How does KAYAK find such low prices on flights from Massachusetts to Key West?

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 Key West. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Key West?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Massachusetts to Key West?

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 to Key West with an airline and back to Massachusetts with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Key West?

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 to Key West from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$64 CHEAP FLIGHTS from Massachusetts to Key West

EYW

KAYAK searches hundreds of travel sites at once for deals on flights to Key West

...and more

Travelers love KAYAK

41 299 237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$175

Overall average: $415

Multiple Airlines

Sun 2/1Thu 2/5

BDL - EYW • 1 stop

Cheapest non-stop

$217

JetBlue

Sat 1/31Wed 2/4

BOS - EYW • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Key West!

Flight Deals

Cheap Flights from Massachusetts to Key West

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to Key West that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Massachusetts to Key West

Sun, Feb 1 - Thu, Feb 5

8:31 pm - 12:26 pm

BDL

EYW

15h 55m

1 stop

9:46 am - 7:36 pm

EYW

BDL

9h 50m

1 stop

$175Multiple Airlines

Sat, Jan 31 - Mon, Feb 2

8:05 am - 9:26 am

BDL

EYW

25h 21m

1 stop

11:04 am - 5:48 pm

EYW

BDL

6h 44m

1 stop

$187Breeze Airways

Sat, May 2 - Wed, May 6

3:59 pm - 9:06 am

BDL

EYW

17h 07m

1 stop

11:46 am - 4:30 pm

EYW

BDL

4h 44m

1 stop

$197Breeze Airways

Sat, Jan 31 - Mon, Feb 2

8:05 am - 9:26 am

BDL

EYW

25h 21m

1 stop

11:04 am - 5:48 pm

EYW

BDL

6h 44m

1 stop

$200Breeze Airways

Sun, Mar 29 - Fri, Apr 3

3:00 pm - 9:09 am

BDL

EYW

18h 09m

1 stop

1:06 pm - 3:05 pm

EYW

BDL

25h 59m

1 stop

$201Breeze Airways

Sun, May 10 - Wed, May 13

7:05 am - 1:45 pm

BOS

EYW

6h 40m

1 stop

2:49 pm - 11:59 pm

EYW

BOS

9h 10m

2 stops

$202United Airlines

Thu, Feb 19 - Tue, Feb 24

1:30 pm - 3:57 pm

ORH

EYW

26h 27m

2 stops

7:45 pm - 1:05 pm

EYW

ORH

17h 20m

2 stops

$208American Airlines

Sat, Jan 31 - Wed, Feb 4

8:09 am - 12:05 pm

BOS

EYW

3h 56mnonstop

1:00 pm - 4:36 pm

EYW

BOS

3h 36mnonstop

$217JetBlue

Sun, Feb 1 - Thu, Feb 5

2:18 pm - 1:16 pm

ORH

EYW

22h 58m

1 stop

5:24 pm - 1:53 pm

EYW

ORH

20h 29m

1 stop

$233American Airlines

Mon, Feb 2 - Fri, Feb 6

6:00 am - 12:48 pm

BOS

EYW

6h 48m

1 stop

6:06 pm - 1:04 am

EYW

BOS

6h 58m

1 stop

$237Delta

Useful Info

Low season	September
High season	March
Cheapest flight	$64

Best time to beat the crowds with an average 7% drop in price.

Most popular time to fly with an average 7% increase in price.

Flight from Boston to Key West

How does KAYAK find such low prices on flights from Massachusetts to Key West?
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 Key West.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Key West?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Massachusetts 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 Key West?
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 to Key West with an airline and back to Massachusetts with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Key West?
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 to Key West from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Little Torch Key

Everything you need to know for your flight to Key West

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Key West

Key West (EYW)

EYW

$64 Find Cheap Flights from Massachusetts to Key West

KAYAK searches hundreds of travel sites at once for deals on flights to Key West

Everything you should know

Cheap Flights from Massachusetts to Key West

Recent round-trip flight deals from Massachusetts to Key West

Recent one-way flight deals from Massachusetts to Key West

Recent last minute flight deals from Massachusetts to Key West

Recent direct flight deals from Massachusetts to Key West

Good to know

FAQs for booking flights from Massachusetts to Key West

How does KAYAK find such low prices on flights from Massachusetts to Key West?

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 Key West.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Key West?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Massachusetts 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 Key West?

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 to Key West with an airline and back to Massachusetts with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Key West?

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 to Key West from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Key West?

Everything you need to know for your flight to Key West

Information on the airport you'll fly into in Key West

Cabin class types available on flights to Massachusetts

Complete your trip to Key West with a hotel stay or car rental

Find direct flights for Key West

Flights to other popular destinations

Flights from domestic origins to Key West

Choose which airport to fly into in Key West

Find deals for your return flight