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Cheap flights from Key West (EYW) to Massachusetts from $123

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 6/26. 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 11 — Jun 181
From?
To?
Tue 6/11
Tue 6/18
1 adult, Economy
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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 Key West to Massachusetts flights in June & July 2024

Find cheap flight options from Key West to Massachusetts specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,009,960 searches. Prices were last updated on June 6, 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 7/411:15 amEYW - BOS
1 stop7h 17mAmerican Airlines
Tue 7/96:44 amBOS - EYW
1 stop6h 44mAmerican Airlines
Deal found 6/4$246
Fri 7/122:40 pmEYW - BDL
1 stop7h 37mAmerican Airlines
Wed 7/175:24 amBDL - EYW
1 stop5h 56mAmerican Airlines
Deal found 6/5$248
Thu 7/412:46 pmEYW - BOS
2 stops8h 45mAmerican Airlines
Tue 7/96:00 amBOS - EYW
1 stop5h 20mAmerican Airlines
Deal found 6/4$251
Fri 7/122:40 pmEYW - BDL
1 stop7h 37mAmerican Airlines
Wed 7/178:00 amBDL - EYW
2 stops11h 00mAmerican Airlines
Deal found 6/5$253
Fri 7/122:19 pmEYW - BDL
2 stops8h 08mAmerican Airlines
Wed 7/178:00 amBDL - EYW
2 stops11h 00mAmerican Airlines
Deal found 6/5$283
Thu 7/411:15 amEYW - BOS
2 stops10h 16mAmerican Airlines
Tue 7/96:00 amBOS - EYW
2 stops8h 40mAmerican Airlines
Deal found 6/4$296
Fri 6/146:00 pmEYW - BDL
1 stop5h 55mDelta
Tue 6/1812:02 pmBDL - EYW
1 stop5h 03mDelta
Deal found 6/4$348
Fri 6/145:04 pmEYW - BDL
1 stop5h 16mAmerican Airlines
Tue 6/186:01 amBDL - EYW
2 stops8h 39mAmerican Airlines
Deal found 6/4$353
Fri 6/146:00 pmEYW - BDL
1 stop5h 55mDelta
Tue 6/1812:02 pmBDL - EYW
1 stop5h 03mDelta
Deal found 6/6$378

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 3,009,960 searches. Data last updated June 6, 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 7/411:15 amEYW - BOS
1 stop7h 17mAmerican Airlines
Tue 7/96:44 amBOS - EYW
1 stop6h 44mAmerican Airlines
Deal found 6/4$246
Fri 7/122:40 pmEYW - BDL
1 stop7h 37mAmerican Airlines
Wed 7/175:24 amBDL - EYW
1 stop5h 56mAmerican Airlines
Deal found 6/5$248
Thu 7/412:46 pmEYW - BOS
2 stops8h 45mAmerican Airlines
Tue 7/96:00 amBOS - EYW
1 stop5h 20mAmerican Airlines
Deal found 6/4$251
Fri 7/122:40 pmEYW - BDL
1 stop7h 37mAmerican Airlines
Wed 7/178:00 amBDL - EYW
2 stops11h 00mAmerican Airlines
Deal found 6/5$253
Wed 8/1412:47 pmEYW - BOS
1 stop6h 12mAmerican Airlines
Thu 8/226:43 amBOS - EYW
1 stop6h 22mAmerican Airlines
Deal found 6/5$256
Mon 8/1212:42 pmEYW - BOS
1 stop5h 40mDelta
Wed 8/218:10 amBOS - EYW
1 stop5h 25mDelta
Deal found 6/5$261
Thu 8/1512:47 pmEYW - BOS
1 stop6h 12mAmerican Airlines
Fri 8/239:19 amBOS - EYW
1 stop7h 01mAmerican Airlines
Deal found 6/5$266
Mon 8/1212:42 pmEYW - BOS
1 stop5h 40mDelta
Thu 8/229:10 amBOS - EYW
1 stop7h 58mDelta
Deal found 6/5$271
Mon 8/1212:42 pmEYW - BOS
1 stop5h 40mDelta
Sun 8/258:10 amBOS - EYW
1 stop5h 25mDelta
Deal found 6/5$276

