What airlines fly to Florida Keys?

American Airlines, JetBlue and Delta are the top three most popular airlines that fly to Florida Keys from Boston according to our data. American Airlines is the first choice among our users, with 59% 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.

What is the cheapest airline that flies from Boston Logan Intl to Florida Keys?

United Airlines, Southwest, and Allegiant Air are the most popular carriers operating from Boston Logan Intl to Florida Keys

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

As of September 2026, 59 flights take off from Boston and land in Florida Keys each week. The most common flight departure day for this route is Tue, with 32% of weekly flights taking off on this day.

When did momondo last update prices for flights from Boston Logan Intl Airport to Florida Keys?

Prices for flights from Boston Logan Intl Airport to Florida Keys were last updated today.

How many operators does momondo search for flights from Boston Logan Intl Airport to Florida Keys?

The number of operators available for flights from Boston Logan Intl Airport to Florida Keys is 6 as of September 2026.

How old do you have to be to fly from Boston Logan Intl Airport to Florida Keys?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Boston Logan Intl Airport to Florida Keys.

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

The travel and health documents required for your trip to Florida Keys can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida Keys. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$117 Cheap Flights from Boston to Florida Keys in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to Florida Keys

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:25 am - 3:15 pmBOS Boston Logan Intl-MIA Miami

9h 50m2 stops Baltimore/Washington Lambert-St Louis

5:35 pm - 10:45 pmMIA Miami-BOS Boston Logan Intl

5h 10m1 stop Baltimore/Washington

$229Southwest

Tue, Sep 29 - Wed, Oct 7

7:10 am - 10:43 amBOS Boston Logan Intl-MIA Miami

3h 33mnonstop

3:30 pm - 11:08 pmMIA Miami-BOS Boston Logan Intl

7h 38m1 stop New York John F Kennedy Intl

$229Delta

Wed, Sep 30 - Wed, Oct 7

7:15 am - 10:52 amBOS Boston Logan Intl-MIA Miami

3h 37mnonstop

7:16 am - 2:49 pmMIA Miami-BOS Boston Logan Intl

7h 33m1 stop New York John F Kennedy Intl

$229Delta

Sat, Oct 10 - Sat, Oct 17

12:39 pm - 9:31 pmBOS Boston Logan Intl-MIA Miami

8h 52m1 stop Atlanta Hartsfield-Jackson

10:55 pm - 11:44 amMIA Miami-BOS Boston Logan Intl

12h 49m1 stop Atlanta Hartsfield-Jackson

$230Frontier

Wed, Nov 4 - Thu, Nov 5

12:52 pm - 8:38 pmBOS Boston Logan Intl-MIA Miami

7h 46m1 stop Atlanta Hartsfield-Jackson

5:32 am - 12:09 pmMIA Miami-BOS Boston Logan Intl

6h 37m1 stop Atlanta Hartsfield-Jackson

$230Frontier

Tue, Sep 29 - Wed, Sep 30

11:12 am - 9:31 pmBOS Boston Logan Intl-MIA Miami

10h 19m1 stop Atlanta Hartsfield-Jackson

4:30 pm - 9:29 amMIA Miami-BOS Boston Logan Intl

16h 59m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$232Multiple Airlines

Tue, Oct 27 - Fri, Nov 6

5:25 am - 3:30 pmBOS Boston Logan Intl-MIA Miami

10h 05m2 stops Baltimore/Washington Nashville Intl

12:35 pm - 9:20 pmMIA Miami-BOS Boston Logan Intl

8h 45m2 stops Chicago Midway Baltimore/Washington

$234Southwest

Wed, Sep 30 - Tue, Oct 6

6:00 am - 12:45 pmBOS Boston Logan Intl-MIA Miami

6h 45m1 stop Philadelphia

9:55 am - 1:23 pmMIA Miami-BOS Boston Logan Intl

3h 28mnonstop

$238American Airlines

Sat, Oct 10 - Wed, Oct 14

5:38 pm - 11:36 pmBOS Boston Logan Intl-MIA Miami

5h 58m1 stop Washington, D.C. Reagan-National

8:15 pm - 11:40 pmMIA Miami-BOS Boston Logan Intl

3h 25mnonstop

$238American Airlines

Sat, Oct 10 - Wed, Oct 14

11:12 am - 9:24 amBOS Boston Logan Intl-EYW Key West

22h 12m2 stops Atlanta Hartsfield-Jackson Tampa

10:14 am - 8:19 amEYW Key West-BOS Boston Logan Intl

22h 05m1 stop Knoxville McGhee Tyson

$247Multiple Airlines

Tue, Oct 27 - Fri, Nov 6

Cheap last minute flights

Enter your travel dates to find the best prices.

