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

As of May 2026, there are 144 flights per week flying from Florida Keys to Massachusetts. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.

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

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

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

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

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

There are 7 operators available for flights from Florida Keys to Massachusetts as of May 2026.

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

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 Florida Keys to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$94 Cheap Flights from Florida Keys to Massachusetts in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Florida Keys to Massachusetts

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 3:12 pm

MIA

BOS

8h 12m

1 stop

5:30 am - 11:31 am

BOS

MIA

6h 01m

1 stop

$197Delta

Sat, Sep 12 - Tue, Sep 15

6:50 pm - 11:45 pm

MIA

ALB

4h 55m

1 stop

9:15 am - 2:25 pm

ALB

MIA

5h 10m

1 stop

$212Southwest

Mon, Jun 29 - Tue, Jul 7

3:29 pm - 11:17 pm

MIA

ALB

7h 48m

1 stop

6:58 pm - 12:47 am

ALB

MIA

5h 49m

1 stop

$217Delta

Tue, Jul 28 - Tue, Aug 4

1:14 pm - 4:30 pm

EYW

BDL

27h 16m

1 stop

6:00 am - 11:06 am

BDL

EYW

5h 06m

1 stop

$226Breeze Airways

Tue, Aug 11 - Wed, Aug 19

11:00 am - 2:30 pm

MIA

BOS

3h 30mnonstop

7:30 am - 10:59 am

BOS

MIA

3h 29mnonstop

$227American Airlines

Thu, Aug 20 - Wed, Aug 26

8:45 am - 4:49 pm

MIA

BOS

8h 04m

1 stop

6:00 am - 12:15 pm

BOS

MIA

6h 15m

1 stop

$229United Airlines

Sat, Oct 3 - Wed, Oct 7

6:20 am - 11:37 am

MIA

ALB

5h 17m

1 stop

5:39 am - 11:42 am

ALB

MIA

6h 03m

1 stop

$233American Airlines

Tue, Jun 23 - Tue, Jun 30

5:26 pm - 1:27 am

MIA

BOS

8h 01m

1 stop

6:00 am - 1:59 pm

BOS

MIA

7h 59m

1 stop

$248Frontier

Wed, Jun 10 - Sat, Jun 13

1:14 pm - 4:30 pm

EYW

BDL

27h 16m

1 stop

7:32 pm - 11:25 am

BDL

EYW

15h 53m

2 stops

$248Breeze Airways

Tue, Jun 9 - Sat, Jun 13

5:26 pm - 1:27 am

MIA

BOS

8h 01m

1 stop

6:00 am - 1:49 pm

BOS

MIA

7h 49m

1 stop

$249Frontier

Thu, Jun 11 - Tue, Jun 16

Frontier flights from Florida Keys to Massachusetts

Our best Frontier deals on Florida Keys to Massachusetts flight tickets

Frontier

Jun 9

MIA5:26 pmMiami

8h 01m

1 stop

BOS1:27 amBoston Logan Intl

Jun 13

BOS6:00 amBoston Logan Intl

7h 59m

1 stop

MIA1:59 pmMiami

$248

Frontier

Jun 11

MIA5:26 pmMiami

8h 01m

1 stop

BOS1:27 amBoston Logan Intl

Jun 16

BOS6:00 amBoston Logan Intl

7h 49m

1 stop

MIA1:49 pmMiami

$249

Frontier

Jul 14

MIA3:07 pmMiami

19h 57m

1 stop

BOS11:04 amBoston Logan Intl

Jul 21

BOS11:52 amBoston Logan Intl

11h 13m

1 stop

MIA11:05 pmMiami

$250

Southwest flights from Florida Keys to Massachusetts

Our best Southwest deals on Florida Keys to Massachusetts flight tickets

Southwest

Jun 29

MIA6:50 pmMiami

4h 55m

1 stop

ALB11:45 pmAlbany Intl

Jul 7

ALB9:15 amAlbany Intl

5h 10m

1 stop

MIA2:25 pmMiami

$212

Southwest

Aug 18

MIA6:45 amMiami

10h 10m

2 stops

BOS4:55 pmBoston Logan Intl

Aug 22

BOS5:30 amBoston Logan Intl

8h 25m

1 stop

MIA1:55 pmMiami

$252

Southwest

Jun 2

MIA7:20 amMiami

6h 45m

1 stop

ALB2:05 pmAlbany Intl

Jun 3

ALB12:20 pmAlbany Intl

9h 35m

2 stops

MIA9:55 pmMiami

$256

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 9/12

7:00 am-3:12 pm

1 stop8h 12m

Boston Logan Intl

Tue 9/15

5:30 am-11:31 am

1 stop6h 01m

$197

MiamiAlbany

MIA - ALB

MIAALB

Miami

Mon 6/29

6:50 pm-11:45 pm

1 stop4h 55m

Albany Intl

Tue 7/7

9:15 am-2:25 pm

1 stop5h 10m

$212

MiamiAlbany

MIA - ALB

MIAALB

Miami

Tue 7/28

3:29 pm-11:17 pm

1 stop7h 48m

Albany Intl

Tue 8/4

6:58 pm-12:47 am

1 stop5h 49m

$217

Key WestHartford

EYW - BDL

EYWBDL

Key West

Tue 8/11

1:14 pm-4:30 pm

1 stop27h 16m

Hartford Bradley Intl

Wed 8/19

6:00 am-11:06 am

1 stop5h 06m

$226

Quickest round-trip

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 8/20

11:00 am-2:30 pm

Nonstop3h 30m

Boston Logan Intl

Wed 8/26

7:30 am-10:59 am

Nonstop3h 29m

$227

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 10/3

8:45 am-4:49 pm

1 stop8h 04m

Boston Logan Intl

Wed 10/7

6:00 am-12:15 pm

1 stop6h 15m

$229

MiamiAlbany

