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Grand Cayman

$154+ Cheap flights from Boston (BOS) to Grand Cayman

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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Boston to Grand Cayman

Keep the following information in mind while searching for Boston to Grand Cayman flight deals. Data was last updated July 3, 2025.

Round-trip from

$332
(American Airlines)

One-way from

$154
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$459
From Boston Logan Intl to Grand Cayman
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One-way flight from Boston Logan Intl to Grand Cayman
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High demand for flights, 4% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Boston to Grand Cayman

Cheapest flights from Boston to Grand Cayman
Explore the most affordable flight options available from Boston to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This JetBlue deal was found by Cheapflights users on 7/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/17:32 amBOS - GCM
Nonstop4h 18mJetBlue
Sat 11/1512:48 pmGCM - BOS
Nonstop4h 04mJetBlue
Deal found 7/3$315
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 11/126:00 amBOS - GCM
1 stop6h 37mDelta
Wed 11/192:02 pmGCM - BOS
1 stop10h 58mDelta
Deal found 7/1$330
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/255:36 amBOS - GCM
1 stop6h 46mAmerican Airlines
Wed 7/302:10 pmGCM - BOS
1 stop9h 49mAmerican Airlines
Deal found 7/2$332
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Sat 8/308:05 amBOS - GCM
1 stop6h 25mUnited Airlines
Sat 9/61:35 pmGCM - BOS
2 stops19h 21mUnited Airlines
Deal found 6/30$335
This Air Canada deal was found by Cheapflights users on 7/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:40 pmBOS - GCM
2 stops17h 40mAir Canada
Sun 11/161:30 pmGCM - BOS
1 stop22h 44mAir Canada
Deal found 7/3$403

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Grand Cayman 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 July 3, 2025.
Use the filters below to find and compare flights from Boston to Grand Cayman that are best for you.

Fly from

Boston

Fly to

Grand Cayman

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/1

7:32 am-10:50 am

Nonstop4h 18m

George Town Owen Roberts Intl

Sat 11/15

12:48 pm-4:52 pm

Nonstop4h 04m

$315

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 11/12

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Wed 11/19

2:02 pm-1:00 am

1 stop10h 58m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 7/25

5:36 am-11:22 am

1 stop6h 46m

George Town Owen Roberts Intl

Wed 7/30

2:10 pm-12:59 am

1 stop9h 49m

$332

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 8/30

8:05 am-1:30 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sat 9/6

1:35 pm-9:56 am

2 stops19h 21m

$335

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 11/13

3:40 pm-12:20 pm

2 stops20h 40m

George Town Owen Roberts Intl

Sun 11/16

1:30 pm-9:52 am

2 stops20h 22m

$403

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 7/15

5:55 am-1:10 pm

2 stops8h 15m

$154

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 7/15

7:04 pm-12:30 pm

3 stops18h 26m

$160

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 12/29

7:00 pm-12:30 pm

1 stop17h 30m

$168

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 12/26

11:41 am-4:05 pm

2 stops28h 24m

$338

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 12/27

6:45 am-6:56 pm

1 stop12h 11m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 12 results
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Best time to book a flight from Boston to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Boston 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.

Cheapflights Insights

Everything you need to know about your flight from Boston to Grand Cayman

What is the cheapest month to book a flight from Boston to Grand Cayman?

Currently, January is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $467). Flying from Boston to Grand Cayman in March is currently the most expensive (average of $594). 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 BOS to LAW?

Find hourly flight availability from Boston to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

When flying from Boston to Grand Cayman, 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 Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated July 3, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Boston to Grand Cayman have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Boston to Grand Cayman. 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 Boston to Grand Cayman?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Grand Cayman from Boston.

  • What are the cheapest flights from Boston to Grand Cayman?

    Looking at all options, your cheapest flight can be booked for $173. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $315 on average our data indicates $328 when flying from Boston to Grand Cayman.

  • Can I find deals for flights from Boston to Grand Cayman that include hotel bookings?

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

  • How can I find direct flights from Boston to Grand Cayman?

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

  • Can I find deals for business class flights from Boston to Grand Cayman?

    Yes. Cheapflights offers flight deals from Boston to Grand Cayman 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 Boston to Grand Cayman?

    Currently, January is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $467). Flying from Boston to Grand Cayman in March is currently the most expensive (average of $594). 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 Boston to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Boston to George Town flights
Hartford to George Town flights
Albany to George Town flights
Boston to Cayman Brac flights
West Tisbury to George Town flights
Worcester to George Town flights

Top 6 airlines flying from Boston to Grand Cayman

Discover the top 6 airlines that operate flights from Boston to Grand Cayman. 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$461FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$234Average$559FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$259Average$462FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$438FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$531FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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