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Cheap flights from Key West (EYW) to Massachusetts from $122

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
EYW — BOS
Jun 4 — Jun 111
From?
To?
Tue 6/4
Tue 6/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Travelers have found it’s best to book a flight 60 days in advance to save up to 128% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 60 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Key West to Massachusetts 1-2 weeks in advance for as low as $286, or $457 for flights within the next 24 hours.

What is the cheapest month to fly from Key West to Massachusetts?

The best pricing can be found in the month of September. Prices to Massachusetts from Key West average $399. You can even find prices in September for less than $399, as users have found deals to Massachusetts from as low as $186. The month of April appears to be one of the more expensive times to travel to Massachusetts from Key West. Flying in the targeted month can save you up to 67%.

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

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

Cheap American Airlines flights from Key West to Massachusetts

Explore cheap flight options specifically provided by American Airlines for the route between Key West and Massachusetts. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Consider these cheap American Airlines flights we've found departing from Key West to Massachusetts. Deals update often to give you more flight options matching your criteria
Wed 8/74:50 pmEYW - BOS
1 stop7h 53mAmerican Airlines
Tue 8/135:57 amBOS - EYW
1 stop6h 07mAmerican Airlines
Deal found 5/29$243
Fri 7/124:24 pmEYW - BDL
1 stop8h 35mAmerican Airlines
Wed 7/175:24 amBDL - EYW
1 stop5h 56mAmerican Airlines
Deal found 5/30$277
Fri 7/125:02 pmEYW - BDL
1 stop5h 25mAmerican Airlines
Wed 7/175:24 amBDL - EYW
1 stop5h 56mAmerican Airlines
Deal found 5/28$278
Fri 7/122:19 pmEYW - BDL
2 stops8h 08mAmerican Airlines
Wed 7/176:15 amBDL - EYW
1 stop8h 15mAmerican Airlines
Deal found 5/28$283
Tue 6/114:59 pmEYW - BOS
1 stop5h 48mAmerican Airlines
Tue 6/256:48 amBOS - EYW
1 stop5h 18mAmerican Airlines
Deal found 5/30$305
Thu 6/204:59 pmEYW - BOS
1 stop7h 47mAmerican Airlines
Wed 6/267:00 amBOS - EYW
1 stop7h 25mAmerican Airlines
Deal found 5/29$307
Fri 6/2811:15 amEYW - BOS
1 stop7h 07mAmerican Airlines
Mon 7/16:00 amBOS - EYW
1 stop5h 34mAmerican Airlines
Deal found 5/28$308
Tue 6/113:10 pmEYW - BOS
2 stops8h 41mAmerican Airlines
Tue 6/256:48 amBOS - EYW
1 stop5h 18mAmerican Airlines
Deal found 5/30$312
Tue 6/113:10 pmEYW - BOS
2 stops8h 41mAmerican Airlines
Tue 6/256:00 amBOS - EYW
2 stops8h 40mAmerican Airlines
Deal found 5/30$318

Cheap United Airlines flights from Key West to Massachusetts

Explore cheap flight options specifically provided by United Airlines for the route between Key West and Massachusetts. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Have a look at some of the cheapest available United Airlines flights departing from Key West and landing in Massachusetts. Deals are refreshing constantly so come back soon for more options.
Thu 6/203:20 pmEYW - BOS
1 stop7h 37mUnited Airlines
Tue 6/255:45 amBOS - EYW
2 stops8h 50mUnited Airlines
Deal found 5/29$442
Fri 6/289:00 amEYW - BOS
2 stops13h 37mUnited Airlines
Mon 7/15:30 amBOS - EYW
2 stops10h 50mUnited Airlines
Deal found 5/28$523
Sat 6/811:25 amEYW - BOS
2 stops9h 27mUnited Airlines
Mon 6/177:10 pmBOS - EYW
2 stops18h 59mUnited Airlines
Deal found 5/29$548
Thu 6/203:20 pmEYW - BOS
2 stops8h 39mUnited Airlines
Tue 6/255:45 amBOS - EYW
2 stops8h 50mUnited Airlines
Deal found 5/29$561
Thu 6/203:20 pmEYW - BOS
2 stops8h 39mUnited Airlines
Thu 6/277:30 amBOS - EYW
1 stop6h 39mUnited Airlines
Deal found 5/29$579
Fri 6/2811:20 amEYW - BDL
2 stops12h 38mUnited Airlines
Fri 7/126:00 amBDL - EYW
2 stops26h 15mUnited Airlines
Deal found 5/29$678

