What airlines fly to Florida Keys?

American Airlines, JetBlue and Delta are the top three most popular airlines that fly to Florida Keys from Massachusetts according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 5 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

How many flights depart from Massachusetts to Florida Keys on average per week?

The number of flights available between Massachusetts and Florida Keys is 186 per week as of January 2026. The most frequent departure day is Wed, with 16% of weekly flights leaving on this day.

How many flights depart from Massachusetts to Florida Keys on average per day?

As of January 2026, there are 26 flights per day flying from Massachusetts to Florida Keys. The most common time of day flights depart is 8:00AM, with 100% of flights taking off at noon.

How long is the flight from Massachusetts to Florida Keys?

On average, it takes 7h 20m to fly from Massachusetts to Florida Keys if you fly out of Boston (the most popular airport in Massachusetts) and into Copenhagen (the most popular airport in Florida Keys). If you’re flying out of Provincetown and into Copenhagen, then the flight time is around 17h 35m.

What is the cheapest airline that flies from Massachusetts to Florida Keys?

Delta, Southwest, and American Airlines are the most popular carriers operating from Massachusetts to Florida Keys

When did momondo last update prices for flights from Massachusetts to Florida Keys?

Prices for flights from Massachusetts to Florida Keys are refreshed on a daily basis.

How many operators does momondo search for flights from Massachusetts to Florida Keys?

As of January 2026, there are 10 operators available to choose from for flights from Massachusetts to Florida Keys.

How old do you have to be to fly from Massachusetts to Florida Keys?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Florida Keys.

What documentation or ID do you need to fly to Florida Keys?

The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$50 Cheap Flights from Massachusetts to Florida Keys in 2026

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Find the cheapest flights from Massachusetts to Florida Keys

