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

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

What airlines fly to Florida Keys?

American Airlines, JetBlue and United Airlines 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 50% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 4 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 90 per week as of August 2026. The most frequent departure day is Tue, with 30% of weekly flights leaving on this day.

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 August 2026, there are 8 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.

$104 Cheap Flights from Massachusetts to Florida Keys in 2026

Discover deals from 900+ travel sites with momondo.

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.

6:00 am - 11:06 am-

5h 06m

12:59 pm - 5:30 pm-

4h 31m

$161Breeze Airways

Wed, Sep 2 - Fri, Oct 2

7:00 am - 12:19 pm-

5h 19m

12:59 pm - 5:30 pm-

4h 31m

$184Breeze Airways

Mon, Sep 28 - Fri, Oct 2

4:20 pm - 11:14 pm-

6h 54m

8:25 am - 2:58 pm-

6h 33m

$212Delta

Tue, Sep 29 - Tue, Oct 6

4:20 pm - 11:14 pm-

6h 54m

7:00 am - 2:58 pm-

7h 58m

$212Delta

Wed, Sep 30 - Tue, Oct 6

11:45 am - 4:25 pm-

4h 40m

10:15 am - 6:15 pm-

8h 00m

$227Southwest

Mon, Nov 9 - Sat, Nov 14

5:10 pm - 10:05 pm-

4h 55m

6:25 am - 2:10 pm-

7h 45m

$227Southwest

Sat, Oct 3 - Mon, Oct 5

12:54 pm - 8:33 pm-

7h 39m

5:32 am - 12:07 pm-

6h 35m

$228Frontier

Mon, Sep 14 - Tue, Sep 22

12:54 pm - 8:33 pm-

7h 39m

5:32 am - 12:07 pm-

6h 35m

$228Frontier

Thu, Oct 1 - Tue, Oct 6

5:18 pm - 8:59 pm-

3h 41mnonstop

9:44 pm - 12:58 am-

3h 14mnonstop

$238American Airlines

Tue, Sep 1 - Tue, Sep 8

7:20 am - 10:49 am-

3h 29mnonstop

12:35 pm - 4:10 pm-

3h 35mnonstop

$238American Airlines

Tue, Sep 1 - Tue, Sep 8

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Delta flights from Massachusetts to Florida Keys

Our best Delta deals on Massachusetts to Florida Keys flight tickets

Delta

Sep 29

ORH4:20 pmWorcester

6h 54m

1 stop

MIA11:14 pmMiami

Oct 6

MIA8:25 amMiami

6h 33m

1 stop

ORH2:58 pmWorcester

$212

Delta

Sep 29

ORH4:20 pmWorcester

8h 35m

2 stops

MIA12:55 amMiami

Oct 6

MIA7:00 amMiami

7h 58m

1 stop

ORH2:58 pmWorcester

$222

Delta

Sep 23

ALB12:21 pmAlbany Intl

6h 44m

1 stop

MIA7:05 pmMiami

Sep 29

MIA6:00 amMiami

5h 14m

1 stop

ALB11:14 amAlbany Intl

$227

Frontier flights from Massachusetts to Florida Keys

Our best Frontier deals on Massachusetts to Florida Keys flight tickets

Frontier

Sep 5

BOS12:45 pmBoston Logan Intl

7h 44m

1 stop

MIA8:29 pmMiami

Sep 11

MIA5:32 amMiami

6h 37m

1 stop

BOS12:09 pmBoston Logan Intl

$228

Frontier

Sep 12

BOS12:54 pmBoston Logan Intl

7h 44m

1 stop

MIA8:38 pmMiami

Sep 16

MIA5:32 amMiami

6h 37m

1 stop

BOS12:09 pmBoston Logan Intl

$230

Frontier

Sep 2

BOS12:45 pmBoston Logan Intl

10h 20m

1 stop

MIA11:05 pmMiami

Sep 9

MIA5:32 amMiami

6h 27m

1 stop

BOS11:59 amBoston Logan Intl

$231

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

Cheapest round-trip

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 9/2

6:00 am-11:06 am

1 stop5h 06m

Key West

Fri 10/2

12:59 pm-5:30 pm

1 stop4h 31m

$161

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 9/28

7:00 am-12:19 pm

1 stop5h 19m

Key West

Fri 10/2

12:59 pm-5:30 pm

1 stop4h 31m

$184

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Tue 9/29

4:20 pm-11:14 pm

1 stop6h 54m

Miami

Tue 10/6

8:25 am-2:58 pm

1 stop6h 33m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 9/30

4:20 pm-11:14 pm

1 stop6h 54m

Miami

Tue 10/6

7:00 am-2:58 pm

1 stop7h 58m

$212

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

Mon 11/9

11:45 am-4:25 pm

1 stop4h 40m

Miami

Sat 11/14

10:15 am-6:15 pm

1 stop8h 00m

$227

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

Sat 10/3

5:10 pm-10:05 pm

1 stop4h 55m

Miami

Mon 10/5

6:25 am-2:10 pm

1 stop7h 45m

$227

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 9/14

12:54 pm-8:33 pm

1 stop7h 39m

Miami

Tue 9/22

5:32 am-12:07 pm

1 stop6h 35m

$228

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 10/1

12:54 pm-8:33 pm

1 stop7h 39m

Miami

Tue 10/6

5:32 am-12:07 pm

1 stop6h 35m

$228

Quickest round-trip

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 9/1

5:18 pm-8:59 pm

Nonstop3h 41m

Miami

Tue 9/8

9:44 pm-12:58 am

Nonstop3h 14m

$238

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 9/1

7:20 am-10:49 am

Nonstop3h 29m

Miami

Tue 9/8

12:35 pm-4:10 pm

Nonstop3h 35m

$238

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 January is another great option to travel to Florida Keys, with average flight prices from Massachusetts averaging around $273.

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 Sunday when prices can be found for as low as $490. The most expensive day to fly to Florida Keys is Tuesday, with ticket prices averaging around $536.

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 $342. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the afternoon are often more expensive with an average ticket price of $582.

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 from Massachusetts 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 $308 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 $246 on momondo.

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

There are 4 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 11m
Direct flights	Every day
Airports in Florida Keys	3 airports

The fastest flight from Massachusetts to Florida Keys takes 3h 11m

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

Frequently asked questions about flying 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 August 2026, there are 8 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 A321neo, making up 11.52% of the total bookings. Other popular models include Airbus A220-300 with 10.68%, Airbus A320-100/200 with 9.43%, and Airbus A321-100/200 with 8.23%.

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
Delta	PriceFrom $148	Free Cancellation	Rating 7.8 8,487 reviews	Search Delta flights
United Airlines	PriceFrom $196	Free Cancellation	Rating 7.4 10,060 reviews	Search United Airlines flights
JetBlue	PriceFrom $207	Free Cancellation	Rating 7.1 3,023 reviews	Search JetBlue flights
American Airlines	PriceFrom $241	Free Cancellation	Rating 7.1 11,849 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.