How many flights depart from Key West to Massachusetts on average per week?

As of June 2026, there are 3 flights per week flying from Key West to Massachusetts. The most common day of the week flights depart is Mon, with 33% of flights taking off on this day.

What is the cheapest airline that flies from Key West to Massachusetts?

Allegiant Air, Breeze Airways, and Delta are the most popular carriers operating from Key West to Massachusetts

What airlines fly to Massachusetts?

American Airlines, JetBlue and Delta are the top three most popular airlines that fly to Massachusetts from Key West according to our data. American Airlines is the first choice among our users, with 68% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 3 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Key West Airport to Massachusetts?

Prices for flights from Key West Airport to Massachusetts are refreshed on a daily basis.

How many operators does momondo search for flights from Key West Airport to Massachusetts?

There are 3 operators available for flights from Key West Airport to Massachusetts as of June 2026.

How old do you have to be to fly from Key West Airport 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 Key West Airport to Massachusetts.

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

The travel and health documents required for your trip to Massachusetts 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 Massachusetts. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$128 Cheap Flights from Key West to Massachusetts in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Key West to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:53 pm - 5:55 pm

EYW

BDL

22h 02m

1 stop

8:10 am - 9:24 am

BDL

EYW

25h 14m

2 stops

$253Breeze Airways

Thu, Sep 3 - Tue, Sep 8

10:04 am - 6:46 pm

EYW

BDL

8h 42m

1 stop

6:00 am - 10:19 am

BDL

EYW

28h 19m

1 stop

$254Breeze Airways

Wed, Nov 4 - Wed, Nov 18

10:04 am - 12:54 pm

EYW

BDL

26h 50m

1 stop

7:26 pm - 11:21 am

BDL

EYW

15h 55m

1 stop

$263Breeze Airways

Wed, Sep 30 - Wed, Oct 7

2:26 pm - 9:53 pm

EYW

BOS

7h 27m

1 stop

6:00 am - 3:19 pm

BOS

EYW

9h 19m

1 stop

$317United Airlines

Wed, Jul 1 - Sat, Jul 4

7:40 pm - 12:59 am

EYW

BOS

5h 19m

1 stop

11:36 am - 5:55 pm

BOS

EYW

6h 19m

1 stop

$322American Airlines

Fri, Jul 3 - Mon, Sep 14

7:40 pm - 12:59 am

EYW

BOS

5h 19m

1 stop

5:35 am - 1:09 pm

BOS

EYW

7h 34m

1 stop

$327American Airlines

Tue, Jul 21 - Tue, Aug 18

2:26 pm - 9:53 pm

EYW

BOS

7h 27m

1 stop

5:45 am - 3:19 pm

BOS

EYW

9h 34m

2 stops

$332United Airlines

Wed, Jul 15 - Wed, Jul 22

2:26 pm - 9:53 pm

EYW

BOS

7h 27m

1 stop

6:00 am - 3:19 pm

BOS

EYW

9h 19m

1 stop

$335United Airlines

Thu, Jul 9 - Sun, Jul 12

7:40 pm - 12:59 am

EYW

BOS

5h 19m

1 stop

10:56 am - 7:06 pm

BOS

EYW

8h 10m

1 stop

$347American Airlines

Thu, Jul 9 - Thu, Jul 16

7:03 pm - 4:49 pm

EYW

ORH

21h 46m

2 stops

5:16 pm - 2:04 pm

ORH

EYW

20h 48m

1 stop

$438American Airlines

Tue, Sep 8 - Sun, Sep 13

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United Airlines flights from Key West to Massachusetts

