HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$84+ Cheap flights from Massachusetts to Key West (EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Key West with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Massachusetts to Key West

Keep the following information in mind while searching for Massachusetts to Key West flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$241
(Mytrip)

One-way from

$84
(Mytrip)

Popular in

April

Cheapest in

January

Average price

$525

Good round-trip deal

$481 or less

Good one-way deal

$165 or less
Provider with most accurate pricing for Boston Logan Intl-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Key West flights.
Search Deals
From Massachusetts to Key West
Search Deals
One-way flight from Massachusetts to Key West
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($83 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Massachusetts to Key West.
Search Deals
Price to beat on a one-way flight from Massachusetts to Key West.
Search Deals

Find flight deals from Massachusetts to Key West

Cheapest flights from Massachusetts to Key West
Explore the most affordable flight options available from Massachusetts to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/27:19 pmALB - EYW
1 stop12h 44mAllegiant Air
Wed 4/94:23 pmEYW - ALB
1 stop21h 59mAllegiant Air
Deal found 2/20$241
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/46:10 amBDL - EYW
1 stop7h 58mDelta
Tue 3/116:15 pmEYW - BDL
1 stop5h 56mDelta
Deal found 2/18$268
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/119:04 amBDL - EYW
2 stops8h 21mAmerican Airlines
Tue 3/187:55 amEYW - BDL
1 stop5h 07mAmerican Airlines
Deal found 2/19$269
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/211:34 amALB - EYW
2 stops7h 15mAmerican Airlines
Wed 4/93:06 pmEYW - ALB
2 stops8h 23mAmerican Airlines
Deal found 2/20$279
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/126:05 amBDL - EYW
1 stop5h 36mUnited Airlines
Tue 3/1810:19 amEYW - BDL
2 stops13h 37mUnited Airlines
Deal found 2/20$298
This Mytrip deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1011:36 amBDL - EYW
2 stops26h 08mMultiple Airlines
Thu 3/135:38 pmEYW - BDL
2 stops29h 02mMultiple Airlines
Deal found 2/18$318
This American Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/42:15 pmORH - EYW
2 stops22h 59mAmerican Airlines
Tue 3/113:57 pmEYW - ORH
2 stops21h 43mAmerican Airlines
Deal found 2/18$322
This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2011:14 amBOS - EYW
2 stops21h 48mMultiple Airlines
Thu 3/275:38 pmEYW - BOS
2 stops14h 59mMultiple Airlines
Deal found 2/20$323
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2710:06 amBOS - EYW
1 stop6h 38mAmerican Airlines
Wed 4/211:38 amEYW - BOS
1 stop10h 14mAmerican Airlines
Deal found 2/20$326
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/115:40 amBOS - EYW
1 stop8h 10mDelta
Tue 3/181:30 pmEYW - BOS
1 stop7h 52mDelta
Deal found 2/20$327
This JetBlue deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/218:00 amBOS - EYW
Nonstop3h 54mJetBlue
Mon 2/2412:39 pmEYW - BOS
Nonstop3h 40mJetBlue
Deal found 2/20$331
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/45:35 amBOS - EYW
2 stops9h 36mUnited Airlines
Wed 3/1212:45 pmEYW - BOS
1 stop6h 22mUnited Airlines
Deal found 2/20$345

Find flights from Massachusetts to Key West within your budget

Customize your flight search to find flights from Massachusetts to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Massachusetts

