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$32 Find Cheap Flights from Boston to Florida Keys

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Florida Keys departing on 12/17. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Florida Keys.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Florida Keys.
In the last 7 days travelers have searched 46,479,581 times on KAYAK, and here is why:

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Best Florida Keys Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Miami
Miaminonstop$57
Key West
Key Westnonstop$187

Good to know

Low season

September

High season

February

Cheapest flight

$32
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Boston to Miami

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from Boston to Florida Keys?

    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 Boston to Florida Keys.

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

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

    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 Florida Keys with an airline and back to Boston with another airline.

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

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

See more FAQs

Top tips for finding cheap flights to Florida Keys

  • Looking for a cheap flight? 25% of our users found tickets from Boston to the following destinations at these prices or less: Miami $163 one-way - $297 round-trip

Top 5 airlines serving from Boston to Florida Keys

 
See real verified KAYAK customer reviews for airlines flying from Boston to Florida Keys. 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 Boston to Florida Keys? 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 8835 reviews
7.9Comfort
8.5Crew
8.2Boarding
7.3Food
7.9Entertainment
Airline reviews

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.

4.0 OkayDale, Sep 2024BOS - TPA
Read more Delta reviews

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

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta 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.

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.

The flight crew that we had in our section may have been tired or something. I asked the flight attendant about my son’s screen not working and she spoke down to me like I was stupid. He still had no working screen throughout his flight. The other members had no personality and seemed like they were annoyed when you asked them for something. Definitely took a hit for simple things on my JB experience.

I volunteered to let them put my carry on suitcase in the baggage storage area. But when we landed I was told it was being unloaded IN A DIFFERENT TERMINAL! I had to walk (painful for me) a long way to retrieve my bag and my ride had to move from the waiting area they were in to a totally different one. Not happy.

Som delays but overall we almost made it on the original time.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

Overall fine but both ways for this trip was delayed.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

The plane was clean. The staff was excellent. The flight attendants were very good. Enjoyable flight. Overall. The seats in the back are too small but, will always be.

There was no air on the plane and it was very hot.

Flight crew was amazing! I don't like that the Polaris seats are side-by-side.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

Flight was 3 1/2 hour delayed with no credit or meal vouchers

Smoothly flight, pleasant flight attendants. I wish there were better food choices.

Everything was awful Flight attendant was condescending, rude and not helpful at all. Small outdated plane. No service, uncomfortable seats. Flight attendant was really the worst. He used hand gestures to communicate instead of words and whenever he used words he was condescending.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

This was a 5 hour flight with no entertainment and with a snack being provided (pretzels and fruit bar), which are both high in carbs and sugar. Nuts would have been a better choice.

I love to flight american however my carry on had to be sent with regular luggage and it was broken. Don't appreciate that. If when I buy a ticket says I can take a carry on and a hand item there should be space for mwsy stuff and not be basically forced to send the item even if it's at no charge. A.A. needs to work on that. Everything else excellent.

One of the reasons I fly American is because the seating is more comfortable than most airlines. Even in the back of the plane.

The flight was delayed which was disappointing. There was no pre takeoff refreshment in first, as we had to wait around an hour in our seats before take off that was disappointing too. The inflight entertainment/wifi did not work, and the crew were slow to offer drinks in flight

AA is fabulous. However , Iberia cancelled our Boston - Barcelona flight the morning of the flight - 9/16/24. This was almost a week ago and we have still heard nothing from Iberia/Vueling. Found out from a kayak email that morning that the flight was cancelled. Iberia Customer service reps wouldn’t help us and said to call Vueling. No one answers phone at Vueling. Terrible wild goose chase on DAY OF TRAVEL. AA came to our rescue.

Boston ticket agent Cheryl Porter is WONDERFUL. Our Iberia flight to Barcelona was cancelled the morning we were scheduled to leave and Cheryl was our super hero - she found us seats on a flight to London and on to Barcelona. Truly a “can-do” attitude which we appreciated so much after the Iberia ticket agents told us there was “absolutely nothing they could do”. (As did the customer service agents at Iberia’s call center) Ms Porter is truly a wonderful person who genuinely cares about travelers!