12:54 pm - 8:33 pmBOS Boston Logan Intl-MIA Miami

7h 39m1 stop Atlanta Hartsfield-Jackson

5:05 am - 11:52 amMIA Miami-BOS Boston Logan Intl

6h 47m1 stop Atlanta Hartsfield-Jackson

$250Frontier

Mon, Sep 14 - Tue, Oct 20

12:54 pm - 8:38 pmBOS Boston Logan Intl-MIA Miami

7h 44m1 stop Atlanta Hartsfield-Jackson

5:32 am - 12:07 pmMIA Miami-BOS Boston Logan Intl

6h 35m1 stop Atlanta Hartsfield-Jackson

$293Frontier

Sat, Sep 12 - Tue, Sep 15

2:15 pm - 10:10 pmBOS Boston Logan Intl-MIA Miami

7h 55m2 stops Baltimore/Washington Orlando

12:35 pm - 9:30 pmMIA Miami-BOS Boston Logan Intl

8h 55m1 stop Chicago Midway

$344Southwest

Mon, Sep 14 - Tue, Oct 20

5:50 am - 4:10 pmBOS Boston Logan Intl-MIA Miami

10h 20m2 stops Baltimore/Washington Lambert-St Louis

5:35 pm - 10:45 pmMIA Miami-BOS Boston Logan Intl

5h 10m1 stop Baltimore/Washington

$344Southwest

Fri, Sep 11 - Tue, Oct 13

12:45 pm - 4:19 pmBOS Boston Logan Intl-MIA Miami

3h 34mnonstop

5:30 pm - 8:58 pmMIA Miami-BOS Boston Logan Intl

3h 28mnonstop

$346American Airlines

Tue, Sep 15 - Tue, Sep 29

7:00 am - 12:53 pmBOS Boston Logan Intl-MIA Miami

5h 53m1 stop Washington, D.C. Reagan-National

2:00 pm - 5:25 pmMIA Miami-BOS Boston Logan Intl

3h 25mnonstop

$356American Airlines

Tue, Sep 15 - Tue, Sep 29

7:10 am - 10:43 amBOS Boston Logan Intl-MIA Miami

3h 33mnonstop

11:09 am - 2:33 pmMIA Miami-BOS Boston Logan Intl

3h 24mnonstop

$408Delta

Fri, Sep 11 - Tue, Oct 13

7:10 am - 10:43 amBOS Boston Logan Intl-MIA Miami

3h 33mnonstop

11:49 am - 3:15 pmMIA Miami-BOS Boston Logan Intl

3h 26mnonstop

$443Delta

Tue, Sep 15 - Wed, Sep 23

12:54 pm - 11:21 amBOS Boston Logan Intl-EYW Key West

22h 27m2 stops Atlanta Hartsfield-Jackson Tampa

10:59 am - 10:51 amEYW Key West-BOS Boston Logan Intl

23h 52m1 stop Orlando

$455Multiple Airlines

Sat, Sep 12 - Thu, Sep 17

12:54 pm - 9:24 amBOS Boston Logan Intl-EYW Key West

20h 30m2 stops Atlanta Hartsfield-Jackson Tampa

10:59 am - 10:51 amEYW Key West-BOS Boston Logan Intl

23h 52m1 stop Orlando

$466Multiple Airlines

Fri, Sep 11 - Thu, Sep 17

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American Airlines flights from Boston to Florida Keys