Fly to

Key West

Route

Depart

Return

Price

AlbanyKey West

ALB - EYW

ALBEYW

Albany Intl

Wed 4/2

7:19 pm-8:03 am

1 stop12h 44m

Key West

Wed 4/9

4:23 pm-2:22 pm

1 stop21h 59m

$241

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 3/4

6:10 am-2:08 pm

1 stop7h 58m

Key West

Tue 3/11

6:15 pm-12:11 am

1 stop5h 56m

$268

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 3/11

9:04 am-4:44 pm

2 stops7h 40m

Key West

Tue 3/18

7:55 am-1:02 pm

1 stop5h 07m

$269

AlbanyKey West

ALB - EYW

ALBEYW

Albany Intl

Wed 4/2

11:34 am-6:49 pm

2 stops7h 15m

Key West

Wed 4/9

3:06 pm-11:29 pm

2 stops8h 23m

$279

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/12

6:05 am-11:41 am

1 stop5h 36m

Key West

Tue 3/18

10:19 am-11:56 pm

2 stops13h 37m

$298

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 3/10

11:36 am-1:44 pm

2 stops26h 08m

Key West

Thu 3/13

5:38 pm-10:40 pm

2 stops29h 02m

$318

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 3/20

11:14 am-9:02 am

2 stops21h 48m

Key West

Thu 3/27

5:38 pm-8:37 am

2 stops14h 59m

$323

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 3/27

10:06 am-4:44 pm

1 stop6h 38m

Key West

Wed 4/2

11:38 am-9:52 pm

1 stop10h 14m

$326

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 3/11

5:40 am-1:50 pm

1 stop8h 10m

Key West

Tue 3/18

1:30 pm-9:22 pm

1 stop7h 52m

$327

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Fri 3/7

2:16 pm-11:06 am

2 stops20h 50m

Key West

Mon 3/10

7:29 pm-1:40 pm

2 stops18h 11m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 30 results
1
2
3

Best time to book a flight from Massachusetts to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Massachusetts to Key West

Get recent, data-driven insights about flights from Massachusetts to Key West including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Massachusetts to Key West?

Currently, August is the cheapest month in which you can book a flight from Massachusetts to Key West (average of $328). Flying from Massachusetts to Key West in March is currently the most expensive (average of $510). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to EYW?

Find hourly flight availability from Massachusetts to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Massachusetts to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated February 20, 2025.
See what other customers who have flown with Alaska Airlines, Delta and JetBlue from Massachusetts to Key West have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

JetBlue
7.4
Good
3,070 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Allegiant Air
7.3
Good
765 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from Massachusetts?

    If you book a flight to Key West from Massachusetts, you will be flying to Key West, which is the city’s only airport. Key West (EYW) is located 2.6 mi from the center of Key West.

  • What are the cheapest airlines to fly from Massachusetts to Key West one-way?

    $109 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Allegiant Air and JetBlue, with prices starting from $113 and $139, respectively.

  • What are the most popular routes from Massachusetts to Key West?

    While some choose either Hartford Bradley Intl - Key West or Albany Intl - Key West, Boston Logan Intl - Key West is the most popular route from Massachusetts to Key West.

  • What are the most reliable airlines from Massachusetts to Key West?

    No one likes to see their flight delayed. When booking a flight from Massachusetts to Key West consider choosing JetBlue (55%), American Airlines (42%) or Republic Airways (42%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Massachusetts to Key West?

    The cheapest flight price from Massachusetts to Key West is $138. On average you can expect to pay $425. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $182.

  • Can I find deals for flights from Massachusetts to Key West that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Key West.

  • Can I find deals for business class flights from Massachusetts to Key West?

    Yes. Cheapflights offers flight deals from Massachusetts to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Key West?

    Currently, August is the cheapest month in which you can book a flight from Massachusetts to Key West (average of $328). Flying from Massachusetts to Key West in March is currently the most expensive (average of $510). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Key West

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Orlando flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Orlando flights
O'Hare Intl to Fort Lauderdale flights
Newark to Tampa flights
O'Hare Intl to Miami flights
LaGuardia to Tampa flights
Boston to Fort Lauderdale flights
John F Kennedy Intl to Tampa flights
Reagan-National to Miami flights
Dallas/Fort Worth to Orlando flights
Dulles Intl to Orlando flights
Newark to West Palm Beach flights
Boston to Orlando flights
Boston to Miami flights
LaGuardia to West Palm Beach flights
Detroit to Orlando flights
Los Angeles to Miami flights
Reagan-National to Orlando flights
O'Hare Intl to Orlando flights
Dallas/Fort Worth to Fort Lauderdale flights
Minneapolis to Orlando flights
Baltimore to Miami flights
Newark to Fort Myers flights
Los Angeles to Orlando flights
Boston to West Palm Beach flights
Baltimore to Fort Lauderdale flights
Dulles Intl to Miami flights
Philadelphia to Fort Lauderdale flights
Los Angeles to Fort Lauderdale flights
Detroit to Miami flights
Minneapolis to Fort Myers flights
Philadelphia to Orlando flights
Philadelphia to Miami flights
Philadelphia to Tampa flights
Boston to Tampa flights
Baltimore to Orlando flights
Dallas/Fort Worth to Miami flights
Cleveland to Orlando flights
Dulles Intl to Tampa flights
Detroit to Tampa flights
Minneapolis to Tampa flights
Dulles Intl to Fort Lauderdale flights

Top 4 airlines flying from Massachusetts to Key West

Discover the top 4 airlines that operate flights from Massachusetts to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$210Average$556FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$348FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$233Average$380FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$256Average$405FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.