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Cayman Islands

$88+ Cheap flights from Massachusetts to the Cayman Islands

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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
nov. 9 — nov. 161
1 adult
sáb. 11/9
sáb. 11/16
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Find flight deals from Massachusetts to Cayman Islands

Cheapest flights from Massachusetts to Cayman Islands
Explore the most affordable flight options available from Massachusetts to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 4, 2024.

This JetBlue deal was found by Cheapflights users on 11/4. 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.
lun. 12/1610:00 amBOS - GCM
Nonstop4h 18mJetBlue
lun. 12/234:14 pmGCM - BOS
Nonstop4h 00mJetBlue
Deal found 11/4$249
This American Airlines deal was found by Cheapflights users on 11/3. 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.
mié. 12/116:50 amBOS - GCM
1 stop7h 40mAmerican Airlines
jue. 12/193:35 pmGCM - BOS
1 stop9h 19mAmerican Airlines
Deal found 11/3$288
This United Airlines deal was found by Cheapflights users on 11/2. 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.
vie. 12/137:38 pmBOS - GCM
1 stop20h 57mUnited Airlines
mar. 12/175:35 pmGCM - BOS
1 stop18h 45mUnited Airlines
Deal found 11/2$294
This deal was found by Cheapflights users on 11/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/315:40 amBOS - GCM
1 stop8h 41mDelta
jue. 1/92:09 pmGCM - BOS
1 stop10h 49mDelta
Deal found 11/4$308
This Orbitz deal was found by Cheapflights users on 11/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/145:35 pmBOS - GCM
2 stops44h 05mAir Canada
dom. 12/224:00 pmGCM - BOS
2 stops18h 08mAir Canada
Deal found 11/4$477
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/138:54 amBOS - GCM
2 stops12h 26mMultiple Airlines
mar. 12/247:00 amGCM - BOS
1 stop7h 28mMultiple Airlines
Deal found 11/4$484
This Kissandfly.com deal was found by Cheapflights users on 11/4. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/166:28 pmBOS - GCM
2 stops21h 57mLufthansa
lun. 12/235:35 pmGCM - BOS
2 stops19h 11mLufthansa
Deal found 11/4$508
This Delta deal was found by Cheapflights users on 11/4. 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.
jue. 12/196:00 amALB - GCM
1 stop8h 32mDelta
dom. 12/293:47 pmGCM - ALB
1 stop8h 06mDelta
Deal found 11/4$526
This American Airlines deal was found by Cheapflights users on 11/3. 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.
mar. 12/36:59 pmBDL - GCM
2 stops19h 16mAmerican Airlines
mar. 12/101:40 pmGCM - BDL
1 stop9h 01mAmerican Airlines
Deal found 11/3$531
This Southwest deal was found by Cheapflights users on 11/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/37:00 amBDL - GCM
1 stop5h 55mSouthwest
mar. 12/101:50 pmGCM - BDL
1 stop7h 20mSouthwest
Deal found 11/3$550
This Southwest deal was found by Cheapflights users on 11/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/215:30 amALB - GCM
1 stop7h 25mSouthwest
dom. 11/241:50 pmGCM - ALB
2 stops10h 05mSouthwest
Deal found 11/3$575
This American Airlines deal was found by Cheapflights users on 11/4. 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.
jue. 12/195:10 amALB - GCM
1 stop7h 30mAmerican Airlines
dom. 12/293:35 pmGCM - ALB
2 stops20h 11mAmerican Airlines
Deal found 11/4$581