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:50 pm - 9:32 pm

BOS

MIA

3h 42mnonstop

8:37 pm - 11:59 pm

MIA

BOS

3h 22mnonstop

$83Spirit Airlines

Sat, Feb 28 - Tue, Mar 3

5:50 pm - 9:32 pm

BOS

MIA

3h 42mnonstop

1:21 pm - 4:45 pm

MIA

BOS

3h 24mnonstop

$84Spirit Airlines

Sun, Mar 1 - Thu, Mar 5

5:50 pm - 9:32 pm

BOS

MIA

3h 42mnonstop

6:59 pm - 1:13 am

MIA

BOS

6h 14m

1 stop

$89Multiple Airlines

Wed, Feb 18 - Wed, Feb 25

5:50 pm - 9:32 pm

BOS

MIA

3h 42mnonstop

5:05 am - 1:13 am

MIA

BOS

20h 08m

1 stop

$92Multiple Airlines

Wed, Feb 18 - Thu, Feb 19

3:15 pm - 11:15 pm

ALB

MIA

8h 00m

1 stop

6:35 pm - 11:20 pm

MIA

ALB

4h 45m

1 stop

$159Southwest

Sun, Feb 22 - Thu, Feb 26

3:00 pm - 9:09 am

BDL

EYW

18h 09m

1 stop

11:01 am - 10:04 pm

EYW

BDL

11h 03m

1 stop

$190Breeze Airways

Sun, Feb 8 - Thu, Feb 12

8:05 am - 9:06 am

BDL

EYW

25h 01m

1 stop

11:51 am - 4:56 pm

EYW

BDL

29h 05m

2 stops

$198Breeze Airways

Wed, Mar 4 - Wed, Mar 11

8:04 pm - 11:16 pm

BDL

MIA

3h 12mnonstop

5:05 am - 12:15 pm

MIA

BDL

7h 10m

1 stop

$201Frontier

Mon, Apr 13 - Thu, Apr 16

9:10 pm - 3:43 pm

BDL

MIA

18h 33m

2 stops

5:05 am - 1:32 pm

MIA

BDL

8h 27m

1 stop

$205Frontier

Sun, Feb 22 - Sun, Mar 1

3:40 pm - 9:00 pm

ALB

MIA

5h 20m

1 stop

6:55 am - 4:15 pm

MIA

ALB

9h 20m

2 stops

$233Southwest

Wed, Feb 18 - Wed, Feb 25

Southwest flights from Massachusetts to Florida Keys

Our best Southwest deals on Massachusetts to Florida Keys flight tickets

Southwest

Feb 22

ALB3:15 pmAlbany Intl

8h 00m

1 stop

MIA11:15 pmMiami

Feb 26

MIA6:35 pmMiami

4h 45m

1 stop

ALB11:20 pmAlbany Intl

$159

Southwest

Feb 10

BDL6:00 amHartford Bradley Intl

5h 20m

1 stop

MIA11:20 amMiami

Feb 26

MIA12:05 pmMiami

6h 30m

1 stop

BDL6:35 pmHartford Bradley Intl

$222

Southwest

Feb 10

BDL6:00 amHartford Bradley Intl

5h 20m

1 stop

MIA11:20 amMiami

Feb 24

MIA7:15 amMiami

10h 00m

1 stop

BDL5:15 pmHartford Bradley Intl

$228

Spirit Airlines flights from Massachusetts to Florida Keys

Our best Spirit Airlines deals on Massachusetts to Florida Keys flight tickets

Spirit Airlines

Feb 28

BOS5:50 pmBoston Logan Intl

3h 42m

MIA9:32 pmMiami

Mar 3

MIA8:37 pmMiami

3h 22m

BOS11:59 pmBoston Logan Intl

$83

Spirit Airlines

Mar 1

BOS5:50 pmBoston Logan Intl

3h 42m

MIA9:32 pmMiami

Mar 5

MIA1:21 pmMiami

3h 24m

BOS4:45 pmBoston Logan Intl

$84

Spirit Airlines

Feb 10

BOS5:53 pmBoston Logan Intl

3h 42m

MIA9:35 pmMiami

Feb 17

MIA1:21 pmMiami

3h 24m

BOS4:45 pmBoston Logan Intl

$85

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 2/28

5:50 pm-9:32 pm

Nonstop3h 42m

Miami

Tue 3/3

8:37 pm-11:59 pm

Nonstop3h 22m

$83

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sun 3/1

5:50 pm-9:32 pm

Nonstop3h 42m

Miami

Thu 3/5

1:21 pm-4:45 pm

Nonstop3h 24m

$84

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 2/18

5:50 pm-9:32 pm

Nonstop3h 42m

Miami

Wed 2/25

6:59 pm-1:13 am

1 stop6h 14m

$89

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 2/18

5:50 pm-9:32 pm

Nonstop3h 42m

Miami

Thu 2/19

5:05 am-1:13 am

1 stop20h 08m

$92

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

Sun 2/22

3:15 pm-11:15 pm

1 stop8h 00m

Miami

Thu 2/26

6:35 pm-11:20 pm

1 stop4h 45m

$159

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 2/8

3:00 pm-9:09 am

1 stop18h 09m

Key West

Thu 2/12

11:01 am-10:04 pm

1 stop11h 03m

$190

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/4

8:05 am-9:06 am

1 stop25h 01m

Key West

Wed 3/11

11:51 am-4:56 pm

2 stops29h 05m

$198

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Mon 4/13

8:04 pm-11:16 pm

Nonstop3h 12m

Miami

Thu 4/16

5:05 am-12:15 pm

1 stop7h 10m

$201

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Sun 2/22

9:10 pm-3:43 pm

2 stops18h 33m

Miami

Sun 3/1

5:05 am-1:32 pm

1 stop8h 27m

$205

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

Wed 2/18

3:40 pm-9:00 pm

1 stop5h 20m

Miami

Wed 2/25

6:55 am-4:15 pm

2 stops9h 20m

$233

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts to Florida Keys

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Florida Keys?

The month of March is another great option to travel to Florida Keys, with average flight prices from Massachusetts averaging around $215.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Massachusetts to Florida Keys is on a Thursday when prices can be found for as low as $398. The most expensive day to fly to Florida Keys is Wednesday, with ticket prices averaging around $459.

What is the cheapest time of day to depart on your flight to Florida Keys?

According to our data, the cheapest time of day to fly to Florida Keys is in the evening. momondo users have found flights departing from Massachusetts to Florida Keys in the evening for as low as $257. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights at noon are often more expensive with an average ticket price of $516.

What is the cheapest Massachusetts to Florida Keys flight route?

Fly from Boston Logan Intl to Key West for the best Massachusetts - Florida Keys flight prices

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

You are more likely to see cheaper flights to Florida Keys from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $253 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Massachusetts for as low as $187 on momondo.

What cabin class options are available on Massachusetts to Florida Keys flights?

There are 3 cabin classes available to choose from on Massachusetts to Florida Keys flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Florida Keys.

Cheap Massachusetts to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Florida Keys

Fastest flight time	3h 16m
Direct flights	Every day
Airports in Florida Keys	3 airports

The fastest flight from Massachusetts to Florida Keys takes 3h 16m

Direct flights go from Massachusetts to Florida Keys every day.

There are 3 airports in Florida Keys. From Massachusetts there are direct flights to Miami (MIA).

