$42 Find Cheap Flights from Massachusetts to Florida Keys

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$42
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 17% 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 $468.

  • 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 $408. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $494 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 $203 on average. Morning departures are around 12% 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 $575.

  • 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 $227 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 $227.

  • 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 $326 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $601 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 6h 49m, 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

8/18Mon
nonstopSpirit Airlines
3h 30mBOS-MIA
8/21Thu
nonstopSpirit Airlines
3h 30mMIA-BOS
$96
10/22Wed
nonstopDelta
3h 43mBOS-MIA
10/29Wed
nonstopDelta
3h 29mMIA-BOS
$97
9/9Tue
nonstopJetBlue
3h 23mBOS-MIA
9/16Tue
nonstopJetBlue
3h 23mMIA-BOS
$112
10/5Sun
nonstop
3h 30mBOS-MIA
10/12Sun
nonstop
3h 25mMIA-BOS
$127
7/29Tue
nonstopAmerican Airlines
3h 38mBOS-MIA
9/8Mon
nonstopAmerican Airlines
3h 14mMIA-BOS
$142
10/9Thu
nonstopFrontier
3h 36mBOS-MIA
10/12Sun
nonstopFrontier
3h 25mMIA-BOS
$143
6/26Thu
nonstopJetBlue
3h 27mBOS-MIA
7/2Wed
nonstopJetBlue
3h 20mMIA-BOS
$153
10/15Wed
1 stopAmerican Airlines
7h 06mALB-MIA
10/18Sat
1 stopAmerican Airlines
4h 48mMIA-ALB
$167
10/12Sun
nonstop
3h 16mBDL-MIA
10/17Fri
1 stop
12h 12mMIA-BDL
$201
7/13Sun
1 stopFrontier
8h 58mBOS-MIA
7/21Mon
1 stopFrontier
10h 17mMIA-BOS
$246

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Recent one-way flight deals

6/29Sun
nonstopSpirit Airlines
3h 44mBOS-MIA
$42
6/29Sun
nonstopSpirit Airlines
3h 44mBOS-MIA
$45
10/1Wed
nonstopDelta
3h 41mBOS-MIA
$59
7/1Tue
nonstopJetBlue
3h 33mBOS-MIA
$69
10/9Thu
nonstopFrontier
3h 36mBOS-MIA
$70
10/9Thu
nonstopFrontier
3h 36mBOS-MIA
$72
9/10Wed
1 stopSouthwest
7h 35mBOS-MIA
$76
7/1Tue
1 stopSouthwest
5h 25mBOS-MIA
$79
9/15Mon
nonstopJetBlue
3h 23mBOS-MIA
$84
7/13Sun
nonstopDelta
3h 30mBOS-MIA
$94

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Last minute flights from Massachusetts to Florida Keys

Last minute flight, train and bus deals

6/14Sat
multi-stopSpirit Airlines
12h 52mBOS-MIA
6/19Thu
nonstopSpirit Airlines
3h 33mMIA-BOS
$196
6/15Sun
nonstopSpirit Airlines
3h 44mBOS-MIA
6/19Thu
multi-stopSpirit Airlines
10h 27mMIA-BOS
$219
6/16Mon
multi-stopDelta
6h 46mORH-MIA
6/17Tue
multi-stopDelta
8h 01mMIA-ORH
$232
6/17Tue
nonstopDelta
3h 47mBOS-MIA
6/24Tue
nonstopDelta
3h 32mMIA-BOS
$264
6/15Sun
multi-stop
22h 15mBOS-MIA
6/19Thu
multi-stop
10h 27mMIA-BOS
$270
6/17Tue
nonstopAmerican Airlines
3h 13mBDL-MIA
6/24Tue
nonstopAmerican Airlines
3h 11mMIA-BDL
$273
6/17Tue
multi-stopAmerican Airlines
6h 57mBDL-MIA
6/24Tue
nonstopAmerican Airlines
3h 11mMIA-BDL
$283
6/17Tue
nonstopJetBlue
3h 33mBOS-MIA
7/1Tue
nonstopJetBlue
3h 20mMIA-BOS
$285
6/15Sun
multi-stop
22h 15mBOS-MIA
6/19Thu
nonstop
3h 33mMIA-BOS
$289
6/16Mon
nonstopJetBlue
3h 27mBOS-MIA
6/24Tue
nonstopJetBlue
3h 20mMIA-BOS
$304

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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.

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