Our best American Airlines deals on Boston to Florida Keys flight tickets

American Airlines

Oct 7

BOS6:00 amBoston Logan Intl

5h 23m

1 stop

MIA11:23 amMiami

Nov 17

MIA4:10 pmMiami

3h 25m

BOS7:35 pmBoston Logan Intl

$238

American Airlines

Nov 10

BOS5:00 amBoston Logan Intl

3h 37m

MIA8:37 amMiami

Nov 24

MIA12:20 pmMiami

3h 28m

BOS3:48 pmBoston Logan Intl

$248

American Airlines

Oct 31

BOS6:30 pmBoston Logan Intl

3h 35m

MIA10:05 pmMiami

Nov 7

MIA6:55 amMiami

3h 25m

BOS10:20 amBoston Logan Intl

$251

Southwest flights from Boston to Florida Keys

Our best Southwest deals on Boston to Florida Keys flight tickets

Southwest

Sep 30

BOS5:25 amBoston Logan Intl

10h 05m

2 stops

MIA3:30 pmMiami

Oct 6

MIA12:35 pmMiami

8h 45m

2 stops

BOS9:20 pmBoston Logan Intl

$234

Southwest

Nov 7

BOS7:25 amBoston Logan Intl

8h 45m

1 stop

MIA4:10 pmMiami

Nov 11

MIA6:30 amMiami

8h 00m

1 stop

BOS2:30 pmBoston Logan Intl

$273

Southwest

Oct 24

BOS1:55 pmBoston Logan Intl

8h 15m

2 stops

MIA10:10 pmMiami

Oct 31

MIA6:25 amMiami

9h 30m

2 stops

BOS3:55 pmBoston Logan Intl

$278

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Tue 9/29

5:25 am-3:15 pm

2 stops9h 50m

Miami

Wed 10/7

5:35 pm-10:45 pm

1 stop5h 10m

$229

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Wed 9/30

7:10 am-10:43 am

Nonstop3h 33m

Miami

Wed 10/7

3:30 pm-11:08 pm

1 stop7h 38m

$229

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Sat 10/10

7:15 am-10:52 am

Nonstop3h 37m

Miami

Sat 10/17

7:16 am-2:49 pm

1 stop7h 33m

$229

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Wed 11/4

12:39 pm-9:31 pm

1 stop8h 52m

Miami

Thu 11/5

10:55 pm-11:44 am

1 stop12h 49m

$230

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Tue 9/29

12:52 pm-8:38 pm

1 stop7h 46m

Miami

Wed 9/30

5:32 am-12:09 pm

1 stop6h 37m

$230

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Tue 10/27

11:12 am-9:31 pm

1 stop10h 19m

Miami

Fri 11/6

4:30 pm-9:29 am

2 stops16h 59m

$232

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Wed 9/30

5:25 am-3:30 pm

2 stops10h 05m

Miami

Tue 10/6

12:35 pm-9:20 pm

2 stops8h 45m

$234

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Sat 10/10

6:00 am-12:45 pm

1 stop6h 45m

Miami

Wed 10/14

9:55 am-1:23 pm

Nonstop3h 28m

$238

Quickest round-trip

BostonMiami

BOS Boston Logan Intl - MIA Miami

BOSMIA

Boston Logan Intl

Sat 10/10

5:38 pm-11:36 pm

1 stop5h 58m

Miami

Wed 10/14

8:15 pm-11:40 pm

Nonstop3h 25m

$238

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Tue 10/27

11:12 am-9:24 am

2 stops22h 12m

Key West

Fri 11/6

10:14 am-8:19 am

1 stop22h 05m

$247

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 Boston 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 Boston averaging around $289.

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

The cheapest day to depart from Boston to Florida Keys is on a Thursday when prices can be found for as low as $500. The most expensive day to fly to Florida Keys is Tuesday, with ticket prices averaging around $550.

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 Boston to Florida Keys in the evening for as low as $348. 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 $602.

What is the cheapest Boston Logan Intl to Florida Keys flight route?

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

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

You are more likely to see cheaper flights to Florida Keys from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $332 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Boston for as low as $263 on momondo.

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

There are 4 cabin classes available to choose from on Boston 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 Boston to Florida Keys flights?

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

Cheap Boston to Florida Keys flight deals and tips

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

Best Price Found	$117
Fastest flight time	3h 30m
Direct flights	Every day
Airports in Florida Keys	3 airports

The best one-way flight to Florida Keys from Boston in the past 72 hours is $117. The best round-trip flight deal from Boston to Florida Keys found on momondo in the last 72 hours is $229.

The fastest flight from Boston to Florida Keys takes 3h 30m

Direct flights go from Boston to Florida Keys every day.

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

Search flight deals

Frequently asked questions about flying from Boston to Florida Keys

When did momondo last update prices for flights from Boston Logan Intl Airport to Florida Keys?
Prices for flights from Boston Logan Intl Airport to Florida Keys were last updated today.
How many operators does momondo search for flights from Boston Logan Intl Airport to Florida Keys?
The number of operators available for flights from Boston Logan Intl Airport to Florida Keys is 6 as of September 2026.
How old do you have to be to fly from Boston Logan Intl Airport to Florida Keys?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Boston Logan Intl Airport to Florida Keys.
What documentation or ID do you need to fly to Florida Keys?
The travel and health documents required for your trip to Florida Keys can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida Keys. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Boston to Florida Keys?
Based on momondo bookings for flights between Boston and Florida Keys, the leading plane model is Airbus A321neo, making up 12.56% of the total bookings. Other popular models include Airbus A220-300 with 10.98%, Airbus A321-100/200 with 9.53%, and Airbus A320-100/200 with 9.53%.

Best airlines flying from Boston to Florida Keys

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $148	Free Cancellation	Rating 7.8 8,553 reviews	Search Delta flights
United Airlines	PriceFrom $196	Free Cancellation	Rating 7.4 10,194 reviews	Search United Airlines flights
JetBlue	PriceFrom $207	Free Cancellation	Rating 7.1 3,041 reviews	Search JetBlue flights
American Airlines	PriceFrom $279	Free Cancellation	Rating 7.1 12,045 reviews	Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Florida Keys from Boston.

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

Yes. momondo enables you to select and highlight flights to Florida Keys from Boston with this policy.

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

Once you have performed a search for Boston to Florida Keys 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 Boston to Florida Keys right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Boston to Florida Keys now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Florida Keys and let you know when they change.