Search flight deals

When did momondo last update prices for flights from Massachusetts to Florida Keys?
Prices for flights from Massachusetts to Florida Keys are refreshed on a daily basis.
How many operators does momondo search for flights from Massachusetts to Florida Keys?
As of January 2026, there are 10 operators available to choose from for flights from Massachusetts to Florida Keys.
How old do you have to be to fly from Massachusetts to Florida Keys?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Florida Keys.
What documentation or ID do you need to fly to Florida Keys?
The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Massachusetts to Florida Keys?
Based on momondo bookings for flights between Massachusetts and Florida Keys, the leading plane model is Airbus A321-100/200, making up 12.78% of the total bookings. Other popular models include Airbus A321neo with 12.66%, Airbus A220-300 with 11.98%, and Airbus A320-100/200 with 9.45%.

Best airlines flying from Massachusetts to Florida Keys

Compare and see reviews for airlines that fly from Massachusetts to Florida Keys with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $83	Free Cancellation	Rating 6.3 8,393 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $135	Free Cancellation	Rating 7.4 9,215 reviews	Search United Airlines flights
Delta	PriceFrom $168	Free Cancellation	Rating 7.9 8,128 reviews	Search Delta flights
JetBlue	PriceFrom $233	Free Cancellation	Rating 7.2 2,892 reviews	Search JetBlue flights
American Airlines	PriceFrom $247	Free Cancellation	Rating 7.2 11,205 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Florida Keys?

Finding the right flight to Florida Keys from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Florida Keys quick and easy, saving you time and money.

Can I find flights from Massachusetts to Florida Keys with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Massachusetts to Florida Keys flights to just show those with flexible booking policies.

How can momondo help me find flights from Massachusetts to Florida Keys?

momondo provides multiple filters to help you find the best flight to Florida Keys from Massachusetts. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Massachusetts to Florida Keys right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Massachusetts to Florida Keys flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Florida Keys trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular cities in Florida Keys

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Flights to Las Vegasfrom $53

Flights to Washington, D.C.from $49

Flights to Bostonfrom $52

Flights to Atlantafrom $44

Flights to Dallasfrom $54

Flights to Seattlefrom $56

Cheap flights from Massachusetts to Florida Keys from $64

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Florida Keys departing on 2/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Massachusetts to Florida Keys

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Southwest flights from Massachusetts to Florida Keys

Our best Southwest deals on Massachusetts to Florida Keys flight tickets

Spirit Airlines flights from Massachusetts to Florida Keys

Our best Spirit Airlines deals on Massachusetts to Florida Keys flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Florida Keys that are best for you.

See travel insights to Florida Keys from

How to get the cheapest flight ticket from Massachusetts to Florida Keys

What is the cheapest month to fly to Florida Keys?

The month of March is another great option to travel to Florida Keys, with average flight prices from Massachusetts averaging around $215.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Massachusetts to Florida Keys is on a Thursday when prices can be found for as low as $398. The most expensive day to fly to Florida Keys is Wednesday, with ticket prices averaging around $459.

What is the cheapest time of day to depart on your flight to Florida Keys?

What is the cheapest Massachusetts to Florida Keys flight route?

Fly from Boston Logan Intl to Key West for the best Massachusetts - Florida Keys flight prices

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

What cabin class options are available on Massachusetts to Florida Keys flights?

There are 3 cabin classes available to choose from on Massachusetts to Florida Keys flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Florida Keys.

What is the cheapest airline that flies from Massachusetts to Florida Keys?

Delta, Southwest, and American Airlines are the most popular carriers operating from Massachusetts to Florida Keys

What airlines fly to Florida Keys?

How many flights depart from Massachusetts to Florida Keys on average per day?

As of January 2026, there are 26 flights per day flying from Massachusetts to Florida Keys. The most common time of day flights depart is 8:00AM, with 100% of flights taking off at noon.

How many flights depart from Massachusetts to Florida Keys on average per week?

The number of flights available between Massachusetts and Florida Keys is 186 per week as of January 2026. The most frequent departure day is Wed, with 16% of weekly flights leaving on this day.

How long is the flight from Massachusetts to Florida Keys?

Cheap Massachusetts to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Florida Keys

Fastest flight time

Direct flights

Airports in Florida Keys

When did momondo last update prices for flights from Massachusetts to Florida Keys?

How many operators does momondo search for flights from Massachusetts to Florida Keys?

How old do you have to be to fly from Massachusetts to Florida Keys?

What documentation or ID do you need to fly to Florida Keys?

What is the most popular plane model from Massachusetts to Florida Keys?

Best airlines flying from Massachusetts to Florida Keys

Compare and see reviews for airlines that fly from Massachusetts to Florida Keys with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Florida Keys?

Can I find flights from Massachusetts to Florida Keys with flexible booking policies on momondo?

How can momondo help me find flights from Massachusetts to Florida Keys?

I’m not ready to book a flight from Massachusetts to Florida Keys right now. Can momondo alert me if prices change?

An easier way to manage your Florida Keys trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Florida Keys

Popular cities in Florida Keys

Popular flights according to clicks in the last 7 days on momondo