$38 Find Cheap Flights from Massachusetts to Florida Keys

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonApril
Cheapest flight$38
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Boston to Miami

FAQs for booking flights from Massachusetts to Florida Keys

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

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

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

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Florida Keys is Key West Airport (EYW), with an average flight price of $186.

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

    Based on KAYAK data, the cheapest day to fly to Florida Keys is Thursday where round-trip tickets can be as cheap as $418. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $491 on average.

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

    The cheapest time of day to fly to Florida Keys is generally at night, when round-trip flights cost $212 on average. Morning departures are around 13% more expensive than evening flights, on average. The most expensive time of day to fly to Florida Keys is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $560.

  • What is the cheapest flight to Florida Keys?

    The cheapest ticket to Florida Keys from Massachusetts found in the last 72 hours was to Key West, at $332 round-trip. The most popular route is Boston (BOS) to Key West (EYW) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $332.

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

    The cheapest month for flights from Massachusetts to Florida Keys is September, when tickets cost $336 (return) on average. On the other hand, the most expensive months are April and March, when the average cost of round-trip tickets is $591 and $508 respectively.

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

    To get a below average price on the flight from Massachusetts to Florida Keys, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

  • How long is the flight to Florida Keys?

    An average nonstop flight from Massachusetts to Florida Keys takes 7h 53m, covering a distance of 1287 miles. The shortest route is Hartford (BDL) to Miami (MIA) with an average flight time of 3h 13m.

  • What are the most popular destinations in Florida Keys?

    Based on KAYAK flight searches, the most popular destination is Miami (91% of total searches to Florida Keys). The next most popular destination is Key West (9%).

Book cheap flights from Massachusetts to Florida Keys

Recent round-trip flight deals

5/29Thu
nonstopSpirit Airlines
3h 30mBOS-MIA
6/5Thu
nonstopSpirit Airlines
3h 25mMIA-BOS
$91
5/25Sun
nonstopSpirit Airlines
3h 30mBOS-MIA
5/29Thu
nonstopSpirit Airlines
3h 25mMIA-BOS
$92
5/18Sun
nonstopAmerican Airlines
3h 14mBDL-MIA
5/21Wed
nonstopAmerican Airlines
3h 07mMIA-BDL
$135
6/4Wed
nonstopJetBlue
3h 36mBOS-MIA
6/10Tue
nonstopJetBlue
3h 28mMIA-BOS
$159
6/1Sun
nonstopJetBlue
3h 31mBOS-MIA
6/4Wed
nonstopJetBlue
3h 28mMIA-BOS
$163
5/29Thu
nonstopAmerican Airlines
3h 27mBOS-MIA
6/3Tue
nonstopAmerican Airlines
3h 12mMIA-BOS
$168
6/1Sun
nonstopDelta
3h 28mBOS-MIA
6/9Mon
nonstopDelta
3h 32mMIA-BOS
$172
5/27Tue
nonstopDelta
3h 28mBOS-MIA
6/5Thu
nonstopDelta
3h 29mMIA-BOS
$183
5/15Thu
1 stopUnited Airlines
5h 41mBOS-MIA
5/20Tue
2 stopsUnited Airlines
9h 41mMIA-BOS
$198
5/11Sun
1 stopUnited Airlines
6h 51mBOS-MIA
5/19Mon
1 stopUnited Airlines
8h 30mMIA-BOS
$199

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Recent one-way flight deals

5/29Thu
nonstopSpirit Airlines
3h 30mBOS-MIA
$38
5/29Thu
nonstopSpirit Airlines
3h 30mBOS-MIA
$39
5/20Tue
1 stopSouthwest
5h 35mBDL-MIA
$78
5/30Fri
nonstopJetBlue
3h 31mBOS-MIA
$90
5/19Mon
nonstopJetBlue
3h 31mBOS-MIA
$94
10/25Sat
1 stopAmerican Airlines
6h 14mORH-MIA
$94
6/30Mon
2 stopsSouthwest
8h 00mBOS-MIA
$95
5/17Sat
1 stopAmerican Airlines
5h 08mALB-MIA
$99
5/23Fri
nonstopDelta
3h 34mBOS-MIA
$99
5/30Fri
1 stopDelta
5h 46mMVY-MIA
$103

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Last minute flights from Massachusetts to Florida Keys

Last minute flight, train and bus deals

5/3Sat
multi-stopSpirit Airlines
10h 48mBOS-MIA
5/8Thu
nonstopSpirit Airlines
3h 25mMIA-BOS
$167
5/3Sat
multi-stopSpirit Airlines
10h 48mBOS-MIA
5/6Tue
multi-stopSpirit Airlines
5h 57mMIA-BOS
$179
5/5Mon
nonstopDelta
3h 38mBOS-MIA
5/13Tue
nonstopDelta
3h 29mMIA-BOS
$259
5/3Sat
multi-stop
10h 48mBOS-MIA
5/4Sun
multi-stop
26h 10mMIA-BOS
$262
5/3Sat
multi-stop
10h 48mBOS-MIA
5/4Sun
multi-stop
26h 10mMIA-BOS
$265
5/5Mon
multi-stopUnited Airlines
7h 26mBOS-MIA
5/10Sat
multi-stopUnited Airlines
13h 17mMIA-BOS
$284
5/2Fri
nonstopAmerican Airlines
3h 21mBDL-MIA
5/8Thu
nonstopAmerican Airlines
3h 07mMIA-BDL
$299
5/2Fri
multi-stopAmerican Airlines
6h 41mBDL-MIA
5/8Thu
nonstopAmerican Airlines
3h 07mMIA-BDL
$309
5/4Sun
multi-stopDelta
6h 23mBDL-MIA
5/6Tue
multi-stopDelta
7h 12mMIA-BDL
$319
5/4Sun
multi-stopUnited Airlines
8h 26mBDL-MIA
5/7Wed
multi-stopUnited Airlines
10h 02mMIA-BDL
$329

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Everything you need to know for your flight to Florida Keys

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.
First Class flights to Florida Keysfrom $162
Business Class flights to Florida Keysfrom $288
Prem Econ Class flights to Florida Keysfrom $182
Economy Class flights to Florida Keysfrom $42

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