Cheap Key West to Massachusetts flights in May & June 2024

Find cheap flight options from Key West to Massachusetts specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on May 30, 2024.
These are some of the most attractive deals on flights from Key West to Massachusetts in 2024. Check back in a little while for more flight options.
Thu 6/2710:04 amEYW - BOS
2 stops11h 50mMultiple Airlines
Thu 7/49:03 amBOS - EYW
1 stop7h 15mMultiple Airlines
Deal found 5/29$300
Tue 6/114:59 pmEYW - BOS
1 stop5h 48mAmerican Airlines
Tue 6/256:48 amBOS - EYW
1 stop5h 18mAmerican Airlines
Deal found 5/30$305
Thu 6/204:59 pmEYW - BOS
1 stop7h 47mAmerican Airlines
Wed 6/267:00 amBOS - EYW
1 stop7h 25mAmerican Airlines
Deal found 5/29$307
Fri 6/2811:15 amEYW - BOS
1 stop7h 07mAmerican Airlines
Mon 7/16:00 amBOS - EYW
1 stop5h 34mAmerican Airlines
Deal found 5/28$308
Tue 6/113:10 pmEYW - BOS
2 stops8h 41mAmerican Airlines
Tue 6/256:48 amBOS - EYW
1 stop5h 18mAmerican Airlines
Deal found 5/30$312
Tue 6/113:10 pmEYW - BOS
2 stops8h 41mAmerican Airlines
Tue 6/256:00 amBOS - EYW
2 stops8h 40mAmerican Airlines
Deal found 5/30$318
Thu 6/204:59 pmEYW - BOS
1 stop5h 48mAmerican Airlines
Wed 6/268:00 amBOS - EYW
2 stops8h 29mAmerican Airlines
Deal found 5/29$320
Sat 6/85:47 pmEYW - BOS
1 stop7h 06mAmerican Airlines
Mon 6/175:33 amBOS - EYW
1 stop6h 33mAmerican Airlines
Deal found 5/29$332
Thu 6/274:59 pmEYW - BOS
1 stop7h 47mAmerican Airlines
Thu 7/41:06 pmBOS - EYW
1 stop5h 53mAmerican Airlines
Deal found 5/29$347

Key West to Massachusetts 2024 flight deals

Discover exclusive flight deals for travel between Key West and Massachusetts in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
These are some of the most attractive deals on flights from Key West to Massachusetts in 2024. Check back in a little while for more flight options.
Wed 8/74:50 pmEYW - BOS
1 stop7h 53mAmerican Airlines
Tue 8/135:57 amBOS - EYW
1 stop6h 07mAmerican Airlines
Deal found 5/29$243
Fri 7/124:24 pmEYW - BDL
1 stop8h 35mAmerican Airlines
Wed 7/175:24 amBDL - EYW
1 stop5h 56mAmerican Airlines
Deal found 5/30$277
Fri 7/125:02 pmEYW - BDL
1 stop5h 25mAmerican Airlines
Wed 7/175:24 amBDL - EYW
1 stop5h 56mAmerican Airlines
Deal found 5/28$278
Fri 7/122:19 pmEYW - BDL
2 stops8h 08mAmerican Airlines
Wed 7/176:15 amBDL - EYW
1 stop8h 15mAmerican Airlines
Deal found 5/28$283
Thu 6/2710:04 amEYW - BOS
2 stops11h 50mMultiple Airlines
Thu 7/49:03 amBOS - EYW
1 stop7h 15mMultiple Airlines
Deal found 5/29$300
Tue 6/114:59 pmEYW - BOS
1 stop5h 48mAmerican Airlines
Tue 6/256:48 amBOS - EYW
1 stop5h 18mAmerican Airlines
Deal found 5/30$305
Thu 6/204:59 pmEYW - BOS
1 stop7h 47mAmerican Airlines
Wed 6/267:00 amBOS - EYW
1 stop7h 25mAmerican Airlines
Deal found 5/29$307
Fri 6/2811:15 amEYW - BOS
1 stop7h 07mAmerican Airlines
Mon 7/16:00 amBOS - EYW
1 stop5h 34mAmerican Airlines
Deal found 5/28$308
Tue 6/113:10 pmEYW - BOS
2 stops8h 41mAmerican Airlines
Tue 6/256:48 amBOS - EYW
1 stop5h 18mAmerican Airlines
Deal found 5/30$312

