What airlines fly to Key West?

American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Key West 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 Key West. Keep in mind that there are 4 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Key West?

If you’re flying from a popular airport in Massachusetts, such as Boston or Worcester, and flying into Key West, then you can expect flight times to average 3h 39m and 16h 50m, respectively.

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

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

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

Prices for flights from Massachusetts to Key West Airport refresh daily.

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

As of September 2026, there are 5 operators available to choose from for flights from Massachusetts to Key West Airport.

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

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 Key West Airport.

What documentation or ID do you need to fly to Key West Airport?

The required travel and health documents for your Key West Airport 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 Key West Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$103 Cheap Flights from Massachusetts to Key West in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Key West

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:10 am - 9:24 amBDL Hartford Bradley Intl-EYW Key West

25h 14m1 stop Tampa

12:59 pm - 5:30 pmEYW Key West-BDL Hartford Bradley Intl

4h 31m1 stop Tampa

$204Breeze Airways

Tue, Oct 27 - Fri, Oct 30

7:00 am - 12:19 pmBDL Hartford Bradley Intl-EYW Key West

5h 19m1 stop Tampa

12:59 pm - 5:30 pmEYW Key West-BDL Hartford Bradley Intl

4h 31m1 stop Tampa

$206Breeze Airways

Mon, Oct 26 - Fri, Oct 30

11:47 am - 10:19 amBOS Boston Logan Intl-EYW Key West

22h 32m1 stop Orlando

8:29 am - 11:02 amEYW Key West-BOS Boston Logan Intl

26h 33m1 stop Orlando Sanford Intl

$250Multiple Airlines

Sat, Oct 17 - Fri, Oct 23

11:47 am - 10:19 amBOS Boston Logan Intl-EYW Key West

22h 32m1 stop Orlando

8:29 am - 11:02 amEYW Key West-BOS Boston Logan Intl

26h 33m1 stop Orlando Sanford Intl

$255Multiple Airlines

Sat, Oct 17 - Fri, Oct 23

11:55 am - 6:25 pmBDL Hartford Bradley Intl-EYW Key West

6h 30m1 stop Washington, D.C. Reagan-National

5:35 pm - 10:30 pmEYW Key West-BDL Hartford Bradley Intl

4h 55m1 stop Philadelphia

$333American Airlines

Wed, Nov 4 - Wed, Nov 18

10:12 am - 6:46 pmBDL Hartford Bradley Intl-EYW Key West

8h 34m1 stop Charlotte Douglas

6:41 pm - 11:41 pmEYW Key West-BDL Hartford Bradley Intl

5h 00m1 stop Washington, D.C. Reagan-National

$333American Airlines

Tue, Jan 5 - Tue, Jan 19

6:10 am - 12:53 pmALB Albany Intl-EYW Key West

6h 43m1 stop Atlanta Hartsfield-Jackson

6:10 pm - 11:50 pmEYW Key West-ALB Albany Intl

5h 40m1 stop Atlanta Hartsfield-Jackson

$336Delta

Fri, Oct 23 - Wed, Oct 28

12:16 pm - 8:02 pmALB Albany Intl-EYW Key West

7h 46m1 stop Atlanta Hartsfield-Jackson

6:06 pm - 12:04 amEYW Key West-ALB Albany Intl

5h 58m1 stop Atlanta Hartsfield-Jackson

$339Delta

Fri, Dec 4 - Thu, Dec 10

9:12 am - 5:10 pmBOS Boston Logan Intl-EYW Key West

7h 58m1 stop Chicago O'Hare Intl

3:04 pm - 9:54 pmEYW Key West-BOS Boston Logan Intl

6h 50m1 stop Newark

$342United Airlines

Sun, Jan 17 - Thu, Jan 21

7:15 am - 2:08 pmBOS Boston Logan Intl-EYW Key West

6h 53m1 stop Newark

3:04 pm - 9:54 pmEYW Key West-BOS Boston Logan Intl

6h 50m1 stop Newark

$342United Airlines

Tue, Jan 12 - Fri, Jan 15

Cheap last minute flights

Enter your travel dates to find the best prices.