Find flights from Massachusetts to Cayman Islands within your budget

Customize your flight search to find flights from Massachusetts to Cayman Islands 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 2,455,398 searches. Data last updated noviembre 4, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

lun. 12/2

9:58 am-2:16 pm

Nonstop4h 18m

$88

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

vie. 1/3

5:35 am-3:00 pm

1 stop9h 25m

$92

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 12/3

7:30 pm-12:35 pm

2 stops17h 05m

$98

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

vie. 12/13

7:38 pm-4:35 pm

1 stop20h 57m

$104

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 1/1

3:40 pm-3:00 pm

2 stops23h 20m

$190

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

vie. 1/3

5:45 am-9:20 pm

2 stops15h 35m

$207

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

vie. 12/27

6:15 pm-4:25 pm

2 stops46h 10m

$287

West TisburyGeorge Town

MVY - GCM

MVYGCM

West Tisbury Martha's Vineyard

lun. 12/16

7:20 am-2:18 pm

1 stop6h 58m

$349

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

vie. 2/14

6:00 am-2:50 pm

1 stop8h 50m

$385

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

vie. 12/27

5:03 am-12:40 pm

1 stop7h 37m

$545

Flights are sorted by cheapest first

Deals found on 11/3

Showing 1-10 of 32 results
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Best time to book a flight from Massachusetts to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands 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 Cayman Islands

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

What is the cheapest month to book a flight from Massachusetts to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Cayman Islands (average of $467). Flying from Massachusetts to Cayman Islands in June is currently the most expensive (average of $560). 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 KY?

Find hourly flight availability from Massachusetts to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 4, 2024.

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

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated noviembre 4, 2024.
Read reviews from past customers who have flown JetBlue, United Airlines and Delta from Massachusetts to Cayman Islands. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,089 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,829 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,493 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,226 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

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

  • Can I find flights from Massachusetts to Cayman Islands for under $300 on Cheapflights?

    Yes, there are multiple flights from Massachusetts to Cayman Islands for under $300. The cheapest flight booked recently is on JetBlue for just $274, but on average you can expect to pay $1,219.

  • Are there nonstop flights from Massachusetts to Cayman Islands for under $300 on Cheapflights?

    Cheapflights has at least 1 direct flight from Massachusetts to Cayman Islands under $300. A good price for a nonstop flight from Massachusetts to Cayman Islands is less than $249.

  • Are there last-minute flights available from Massachusetts to Cayman Islands for under $500?

    There are currently 10+ open flights from Massachusetts to Cayman Islands within the next 7 days for less than $500.

  • What are the cheapest airlines to fly from Massachusetts to Cayman Islands one-way?

    One-way options have recently been found by users for as low as $88 on JetBlue. Other airlines that offer cheap prices include Delta from $92 and American Airlines from $98 one-way.

  • What does BOS to GCM mean?

    This is defined as Boston Logan Intl Airport (BOS) and George Town Owen Roberts Intl Airport (GCM). Codes like George Town Owen Roberts Intl Airport are often used to just call airports uniquely. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Cayman Brac Gerrard-Smith Airport (CYB), Little Cayman Airport (LYB).

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

    The amount of baggage you can bring on your Massachusetts to Cayman Islands 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 Massachusetts to Cayman Islands with specific airlines?

    Yes, Cheapflights allows you to browse and filter Massachusetts to Cayman Islands 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 Massachusetts to Cayman Islands that include hotel bookings?

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

  • How can I find direct flights from Massachusetts to Cayman Islands?

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

  • Can I find deals for business class flights from Massachusetts to Cayman Islands?

    Yes. Cheapflights offers flight deals from Massachusetts to Cayman Islands 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 Massachusetts to Cayman Islands that allow pets onboard?

    Many airlines flying from Massachusetts to Cayman Islands 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 Massachusetts to Cayman Islands?

    Yes, you can often find last-minute deals on Massachusetts to Cayman Islands 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 Massachusetts to Cayman Islands flight deals updated?

    The Massachusetts to Cayman Islands flight deals you see on this page were last updated on 11/4.

  • What is the cheapest month to book a flight from Massachusetts to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Cayman Islands (average of $467). Flying from Massachusetts to Cayman Islands in June is currently the most expensive (average of $560). 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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Alternative routes for Massachusetts to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Massachusetts to Cayman Islands

Discover the top 5 airlines that operate flights from Massachusetts to Cayman Islands. 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 2,455,398 searches. Data last updated noviembre 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$287Average$423FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$296Average$470FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$310Average$491FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$333Average$622FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$343Average$419FlexibilityNo cancel feeOn-time67%
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