Our best United Airlines deals on Key West to Massachusetts flight tickets

United Airlines

Jul 1

EYW2:26 pmKey West

7h 27m

1 stop

BOS9:53 pmBoston Logan Intl

Jul 4

BOS6:00 amBoston Logan Intl

9h 19m

1 stop

EYW3:19 pmKey West

$317

United Airlines

Jul 15

EYW2:26 pmKey West

7h 27m

1 stop

BOS9:53 pmBoston Logan Intl

Jul 22

BOS5:45 amBoston Logan Intl

9h 34m

2 stops

EYW3:19 pmKey West

$332

United Airlines

Jul 9

EYW2:26 pmKey West

7h 27m

1 stop

BOS9:53 pmBoston Logan Intl

Jul 12

BOS6:00 amBoston Logan Intl

9h 19m

1 stop

EYW3:19 pmKey West

$335

American Airlines flights from Key West to Massachusetts

Our best American Airlines deals on Key West to Massachusetts flight tickets

American Airlines

Jul 3

EYW7:40 pmKey West

5h 19m

1 stop

BOS12:59 amBoston Logan Intl

Sep 14

BOS11:36 amBoston Logan Intl

6h 19m

1 stop

EYW5:55 pmKey West

$322

American Airlines

Oct 14

EYW1:48 pmKey West

4h 59m

1 stop

BDL6:47 pmHartford Bradley Intl

Oct 21

BDL7:45 amHartford Bradley Intl

5h 57m

1 stop

EYW1:42 pmKey West

$323

American Airlines

Jul 21

EYW7:40 pmKey West

5h 19m

1 stop

BOS12:59 amBoston Logan Intl

Aug 18

BOS5:35 amBoston Logan Intl

7h 34m

1 stop

EYW1:09 pmKey West

$327

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestHartford

EYW - BDL

EYWBDL

Key West

Thu 9/3

7:53 pm-5:55 pm

1 stop22h 02m

Hartford Bradley Intl

Tue 9/8

8:10 am-9:24 am

2 stops25h 14m

$253

Key WestHartford

EYW - BDL

EYWBDL

Key West

Wed 11/4

10:04 am-6:46 pm

1 stop8h 42m

Hartford Bradley Intl

Wed 11/18

6:00 am-10:19 am

1 stop28h 19m

$254

Key WestHartford

EYW - BDL

EYWBDL

Key West

Wed 9/30

10:04 am-12:54 pm

1 stop26h 50m

Hartford Bradley Intl

Wed 10/7

7:26 pm-11:21 am

1 stop15h 55m

$263

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 7/1

2:26 pm-9:53 pm

1 stop7h 27m

Boston Logan Intl

Sat 7/4

6:00 am-3:19 pm

1 stop9h 19m

$317

Quickest round-trip

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 7/3

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Mon 9/14

11:36 am-5:55 pm

1 stop6h 19m

$322

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 7/21

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Tue 8/18

5:35 am-1:09 pm

1 stop7h 34m

$327

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 7/15

2:26 pm-9:53 pm

1 stop7h 27m

Boston Logan Intl

Wed 7/22

5:45 am-3:19 pm

2 stops9h 34m

$332

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 7/9

2:26 pm-9:53 pm

1 stop7h 27m

Boston Logan Intl

Sun 7/12

6:00 am-3:19 pm

1 stop9h 19m

$335

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 7/9

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Thu 7/16

10:56 am-7:06 pm

1 stop8h 10m

$347

Key WestWorcester

EYW - ORH

EYWORH

Key West

Tue 9/8

7:03 pm-4:49 pm

2 stops21h 46m

Worcester

Sun 9/13

5:16 pm-2:04 pm

1 stop20h 48m

$438

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 Key West 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, November is the cheapest month to fly from Key West to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $170. If you aren’t able to travel to Massachusetts during the month of November, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $182.

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 Key West. 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 Key West 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 Key West 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 Key West in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Key West to Massachusetts flight route?

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

What cabin class options are available on Key West to Massachusetts flights?

There are 2 cabin classes available to choose from on Key West 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 Key West to Massachusetts flights?

You could potentially save up to 2% on your flight if you consider stops on a Key West to Massachusetts flight.

Cheap Key West to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Key West to Massachusetts

Fastest flight time	5h 08m
Direct flights	Mon, Tue, Fri, Sat and Sun
Airports in Massachusetts	140 airports

The fastest flight from Key West to Massachusetts takes 5h 08m

Direct flights go from Key West to Massachusetts on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 140 airports in Massachusetts. From Key West there are direct flights to Boston Logan Intl (BOS).

Search flight deals

Frequently asked questions about flying from Key West to Massachusetts

When did momondo last update prices for flights from Key West Airport to Massachusetts?
Prices for flights from Key West Airport to Massachusetts are refreshed on a daily basis.
How many operators does momondo search for flights from Key West Airport to Massachusetts?
There are 3 operators available for flights from Key West Airport to Massachusetts as of June 2026.
How old do you have to be to fly from Key West Airport 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 Key West Airport to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The travel and health documents required for your trip to Massachusetts 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 Massachusetts. 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 Key West to Massachusetts?
momondo data reveals that the most frequently booked plane model on the route from Key West to Massachusetts is Airbus A220-300, representing 62.50% of all bookings. The subsequent popular models are Boeing 737-700 at 12.50%, Embraer 175 at 12.50%, and Airbus A320-100/200 at 12.50%.

Best airlines flying from Key West to Massachusetts

Compare and see reviews for airlines that fly from Key West to Massachusetts with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $182	Free Cancellation	Rating 7.1 11,709 reviews	Search American Airlines flights
Delta	PriceFrom $239	Free Cancellation	Rating 7.8 8,419 reviews	Search Delta flights
JetBlue	PriceFrom $251	Free Cancellation	Rating 7.1 2,987 reviews	Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Key West to Massachusetts?

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

Can I find flights from Key West to Massachusetts with flexible booking policies on momondo?

Flights from Key West to Massachusetts with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Key West to Massachusetts?

Once you have performed a search for Key West 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 Key West to Massachusetts right now. Can momondo alert me if prices change?

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