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 3,009,960 searches. Data last updated June 6, 2024.
Check out these flights departing soon from Key West to Massachusetts. Users should examine the flight details to ensure there are no surprises.
Fri 6/146:00 pmEYW - BDL
1 stop5h 55mDelta
Tue 6/1812:02 pmBDL - EYW
1 stop5h 03mDelta
Deal found 6/4$348
Fri 6/145:04 pmEYW - BDL
1 stop5h 16mAmerican Airlines
Tue 6/186:01 amBDL - EYW
2 stops8h 39mAmerican Airlines
Deal found 6/4$353
Fri 6/146:00 pmEYW - BDL
1 stop5h 55mDelta
Tue 6/1812:02 pmBDL - EYW
1 stop5h 03mDelta
Deal found 6/6$378
Fri 6/145:04 pmEYW - BDL
1 stop5h 16mAmerican Airlines
Tue 6/189:12 amBDL - EYW
2 stops9h 47mAmerican Airlines
Deal found 6/6$383
Fri 6/142:25 pmEYW - BDL
2 stops7h 55mAmerican Airlines
Tue 6/189:12 amBDL - EYW
2 stops9h 47mAmerican Airlines
Deal found 6/6$388
Fri 6/143:20 pmEYW - BDL
2 stops8h 38mUnited Airlines
Tue 6/186:00 amBDL - EYW
2 stops8h 09mUnited Airlines
Deal found 6/4$438

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 3,009,960 searches. Data last updated June 6, 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.
Wed 6/265:47 pmEYW - BOS
1 stop7h 06mAmerican Airlines
Deal found 6/5$123
Fri 7/59:56 amEYW - BOS
1 stop9h 14mMultiple Airlines
Deal found 6/5$134
Fri 6/219:57 amEYW - BOS
1 stop9h 13mMultiple Airlines
Deal found 6/5$144
Thu 6/2012:46 pmEYW - BOS
1 stop8h 12mAmerican Airlines
Deal found 6/5$148
Thu 6/2010:04 amEYW - BOS
2 stops11h 50mMultiple Airlines
Deal found 6/5$161
Wed 6/2611:15 amEYW - BOS
2 stops8h 06mAmerican Airlines
Deal found 6/5$168
Fri 7/59:56 amEYW - BOS
2 stops9h 05mMultiple Airlines
Deal found 6/5$173
Fri 6/219:57 amEYW - BOS
2 stops24h 41mMultiple Airlines
Deal found 6/5$178
Thu 6/2010:04 amEYW - BOS
3 stops14h 34mMultiple Airlines
Deal found 6/5$191

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 3,009,960 searches. Data last updated June 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$246 - $387

Route

Depart

Return

Price

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Thu 7/4

1 stop7h 17m

Boston Logan Intl

Tue 7/9

1 stop6h 44m

$246

Key WestHartford Bradley Intl

EYW - BDL

EYWBDL

Key West

Fri 7/12

1 stop7h 37m

Hartford Bradley Intl

Wed 7/17

1 stop5h 56m

$248

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Thu 7/4

2 stops8h 45m

Boston Logan Intl

Tue 7/9

1 stop5h 20m

$251

Key WestHartford Bradley Intl

EYW - BDL

EYWBDL

Key West

Fri 7/12

1 stop7h 37m

Hartford Bradley Intl

Wed 7/17

2 stops11h 00m

$253

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Wed 8/14

1 stop6h 12m

Boston Logan Intl

Thu 8/22

1 stop6h 22m

$256

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Mon 8/12

1 stop5h 40m

Boston Logan Intl

Wed 8/21

1 stop5h 25m

$261

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Mon 8/12

1 stop5h 40m

Boston Logan Intl

Thu 8/22

1 stop7h 58m

$271

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Mon 8/12

1 stop5h 40m

Boston Logan Intl

Sun 8/25

1 stop5h 25m

$276

Key WestBoston Logan Intl

EYW - BOS

EYWBOS

Key West

Wed 8/7

2 stops13h 37m

Boston Logan Intl

Tue 8/13

2 stops8h 39m

$387

Flights are sorted by cheapest first

Deals found on 6/4

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 June 6, 2024.
See what other customers who have flown with American Airlines, Delta and United Airlines 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
10,371 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

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
10,371 reviews
Delta
8.0
Very good
10,371 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

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
4,313 reviews
Delta
8.0
Very good
10,371 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

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
10,703 reviews
Delta
8.0
Very good
10,371 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

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
14,229 reviews
Delta
8.0
Very good
10,371 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

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 $246, but on average you can expect to pay $285.

  • 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 $123 on American Airlines. Other airlines that offer cheap prices include United Airlines from $264 and JetBlue from $784 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 (74%), JetBlue (74%) 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 6/5.

  • 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.

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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 3,009,960 searches. Data last updated June 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$198Average$418FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$333FlexibilityNo cancel feeOn-time71%
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Key West to Maryland flights

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.
First Class
Business Class
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Economy 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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