Key West to Massachusetts flights leaving soon

Find last-minute flight options from Key West to Massachusetts for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Check out these flights departing soon from Key West to Massachusetts. Users should examine the flight details to ensure there are no surprises.
Sat 6/85:47 pmEYW - BOS
1 stop7h 06mAmerican Airlines
Mon 6/175:33 amBOS - EYW
1 stop6h 33mAmerican Airlines
Deal found 5/29$332
Thu 6/64:59 pmEYW - BDL
1 stop5h 10mAmerican Airlines
Thu 6/136:00 amBDL - EYW
1 stop7h 55mAmerican Airlines
Deal found 5/29$347
Thu 6/611:15 amEYW - BDL
2 stops10h 54mAmerican Airlines
Thu 6/136:00 amBDL - EYW
1 stop7h 55mAmerican Airlines
Deal found 5/29$353
Sat 6/811:15 amEYW - BOS
2 stops9h 37mAmerican Airlines
Mon 6/178:00 amBOS - EYW
1 stop8h 29mAmerican Airlines
Deal found 5/29$421
Thu 6/611:15 amEYW - BDL
2 stops10h 54mAmerican Airlines
Thu 6/135:26 amBDL - EYW
2 stops11h 03mAmerican Airlines
Deal found 5/29$492
Sat 6/811:25 amEYW - BOS
2 stops9h 27mUnited Airlines
Mon 6/177:10 pmBOS - EYW
2 stops18h 59mUnited Airlines
Deal found 5/29$548

One-way flights to Massachusetts from Key West

Search for one-way flight options from Key West to Massachusetts. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
If you're seeking multiple options on one-way flights from Key West to Massachusetts, be sure to check out these deals, which are updated often. Those seeking round-trip flights from Key West to Massachusetts should utilize the search form at the the top of the page.
Tue 10/81:31 pmEYW - BOS
1 stop6h 45mAmerican Airlines
Deal found 5/29$122
Wed 11/68:18 amEYW - BOS
1 stop8h 17mAmerican Airlines
Deal found 5/29$132
Wed 6/266:00 pmEYW - BDL
1 stop5h 56mDelta
Deal found 5/28$139
Fri 7/59:56 amEYW - BOS
1 stop9h 14mMultiple Airlines
Deal found 5/29$149
Fri 7/129:56 amEYW - BDL
1 stop12h 54mMultiple Airlines
Deal found 5/28$154
Tue 10/86:01 pmEYW - BOS
2 stops6h 28mAmerican Airlines
Deal found 5/29$164
Sun 9/151:46 pmEYW - BOS
1 stop5h 30mAmerican Airlines
Deal found 5/29$168
Fri 7/127:23 amEYW - ORH
2 stops8h 41mDelta
Deal found 5/28$173
Fri 7/55:02 pmEYW - BOS
1 stop5h 36mAmerican Airlines
Deal found 5/29$185

Find flights from Key West to Massachusetts within your budget

Customize your flight search to find flights from Key West to Massachusetts 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 2,784,634 searches. Data last updated May 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$243 - $442