The foot ottoman cushion was missing on my business class seat.. the hydraulics is on its last leg & seat cushions do not have support or paddling. Heavily dented by butts

Gate agents for boarding not trained. I am disabled have eyesight problems and was told “do it on line.”. Wheelchair unavailable in Dallas even though it was in my record

On time, smooth, luggage was out fast at the end of the flight. About perfect.

Pilots showed up late because they decided to stop and get something to eat instead of going straight to our gate, Forcing an 1 1/2 hour delay, and missed flight. Shame on the pilots.

There was a serious delay of almost 2 hrs to departure.. it would have been to be told what caused the delay. Apart from the delay, boarding and the flight itself went smoothly.

Everything was excellent and as expected. The boarding process was great but deboarding was a bit slow. No fault of the crew; it just seemed like the passengers didn’t want to leave! 😂

The flight was delayed and the announcements were hard to hear, but the crew was great

I liked the low price. I did not like the cramped passenger seats. As a below average size person I was cramped in the seat; I can only imagine how uncomfortable an average or large size person would be. I guess that is part of the deal with low cost airlines.

It just baffled me that spirit boarding process that I was charged 2 check in fees for a person bag and carry on. I ended up lugging 3 kids under 10 with 2 bags and to find out at the boarding area that I could not get on the plane due to my lack of reading the baggage policy. I understand if that was the case but the agent also failed to understand one item was in fact a personal item such as laptop bag and charge me as if it was a carry on not personal item. And knowing it’s a horrible storm and last flight in the destination of travel. I could have very easily handed the items to my relative to keep but I didn’t learned about this enforced policy until I was about to board.

I’m not a fan of Spirit Airlines from a not-so-good experience the last time & I swore I would not fly this airline again- bc they charge for EVERYTHING. I only flew Spirit this time bc it wasn’t my choice. I decided to use a “Mystery Ticket” bc of the great price, not knowing it would choose this airline! I found out on this trip how they pick a random seat with a “sticker” for a prize-are we in first grade? just doesn’t seem right & now the first 3 or 4 rows get special treatment-we all paid for our tickets, not just them.

This was the best spirit airlines fight I have ever had. I take spirit up to 3 or more times a year and I am ready to be the Jared of spirit. 🤪 Best flight ever. Everyone was great. I hope my return flight is the same. When you're traveling with a 9 month old you need a different type of care and accommodation. I didn't ask the staff for anything but I didn't have any added stress.

Everyone on the plane was wonderful. I can't say that the trip of flying was wonderful because I hadn't done that since I was 13 years old. Honestly I was terrified. What would make it better is if they didn't drive so fast but I know they have to. And if they could go up slowly and land slowly. But none of that they can control.

Horrible airline with terrible customer service! I was at the Atlanta airport going to Ft Lauderdale. They delayed the takeoff time several times. We finally boarded & taxied away from the gate where they had us sit in a hot airplane for an hour & a half before cancelling the flight due to weather. They did not even offer us water. They took us back to a totally different gate where they said agents would be available to help. Instead, they dumped us out & left us to fend for ourselves. We had to go out of security to go pick up our checked luggage & wait in a long line at the ticket desk where only one agent was working & by the time we got to the front of the line over an hour later, all the flights were full for the rest of the day & only limited seat availability for the next day. If you were one of the lucky few that was able to reschedule the same day flying to the same or a different airport, you had to go back through security & ride the train to get back to the correct date which took over an hour more. A total waste of time. I will never fly Spirit Airlines again!!

Spirit literally broke parts of two of our suitcases and call it “normal wear and tear.” Not worth the low price if we have to replace bags.