6:15 am - 12:53 pmALB Albany Intl-EYW Key West

6h 38m1 stop Atlanta Hartsfield-Jackson

4:35 pm - 11:57 pmEYW Key West-ALB Albany Intl

7h 22m1 stop Atlanta Hartsfield-Jackson

$333Delta

Wed, Sep 9 - Sat, Sep 12

5:15 am - 1:34 pmALB Albany Intl-EYW Key West

8h 19m1 stop Washington, D.C. Reagan-National

12:14 pm - 6:27 pmEYW Key West-ALB Albany Intl

6h 13m1 stop Washington, D.C. Reagan-National

$333American Airlines

Wed, Sep 9 - Sat, Sep 12

2:05 pm - 8:00 pmBDL Hartford Bradley Intl-EYW Key West

5h 55m1 stop Atlanta Hartsfield-Jackson

4:35 pm - 11:59 pmEYW Key West-BDL Hartford Bradley Intl

7h 24m1 stop Atlanta Hartsfield-Jackson

$333Delta

Wed, Sep 9 - Sat, Sep 12

11:36 am - 11:21 amBDL Hartford Bradley Intl-EYW Key West

23h 45m1 stop Tampa

10:04 am - 11:42 pmEYW Key West-BDL Hartford Bradley Intl

13h 38m2 stops Tampa Raleigh-Durham

$380Breeze Airways

Wed, Sep 9 - Sat, Sep 12

5:15 am - 1:34 pmALB Albany Intl-EYW Key West

8h 19m1 stop Washington, D.C. Reagan-National

12:14 pm - 6:27 pmEYW Key West-ALB Albany Intl

6h 13m1 stop Washington, D.C. Reagan-National

$386American Airlines

Wed, Sep 9 - Sat, Sep 12

11:36 am - 11:21 amBDL Hartford Bradley Intl-EYW Key West

23h 45m1 stop Tampa

10:59 am - 2:33 pmEYW Key West-BDL Hartford Bradley Intl

27h 34m2 stops Orlando Greensboro/H. Point

$440Breeze Airways

Wed, Sep 9 - Sun, Sep 13

10:04 am - 11:25 amBOS Boston Logan Intl-EYW Key West

25h 21m1 stop Orlando

11:07 am - 11:47 amEYW Key West-BOS Boston Logan Intl

24h 40m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

$653Multiple Airlines

Sat, Sep 5 - Mon, Sep 7

1:42 pm - 11:25 amBDL Hartford Bradley Intl-EYW Key West

21h 43m2 stops San Juan Luis Munoz Marin Intl Orlando

5:16 pm - 10:42 pmEYW Key West-BDL Hartford Bradley Intl

29h 26m1 stop Cincinnati Cinci./N. Kentucky

$683Multiple Airlines

Sat, Sep 5 - Mon, Sep 7

7:30 am - 1:29 pmBOS Boston Logan Intl-EYW Key West

5h 59m1 stop Newark

2:20 pm - 11:59 pmEYW Key West-BOS Boston Logan Intl

9h 39m2 stops Newark Washington, D.C. Dulles Intl

$762United Airlines

Tue, Sep 8 - Fri, Sep 11

9:00 am - 1:29 pmBOS Boston Logan Intl-EYW Key West

28h 29m3 stops Chicago O'Hare Intl Pittsburgh Newark

2:20 pm - 10:06 pmEYW Key West-BOS Boston Logan Intl

7h 46m1 stop Newark

$913United Airlines

Tue, Sep 8 - Fri, Sep 11

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Allegiant Air flights from Massachusetts to Key West

Our best Allegiant Air deals on Massachusetts to Key West flight tickets

Allegiant Air

Nov 8

BOS9:09 amBoston Logan Intl

25h 55m

1 stop

EYW11:04 amKey West

Nov 13

EYW10:14 amKey West

22h 05m

1 stop

BOS8:19 amBoston Logan Intl

$265

Allegiant Air

Oct 29

BOS10:32 amBoston Logan Intl

22h 32m

1 stop

EYW9:04 amKey West

Nov 2

EYW11:09 amKey West

23h 33m

1 stop

BOS10:42 amBoston Logan Intl

$283

Allegiant Air

Nov 8

BOS9:09 amBoston Logan Intl

25h 55m

1 stop

EYW11:04 amKey West

Nov 13

EYW10:14 amKey West

22h 05m

1 stop

BOS8:19 amBoston Logan Intl

$284

Delta flights from Massachusetts to Key West

Our best Delta deals on Massachusetts to Key West flight tickets

Delta

Sep 9

ALB6:15 amAlbany Intl

6h 38m

1 stop

EYW12:53 pmKey West

Sep 12

EYW4:35 pmKey West

7h 22m

1 stop

ALB11:57 pmAlbany Intl

$333

Delta

Oct 23

ALB6:10 amAlbany Intl

6h 43m

1 stop

EYW12:53 pmKey West

Oct 28

EYW6:10 pmKey West

5h 40m

1 stop

ALB11:50 pmAlbany Intl

$336

Delta

Sep 26

ALB6:15 amAlbany Intl

6h 38m

1 stop

EYW12:53 pmKey West

Sep 30

EYW6:19 pmKey West

5h 38m

1 stop

ALB11:57 pmAlbany Intl

$366

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordKey West

BDL Hartford Bradley Intl - EYW Key West

BDLEYW

Hartford Bradley Intl

Tue 10/27

8:10 am-9:24 am

1 stop25h 14m

Key West

Fri 10/30

12:59 pm-5:30 pm

1 stop4h 31m

$204

Quickest round-trip

HartfordKey West

BDL Hartford Bradley Intl - EYW Key West

BDLEYW

Hartford Bradley Intl

Mon 10/26

7:00 am-12:19 pm

1 stop5h 19m

Key West

Fri 10/30

12:59 pm-5:30 pm

1 stop4h 31m

$206

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sat 10/17

11:47 am-10:19 am

1 stop22h 32m

Key West

Fri 10/23

8:29 am-11:02 am

1 stop26h 33m

$250

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sat 10/17

11:47 am-10:19 am

1 stop22h 32m

Key West

Fri 10/23

8:29 am-11:02 am

1 stop26h 33m

$255

HartfordKey West

BDL Hartford Bradley Intl - EYW Key West

BDLEYW

Hartford Bradley Intl

Wed 11/4

11:55 am-6:25 pm

1 stop6h 30m

Key West

Wed 11/18

5:35 pm-10:30 pm

1 stop4h 55m

$333

HartfordKey West

BDL Hartford Bradley Intl - EYW Key West

BDLEYW

Hartford Bradley Intl

Tue 1/5

10:12 am-6:46 pm

1 stop8h 34m

Key West

Tue 1/19

6:41 pm-11:41 pm

1 stop5h 00m

$333

AlbanyKey West

ALB Albany Intl - EYW Key West

ALBEYW

Albany Intl

Fri 10/23

6:10 am-12:53 pm

1 stop6h 43m

Key West

Wed 10/28

6:10 pm-11:50 pm

1 stop5h 40m

$336

AlbanyKey West

ALB Albany Intl - EYW Key West

ALBEYW

Albany Intl

Fri 12/4

12:16 pm-8:02 pm

1 stop7h 46m

Key West

Thu 12/10

6:06 pm-12:04 am

1 stop5h 58m

$339

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sun 1/17

9:12 am-5:10 pm

1 stop7h 58m

Key West

Thu 1/21

3:04 pm-9:54 pm

1 stop6h 50m

$342

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Tue 1/12

7:15 am-2:08 pm

1 stop6h 53m

Key West

Fri 1/15

3:04 pm-9:54 pm

1 stop6h 50m

$342

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 Key West

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 Key West?