MIA - ALB

MIAALB

Miami

Tue 6/23

6:20 am-11:37 am

1 stop5h 17m

Albany Intl

Tue 6/30

5:39 am-11:42 am

1 stop6h 03m

$233

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 6/10

5:26 pm-1:27 am

1 stop8h 01m

Boston Logan Intl

Sat 6/13

6:00 am-1:59 pm

1 stop7h 59m

$248

Key WestHartford

EYW - BDL

EYWBDL

Key West

Tue 6/9

1:14 pm-4:30 pm

1 stop27h 16m

Hartford Bradley Intl

Sat 6/13

7:32 pm-11:25 am

2 stops15h 53m

$248

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 6/11

5:26 pm-1:27 am

1 stop8h 01m

Boston Logan Intl

Tue 6/16

6:00 am-1:49 pm

1 stop7h 49m

$249

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 Florida Keys to Massachusetts

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 Massachusetts?

In general, August is the cheapest month to fly from Florida Keys to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $42. If you aren’t able to travel to Massachusetts during the month of August, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $44.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Wednesday is the cheapest day to fly to Massachusetts from Florida Keys. The lowest ticket price found for a Wednesday departure recently was $292. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Florida Keys because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $843.

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

Our data shows that the cheapest Florida Keys to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $332. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $497 on average. Flights to Massachusetts from Florida Keys in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Florida Keys to Massachusetts flight route?

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

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

You are more likely to see cheaper flights to Massachusetts from Florida Keys when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $237 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Florida Keys for as low as $183 on momondo.

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

There are 2 cabin classes available to choose from on Florida Keys to Massachusetts 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 Florida Keys to Massachusetts flights?

You could potentially save up to 11% on your flight if you consider stops on a Florida Keys to Massachusetts flight.

Cheap Florida Keys to Massachusetts flight deals and tips

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

Fastest flight time	3h 11m
Direct flights	Every day
Airports in Massachusetts	140 airports

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

Direct flights go from Florida Keys to Massachusetts every day.

There are 140 airports in Massachusetts. From Florida Keys there are direct flights to Boston Logan Intl (BOS), Hartford Bradley Intl (BDL).

Search flight deals

Frequently asked questions about flying from Florida Keys to Massachusetts

When did momondo last update prices for flights from Florida Keys to Massachusetts?
Prices for flights from Florida Keys to Massachusetts are refreshed on a daily basis.
How many operators does momondo search for flights from Florida Keys to Massachusetts?
There are 7 operators available for flights from Florida Keys to Massachusetts as of May 2026.
How old do you have to be to fly from Florida Keys to Massachusetts?
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 Florida Keys to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Florida Keys to Massachusetts?
Based on momondo bookings for flights between Florida Keys and Massachusetts, the leading plane model is Airbus A220-300, making up 12.95% of the total bookings. Other popular models include Embraer 175 with 9.93%, Airbus A321neo with 8.81%, and Airbus A320-100/200 with 6.74%.

Best airlines flying from Florida Keys to Massachusetts

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $182	Free Cancellation	Rating 7.1 11,629 reviews		Search American Airlines flights
JetBlue	PriceFrom $251	Free Cancellation	Rating 7.1 2,982 reviews		Search JetBlue flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Florida Keys to Massachusetts. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once you have performed a search for Florida Keys to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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