Very bad flight was delayed. After they boarded us kept us in plane four 4 hours because they didn’t have fuel. Very unprofessional. Plane and bathrooms were very dirty. AC was blowing very cold. After everything went very bad because od them they rebooked connection flight next day more than 12 hours. Didn’t provide hotel voucher. Never going to fly this airline

Book cheap flights from Boston to Florida Keys

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Boston to Florida Keys found on KAYAK in the last 72 hours.
12/17Tue
nonstopFrontier
3h 45mBOS-MIA
12/19Thu
nonstopFrontier
3h 37mMIA-BOS
$57
12/17Tue
nonstopFrontier
3h 45mBOS-MIA
12/19Thu
nonstopFrontier
3h 37mMIA-BOS
$58
11/14Thu
nonstopSpirit Airlines
3h 36mBOS-MIA
11/16Sat
nonstopSpirit Airlines
3h 15mMIA-BOS
$74
11/14Thu
nonstopSpirit Airlines
3h 36mBOS-MIA
11/16Sat
nonstopSpirit Airlines
3h 15mMIA-BOS
$75
12/11Wed
nonstopJetBlue
3h 33mBOS-MIA
12/17Tue
nonstopJetBlue
3h 19mMIA-BOS
$107
12/8Sun
nonstopJetBlue
3h 33mBOS-MIA
12/11Wed
nonstopJetBlue
3h 19mMIA-BOS
$112
11/19Tue
nonstopDelta
3h 45mBOS-MIA
11/23Sat
nonstopDelta
3h 29mMIA-BOS
$117
12/17Tue
nonstopDelta
3h 49mBOS-MIA
12/18Wed
nonstopDelta
3h 26mMIA-BOS
$133
12/11Wed
nonstopAmerican Airlines
3h 45mBOS-MIA
12/15Sun
nonstopAmerican Airlines
3h 19mMIA-BOS
$152
12/14Sat
nonstopAmerican Airlines
4h 10mBOS-EYW
12/19Thu
1 stopAmerican Airlines
6h 38mEYW-BOS
$242

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Florida Keys found on KAYAK in the last 72 hours.
12/17Tue
nonstopFrontier
3h 45mBOS-MIA
$32
11/14Thu
nonstopSpirit Airlines
3h 36mBOS-MIA
$37
11/13Wed
nonstopJetBlue
3h 28mBOS-MIA
$54
2/5Wed
nonstopDelta
3h 44mBOS-MIA
$59
1/11Sat
1 stopJetBlue
8h 48mBOS-MIA
$69
1/21Tue
1 stopUnited Airlines
6h 47mBOS-EYW
$98
1/11Sat
nonstopAmerican Airlines
3h 52mBOS-MIA
$104
12/3Tue
1 stopDelta
7h 01mBOS-EYW
$108
1/3Fri
2 stopsUnited Airlines
10h 15mBOS-MIA
$138
2/22Sat
nonstopAmerican Airlines
3h 41mBOS-MIA
$149

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Last minute flights from Boston to Florida Keys

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Boston to Florida Keys that are departing in the next 10 days.
11/5Tue
multi-stop
12h 37mBOS-MIA
11/9Sat
nonstop
3h 15mMIA-BOS
$179
11/5Tue
multi-stopSpirit Airlines
19h 32mBOS-MIA
11/9Sat
nonstopSpirit Airlines
3h 15mMIA-BOS
$191
11/2Sat
nonstopJetBlue
3h 28mBOS-MIA
11/13Wed
nonstopJetBlue
3h 17mMIA-BOS
$282
11/1Fri
nonstopJetBlue
3h 34mBOS-MIA
11/13Wed
multi-stopJetBlue
6h 20mMIA-BOS
$291
11/5Tue
nonstopDelta
3h 44mBOS-MIA
11/9Sat
nonstopDelta
3h 29mMIA-BOS
$318
11/3Sun
multi-stopDelta
6h 11mBOS-EYW
11/6Wed
multi-stopDelta
5h 58mEYW-BOS
$320
11/3Sun
multi-stopAmerican Airlines
9h 26mBOS-EYW
11/7Thu
multi-stopAmerican Airlines
4h 54mEYW-BOS
$325
11/3Sun
multi-stopUnited Airlines
9h 16mBOS-EYW
11/7Thu
multi-stopUnited Airlines
11h 04mEYW-BOS
$410
11/3Sun
multi-stopUnited Airlines
9h 16mBOS-EYW
11/6Wed
multi-stopUnited Airlines
11h 04mEYW-BOS
$439
11/3Sun
multi-stopAmerican Airlines
6h 25mBOS-EYW
11/10Sun
multi-stopAmerican Airlines
7h 12mEYW-BOS
$599

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Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports