$134+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Sep 22 — Sep 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Boston to Grand Cayman 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 Boston to Grand Cayman
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to Grand CaymanExplore 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 August 23, 2026.
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 August 23, 2026.
This CheapTickets.ch deal was found by Cheapflights users on 8/18. 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 CheapTickets.ch is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:10 am -
1 stop25h 00m
Sun 11/291:10 pm -
1 stop19h 34m
Deal found 8/18![Air Canada logo]()
$357
This Trip.com deal was found by Cheapflights users on 8/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:10 pm -
1 stop21h 00m
Sun 11/291:10 pm -
1 stop19h 34m
Deal found 8/21![Air Canada logo]()
$376
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Sun 10/116:00 am -
2 stops8h 10m
Mon 10/192:10 pm -
1 stop6h 47m
Deal found 8/22![American Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 8/21. 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 12/55:45 am -
2 stops10h 15m
Sat 12/125:10 pm -
1 stop6h 39m
Deal found 8/21![United Airlines logo]()
$393
This Orbitz deal was found by Cheapflights users on 8/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:10 am -
1 stop25h 00m
Wed 11/111:10 pm -
2 stops29h 52m
Deal found 8/19![Air Canada logo]()
$396
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 11/58:09 am -
2 stops11h 49m
Fri 11/138:15 am -
2 stops9h 20m
Deal found 8/19![American Airlines logo]()
$398
This Justfly.com deal was found by Cheapflights users on 8/21. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:30 pm -
1 stop23h 00m
Sun 10/2512:10 pm -
1 stop21h 07m
Deal found 8/21![Air Canada logo]()
$399
This American Airlines deal was found by Cheapflights users on 8/20. 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 12/245:35 pm -
1 stop17h 56m
Mon 12/288:30 am -
1 stop12h 30m
Deal found 8/20![American Airlines logo]()
$400
This Air Canada deal was found by Cheapflights users on 8/21. 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 10/156:50 pm -
2 stops40h 40m
Sun 10/2512:10 pm -
1 stop21h 07m
Deal found 8/21![Air Canada logo]()
$402
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/167:33 pm -
2 stops16h 54m
Mon 9/2112:36 pm -
2 stops18h 08m
Deal found 8/19![American Airlines logo]()
$403
This Booking.com deal was found by Cheapflights users on 8/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:35 pm -
2 stops20h 50m
Mon 10/1912:25 pm -
1 stop20h 30m
Deal found 8/21![Air Canada logo]()
$405
Best flights from Boston to Grand CaymanDiscover carefully curated flight deals from Boston to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Boston to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This United Airlines deal was found by Cheapflights users on 8/20. 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 11/45:30 am -
2 stops11h 00m
Sun 11/85:45 pm -
1 stop18h 40m
Deal found 8/20![United Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 8/22. 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 1/298:00 am -
2 stops12h 23m
Wed 2/312:55 pm -
2 stops8h 22m
Deal found 8/22![American Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:57 pm -
1 stop15h 43m
Thu 9/171:00 pm -
1 stop11h 17m
Deal found 8/19![Delta logo]()
$424
This United Airlines deal was found by Cheapflights users on 8/22. 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 12/55:45 am -
2 stops10h 15m
Sat 12/125:10 pm -
1 stop6h 39m
Deal found 8/22![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/22. 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 1/206:00 am -
1 stop7h 45m
Mon 1/252:50 pm -
1 stop18h 34m
Deal found 8/22![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/22. 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.
Sun 1/107:35 pm -
2 stops17h 40m
Fri 1/152:50 pm -
2 stops17h 54m
Deal found 8/22![United Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/22. 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.
Mon 11/97:15 am -
1 stop9h 15m
Fri 11/135:45 pm -
2 stops23h 39m
Deal found 8/22![United Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/22. 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.
Mon 1/49:30 am -
1 stop7h 05m
Thu 1/142:50 pm -
2 stops17h 54m
Deal found 8/22![United Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 12/56:00 am -
2 stops10h 35m
Tue 12/85:45 pm -
2 stops15h 39m
Deal found 8/20![United Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:30 pm -
2 stops40h 55m
Sun 10/254:45 pm -
2 stops15h 38m
Deal found 8/18![United Airlines logo]()
$503
Last-minute flights from Boston to Grand CaymanDiscover last-minute flight deals from Boston to Grand Cayman. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Grand Cayman. Data last updated August 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Sat 8/295:27 am -
1 stop7h 03m
Mon 8/3112:30 pm -
1 stop8h 43m
Deal found 8/18![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/106:05 am -
1 stop6h 22m
Mon 9/1412:36 pm -
1 stop8h 48m
Deal found 8/19![American Airlines logo]()
$393
This Air Canada deal was found by Cheapflights users on 8/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:50 pm -
2 stops39h 55m
Thu 9/1712:25 pm -
1 stop28h 39m
Deal found 8/19![Air Canada logo]()
$422
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:57 pm -
1 stop15h 43m
Thu 9/171:00 pm -
1 stop11h 17m
Deal found 8/19![Delta logo]()
$424
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/167:33 pm -
2 stops16h 54m
Mon 9/2112:36 pm -
2 stops18h 08m
Deal found 8/19![American Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Sat 9/195:56 pm -
1 stop18h 34m
Sat 9/2611:55 am -
2 stops19h 38m
Deal found 8/22![American Airlines logo]()
$430
This Expedia deal was found by Cheapflights users on 8/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:30 pm -
1 stop22h 15m
Mon 9/2812:25 pm -
1 stop9h 15m
Deal found 8/18![Air Canada logo]()
$407
One-way flights from Boston to Grand CaymanSearch for one-way flight options from Boston to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Boston to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Orbitz deal was found by Cheapflights users on 8/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/185:00 pm -
1 stop19h 25m
Deal found 8/19![Air Canada logo]()
$134
This Air Canada deal was found by Cheapflights users on 8/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:30 pm -
1 stop23h 00m
Deal found 8/18![Air Canada logo]()
$139
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:30 am -
1 stop6h 55m
Deal found 8/19![Delta logo]()
$144
This Travelocity deal was found by Cheapflights users on 8/22. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:55 pm -
1 stop19h 30m
Deal found 8/22![Air Canada logo]()
$145
This Expedia deal was found by Cheapflights users on 8/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:50 pm -
2 stops41h 35m
Deal found 8/21![Air Canada logo]()
$148
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:31 pm -
2 stops16h 54m
Deal found 8/19![United Airlines logo]()
$150
This Air Canada deal was found by Cheapflights users on 8/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:55 pm -
1 stop17h 30m
Deal found 8/19![Air Canada logo]()
$160
This Air Canada deal was found by Cheapflights users on 8/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:10 am -
1 stop25h 00m
Deal found 8/18![Air Canada logo]()
$165
Find 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 August 23, 2026.
Round-trip from | $357 (CheapTickets.ch) |
|---|---|
One-way from | $134 (Orbitz) |
Popular in | December |
Cheapest in | January |
Average price | $566 |
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 7,457,451 searches. Data last updated August 23, 2026.
Use the filters below to find and compare flights from Boston to Grand Cayman that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Wed 11/4
5:30 am-4:30 pm
2 stops11h 00m
George Town Owen Roberts Intl
Sun 11/8
5:45 pm-12:25 pm
1 stop18h 40m
$393
Quickest round-trip
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Sat 12/5
5:45 am-4:00 pm
2 stops10h 15m
George Town Owen Roberts Intl
Sat 12/12
5:10 pm-11:49 pm
1 stop6h 39m
$393
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Wed 1/20
6:00 am-1:45 pm
1 stop7h 45m
George Town Owen Roberts Intl
Mon 1/25
2:50 pm-9:24 am
1 stop18h 34m
$393
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Fri 1/29
8:00 am-8:23 pm
2 stops12h 23m
George Town Owen Roberts Intl
Wed 2/3
12:55 pm-9:17 pm
2 stops8h 22m
$398
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Sun 1/10
7:35 pm-1:15 pm
2 stops17h 40m
George Town Owen Roberts Intl
Fri 1/15
2:50 pm-8:44 am
2 stops17h 54m
$398
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Mon 11/9
7:15 am-4:30 pm
1 stop9h 15m
George Town Owen Roberts Intl
Fri 11/13
5:45 pm-5:24 pm
2 stops23h 39m
$398
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Mon 1/4
9:30 am-4:35 pm
1 stop7h 05m
George Town Owen Roberts Intl
Thu 1/14
2:50 pm-8:44 am
2 stops17h 54m
$398
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Sat 12/5
6:00 am-4:35 pm
2 stops10h 35m
George Town Owen Roberts Intl
Tue 12/8
5:45 pm-9:24 am
2 stops15h 39m
$398
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Thu 9/10
8:57 pm-11:40 am
1 stop15h 43m
George Town Owen Roberts Intl
Thu 9/17
1:00 pm-1:17 am
1 stop11h 17m
$424
BostonGeorge Town
BOS Boston Logan Intl - GCM George Town Owen Roberts Intl
BOSGCM
Boston Logan Intl
Thu 10/22
8:30 pm-12:25 pm
2 stops40h 55m
George Town Owen Roberts Intl
Sun 10/25
4:45 pm-9:23 am
2 stops15h 38m
$503
Showing 1-10 of 21 resultsSorted by cheapest first
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.
BOS-GCM
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
BOS-zzLAW
BOS-GCM
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 $363). Flying from Boston to Grand Cayman in December is currently the most expensive (average of $690). 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.
How far ahead should I book a flight from Boston to Grand Cayman?
The price you pay for your flight from Boston to Grand Cayman may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 August 23, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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.
Entertainment
7.8
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Entertainment
7.8
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Entertainment
7.8
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Entertainment
7.8
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Entertainment
7.8
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
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.
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.
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Complete your trip
Complete your trip to Grand Cayman by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Grand Cayman by cabin class
Find flights from Boston to Grand Cayman, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Grand Cayman flights
Browse other Boston and Grand Cayman flight options. Last updated on August 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Boston to Grand Cayman
Discover the top 4 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 7,457,451 searches. Data last updated August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$506 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$391 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$303 | Average$553 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$330 | Average$559 | FlexibilityNo cancel fee | On-time71% |