting the error in the app. I actually had rebooted my phone numerous times and reinstall the app just in case. My phone is only one generation older than the current model. It has no problems completing a frontier flight purchase or any other app issues. There was only three frontier employees working at check-in and a huge line while I was in line I continued to try and check in via the app. As I approach the desk, I was dreading dealing with the agent. He was extremely unprofessional, anti-semantic & very ignorant, and mean to the people in front of me, as well as the people who ended up being behind me. He literally told people “Man I don’t care bout y’all” in his native dialect! Maintaining my composure I approached and explained the situation. To which he replied, you’re gonna have to pay then! I don’t understand. It’s an issue with their app not allowing me to check in! Not my issue! He told me if I pay cash it would be $15, $25 if I pay credit card. I don’t understand a $10 difference for paying with a credit card? I am completely cashless so I continued to try using the app to avoid the $25 fee, Which I still don’t believe that I should be responsible for since it was Frontier’s technical issue!!! I continued to check in via the app a couple more times after he verified I was doing everything right he proceeded to continue to belittle the people behind me. Yelling at them saying I don’t care about you people! I cannot believe that this is the way that businesses would treat its customers! Unfortunately, the black mail with dreadlocks did not have a name tag all he had was a frontier sweater on! For the $25 fee that I ended up getting charged on my credit card. I should’ve just booked originally with Spirit or any other carrier! I have no problem paying fees that I should be responsible for, but when it’s due to a technical failure of a company, the customer should not be responsible for it! I cannot believe that it’s not frontier going out of business!

Book cheap flights from Massachusetts to Florida

Recent round-trip flight deals

7/15Tue
nonstopSpirit Airlines
3h 36mBOS-FLL
7/22Tue
nonstopSpirit Airlines
3h 18mFLL-BOS
$85
7/22Tue
nonstopSpirit Airlines
3h 36mBOS-FLL
7/29Tue
nonstopSpirit Airlines
3h 19mFLL-BOS
$87
8/25Mon
nonstopFrontier
3h 01mBDL-MCO
8/28Thu
nonstopFrontier
2h 55mMCO-BDL
$90
7/20Sun
nonstopFrontier
3h 06mBDL-MCO
7/25Fri
nonstopFrontier
2h 56mMCO-BDL
$93
10/7Tue
nonstopDelta
3h 41mBOS-MIA
10/21Tue
nonstopDelta
3h 29mMIA-BOS
$97
10/8Wed
nonstopDelta
3h 41mBOS-MIA
10/14Tue
nonstopDelta
3h 29mMIA-BOS
$107
9/10Wed
nonstopJetBlue
3h 30mBOS-RSW
9/17Wed
nonstopJetBlue
3h 08mRSW-BOS
$127
7/18Fri
nonstopJetBlue
2h 58mBDL-MCO
7/20Sun
nonstopJetBlue
2h 50mMCO-BDL
$137
9/13Sat
nonstopAmerican Airlines
3h 33mBOS-MIA
9/15Mon
nonstopAmerican Airlines
3h 19mMIA-BOS
$142
9/19Fri
nonstopAmerican Airlines
3h 37mBOS-MIA
9/29Mon
nonstopAmerican Airlines
3h 19mMIA-BOS
$153

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Recent one-way flight deals

8/4Mon
1 stopBreeze Airways
4h 23mBDL-MCO
$38
7/28Mon
nonstopFrontier
3h 06mBDL-MCO
$42
7/23Wed
nonstopSpirit Airlines
3h 29mBOS-FLL
$42
7/12Sat
nonstopSpirit Airlines
3h 31mBOS-MCO
$42
9/24Wed
nonstopDelta
3h 36mBOS-MIA
$59
7/29Tue
nonstopJetBlue
3h 05mBDL-MCO
$69
7/29Tue
nonstopJetBlue
3h 13mBDL-FLL
$69
9/3Wed
nonstopDelta
3h 35mBOS-RSW
$74
8/5Tue
1 stopAmerican Airlines
4h 54mBDL-FLL
$80
8/2Sat
1 stopAmerican Airlines
7h 15mBDL-FLL
$81

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Last minute flights from Massachusetts to Florida

Last minute flight, train and bus deals

7/5Sat
nonstopFrontier
3h 21mBOS-TPA
7/22Tue
nonstopFrontier
3h 14mTPA-BOS
$138
7/7Mon
nonstopFrontier
3h 06mBDL-MCO
7/21Mon
nonstopFrontier
2h 56mMCO-BDL
$139
7/8Tue
nonstopSpirit Airlines
3h 32mBDL-FLL
7/12Sat
nonstopSpirit Airlines
2h 55mFLL-BDL
$149
7/8Tue
nonstopSpirit Airlines
3h 32mBDL-FLL
7/12Sat
nonstopSpirit Airlines
2h 55mFLL-BDL
$155
7/8Tue
multi-stopAmerican Airlines
7h 13mBDL-MCO
7/22Tue
multi-stopAmerican Airlines
5h 27mMCO-BDL
$213
7/8Tue
nonstopDelta
3h 34mBOS-RSW
7/12Sat
nonstopDelta
3h 21mRSW-BOS
$217
7/8Tue
multi-stopAmerican Airlines
5h 40mBOS-TPA
7/13Sun
multi-stopAmerican Airlines
5h 05mTPA-BOS
$237
7/8Tue
nonstopJetBlue
3h 29mBOS-MIA
7/16Wed
nonstopJetBlue
3h 29mMIA-BOS
$243
7/8Tue
nonstopJetBlue
3h 28mBOS-RSW
7/11Fri
nonstopJetBlue
3h 15mRSW-BOS
$247
7/8Tue
nonstopDelta
3h 30mBOS-MIA
7/11Fri
nonstopDelta
3h 34mMIA-BOS
$257

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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.

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