In general, September is the cheapest month to fly from Massachusetts to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $346. If you are unable to visit Key West during the month of September, then departing from Massachusetts during the month January is also very affordable. Most momondo users find prices during this month for around $358.

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Massachusetts is on a Sunday. momondo users have found tickets for Sunday departures for as low as $392. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Massachusetts to Key West for around $588.

What is the cheapest Massachusetts to Key West flight route?

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

How far in advance should I book a flight from Massachusetts to Key West?

You are more likely to see cheaper flights to Key West from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $428 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Massachusetts for as low as $393 on momondo.

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

There are 4 cabin classes available to choose from on Massachusetts to Key West 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 Key West flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Key West.

Cheap Massachusetts to Key West flight deals and tips

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

Best Price Found	$103
Fastest flight time	3h 39m
Direct flights	Every day
Airports in Key West	1 airport

The best one-way flight to Key West from Massachusetts in the past 72 hours is $103. The best round-trip flight deal from Massachusetts to Key West found on momondo in the last 72 hours is $204.

The fastest flight from Massachusetts to Key West takes 3h 39m

Direct flights go from Massachusetts to Key West every day.

There is 1 airport in Key West. From Massachusetts there are direct flights to Key West (EYW).

Search flight deals

Frequently asked questions about flying from Massachusetts to Key West

When did momondo last update prices for flights from Massachusetts to Key West Airport?
Prices for flights from Massachusetts to Key West Airport refresh daily.
How many operators does momondo search for flights from Massachusetts to Key West Airport?
As of September 2026, there are 5 operators available to choose from for flights from Massachusetts to Key West Airport.
How old do you have to be to fly from Massachusetts to Key West Airport?
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 Key West Airport.
What documentation or ID do you need to fly to Key West Airport?
The required travel and health documents for your Key West Airport 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 Key West Airport. 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 Massachusetts to Key West?
Based on momondo bookings for flights between Massachusetts and Key West, the leading plane model is Airbus A220-300, making up 47.55% of the total bookings. Other popular models include Embraer 175 with 26.57%, Airbus A318/A319/A320/A321 with 8.39%, and Airbus A321 (sharklets) with 8.39%.

Best airlines flying from Massachusetts to Key West

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $148	Free Cancellation	Rating 7.8 8,557 reviews	Search Delta flights
United Airlines	PriceFrom $196	Free Cancellation	Rating 7.4 10,164 reviews	Search United Airlines flights
JetBlue	PriceFrom $206	Free Cancellation	Rating 7.1 3,039 reviews	Search JetBlue flights
American Airlines	PriceFrom $277	Free Cancellation	Rating 7.1 12,036 reviews	Search American Airlines flights

Big Pine Key

Little Torch Key

Why use momondo?

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

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

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

Yes. momondo enables you to select and highlight flights to Key West from Massachusetts with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Key West from Massachusetts.

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

Price alerts on flights to Key West from Massachusetts are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Massachusetts to Key West from $103

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Key West departing on 10/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Allegiant Air flights from Massachusetts to Key West

Our best Allegiant Air deals on Massachusetts to Key West flight tickets

Delta flights from Massachusetts to Key West

Our best Delta deals on Massachusetts to Key West flight tickets

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How to get the cheapest flight ticket from Massachusetts to Key West

What is the cheapest month to fly to Key West?

What is the cheapest day to depart on your flight to Key West?

What is the cheapest Massachusetts to Key West flight route?

How far in advance should I book a flight from Massachusetts to Key West?

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

Can stopping save me money on Massachusetts to Key West flights?

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

What airlines fly to Key West?

How long does it take to fly to Key West?

Cheap Massachusetts to Key West flight deals and tips

Best Price Found

Fastest flight time

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Airports in Key West

Frequently asked questions about flying from Massachusetts to Key West

Best airlines flying from Massachusetts to Key West

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

Traveling to a place near Key West?

Why use momondo?

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Florida

Fly your favorite airline to Key West

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Key West

List of cabin classes available on flights landing in Key West. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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