Route

Depart

Return

Price

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Wed 8/7

1 stop7h 53m

Boston Logan Intl

Tue 8/13

1 stop6h 07m

$243

Key WestHartford Bradley Intl

EYW - BDL

EYWBDL

Key West

Fri 7/12

1 stop8h 35m

Hartford Bradley Intl

Wed 7/17

1 stop5h 56m

$277

Key WestHartford Bradley Intl

EYW - BDL

EYWBDL

Key West

Fri 7/12

1 stop5h 25m

Hartford Bradley Intl

Wed 7/17

1 stop5h 56m

$278

Key WestHartford Bradley Intl

EYW - BDL

EYWBDL

Key West

Fri 7/12

2 stops8h 08m

Hartford Bradley Intl

Wed 7/17

1 stop8h 15m

$283

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Thu 6/27

2 stops11h 50m

Boston Logan Intl

Thu 7/4

1 stop7h 15m

$300

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Tue 6/11

1 stop5h 48m

Boston Logan Intl

Tue 6/25

1 stop5h 18m

$305

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Thu 6/27

3 stops28h 21m

Boston Logan Intl

Thu 7/4

1 stop7h 15m

$349

Key WestHartford Bradley Intl

EYW - BDL

EYWBDL

Key West

Fri 6/28

1 stop5h 56m

Hartford Bradley Intl

Fri 7/12

1 stop5h 52m

$388

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Thu 6/20

1 stop7h 37m

Boston Logan Intl

Tue 6/25

2 stops8h 50m

$442

Flights are sorted by cheapest first

Deals found on 5/29

No data available for this route at this time. Please check back soon.

Best time to book a flight from Key West to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Key West 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.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated May 30, 2024.
See what other customers who have flown with American Airlines, United Airlines and Delta from Key West to Massachusetts have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

JetBlue
7.6
Good
4,365 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,777 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,284 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Key West to Massachusetts. 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 from for flights from Key West to Massachusetts?

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

  • Can I find flights from Key West to Massachusetts for under $300 on Cheapflights?

    Yes, there are multiple flights from Key West to Massachusetts for under $300. The cheapest flight booked recently is on American Airlines for just $243, but on average you can expect to pay $338.

  • Are there last-minute flights available from Key West to Massachusetts for under $400?

    There are currently 6+ open flights from Key West to Massachusetts within the next 7 days for less than $400.

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

    One-way options have recently been found by users for as low as $122 on American Airlines. Other airlines that offer cheap prices include Delta from $139 and United Airlines from $202 one-way.

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

    The most popular flight routes from Key West to Massachusetts are Key West - Boston Logan Intl, Key West - Hartford Bradley Intl and Key West - Worcester.

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

    Consider Qatar Airways (75%), JetBlue (75%) or TAP AIR PORTUGAL (74%) when booking your flight. These represent the most reliable airlines when flying from Key West to Massachusetts.

  • What does EYW to BOS mean?

    Great question - EYW to BOS just means Key West Airport to Boston Logan Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Nantucket Memorial Airport (ACK), West Tisbury Martha's Vineyard Airport (MVY), Worcester Airport (ORH), Hyannis Barnstable Airport (HYA), Boston Harbor SPB Airport (BNH).

  • Can I find deals for flights from Key West to Massachusetts that include extra baggage allowance?

    The amount of baggage you can bring on your Key West to Massachusetts flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Key West to Massachusetts with specific airlines?

    Yes, Cheapflights allows you to browse and filter Key West to Massachusetts flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Key West to Massachusetts that allow pets onboard?

    Many airlines flying from Key West to Massachusetts offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Key West to Massachusetts?

    Yes, you can often find last-minute deals on Key West to Massachusetts flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Key West to Massachusetts flight deals updated?

    The Key West to Massachusetts flight deals you see on this page were last updated on 5/30.

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

    Currently, January is the cheapest month in which you can book a flight from Key West to Massachusetts (average of $218). Flying from Key West to Massachusetts in July is currently the most expensive (average of $328). 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

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Top 2 airlines flying from Key West to Massachusetts

Discover the top 2 airlines that operate flights from Key West to Massachusetts. 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 2,784,634 searches. Data last updated May 30, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$198Average$418FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
American AirlinesCheapest$211Average$334FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from Key West to Massachusetts by cabin class

Find flights from Key West to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Key West to Massachusetts?

Cheapflights makes it easy to find Key West to Massachusetts flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Key West to Massachusetts?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Massachusetts from Key West.

Can Cheapflights find flights from Key West to Massachusetts with no change fees?

Certainly. Search results for flights to Massachusetts from Key West shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Key West to Massachusetts become cheaper?

Yes! Start tracking prices for Key West to Massachusetts flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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