$131+ Cheap flights from Connecticut 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Jun 23 — Jun 301
1 adult, Economy
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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
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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 Connecticut to Grand Cayman
Keep the following information in mind while searching for Connecticut to Grand Cayman flight deals. Data was last updated June 18, 2025.
Round-trip from | $355 (FlightHub) |
|---|---|
One-way from | $131 (Air Canada) |
Find flight deals from Connecticut to Grand Cayman
Cheapest flights from Connecticut to Grand CaymanExplore the most affordable flight options available from Connecticut to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2025.
Explore the most affordable flight options available from Connecticut to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2025.
This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/309:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sun 12/75:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 6/16![Cayman Airways logo]()
$355
This JetBlue deal was found by Cheapflights users on 6/16. 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.
Sun 11/308:25 amJFK - GCM
Nonstop4h 07mJetBlue
Tue 12/91:40 pmGCM - JFK
Nonstop3h 45mJetBlue
Deal found 6/16![JetBlue logo]()
$365
This United Airlines deal was found by Cheapflights users on 6/17. 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 8/75:56 pmLGA - GCM
1 stop19h 34mUnited Airlines
Thu 8/141:35 pmGCM - LGA
1 stop8h 40mUnited Airlines
Deal found 6/17![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/166:30 amJFK - GCM
1 stop5h 52mAmerican Airlines
Wed 7/232:10 pmGCM - JFK
1 stop8h 00mAmerican Airlines
Deal found 6/16![American Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/166:00 amEWR - GCM
1 stop6h 22mAmerican Airlines
Wed 7/232:10 pmGCM - EWR
1 stop9h 47mAmerican Airlines
Deal found 6/16![American Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 6/17. 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 11/86:06 amLGA - GCM
1 stop7h 49mAmerican Airlines
Sat 11/152:00 pmGCM - LGA
1 stop8h 13mAmerican Airlines
Deal found 6/17![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 6/17. 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 8/87:59 pmEWR - GCM
1 stop20h 11mUnited Airlines
Tue 8/121:35 pmGCM - EWR
1 stop20h 02mUnited Airlines
Deal found 6/17![United Airlines logo]()
$385
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2410:30 amJFK - GCM
1 stop26h 25mMultiple Airlines
Sat 9/276:10 pmGCM - JFK
Nonstop3h 50mMultiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 6/15. 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 10/16:02 amPVD - GCM
1 stop6h 23mAmerican Airlines
Mon 10/612:45 pmGCM - PVD
1 stop6h 11mAmerican Airlines
Deal found 6/15![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 6/17. 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 10/117:45 pmBDL - GCM
1 stop16h 20mAmerican Airlines
Sat 10/183:20 pmGCM - BDL
1 stop6h 15mAmerican Airlines
Deal found 6/17![American Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 6/16. 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 12/36:00 amJFK - GCM
1 stop6h 37mDelta
Tue 12/92:02 pmGCM - JFK
1 stop8h 07mDelta
Deal found 6/16![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 6/17. 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.
Fri 8/86:00 amLGA - GCM
1 stop6h 22mDelta
Thu 8/2112:52 pmGCM - LGA
1 stop7h 31mDelta
Deal found 6/17![Delta logo]()
$475
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut 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 June 18, 2025.
Use the filters below to find and compare flights from Connecticut to Grand Cayman that are best for you.
Fly from
Connecticut
Fly to
Grand Cayman
Route
Depart
Return
Price
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sun 11/30
9:00 am-1:00 pm
Nonstop4h 00m
George Town Owen Roberts Intl
Sun 12/7
5:10 pm-9:00 pm
Nonstop3h 50m
$355
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sun 11/30
8:25 am-12:32 pm
Nonstop4h 07m
George Town Owen Roberts Intl
Tue 12/9
1:40 pm-5:25 pm
Nonstop3h 45m
$365
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Thu 8/7
5:56 pm-12:30 pm
1 stop19h 34m
George Town Owen Roberts Intl
Thu 8/14
1:35 pm-11:15 pm
1 stop8h 40m
$379
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Wed 7/16
6:30 am-11:22 am
1 stop5h 52m
George Town Owen Roberts Intl
Wed 7/23
2:10 pm-11:10 pm
1 stop8h 00m
$380
NewarkGeorge Town
EWR - GCM
EWRGCM
Newark
Wed 7/16
6:00 am-11:22 am
1 stop6h 22m
George Town Owen Roberts Intl
Wed 7/23
2:10 pm-12:57 am
1 stop9h 47m
$380
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Sat 11/8
6:06 am-1:55 pm
1 stop7h 49m
George Town Owen Roberts Intl
Sat 11/15
2:00 pm-10:13 pm
1 stop8h 13m
$380
NewarkGeorge Town
EWR - GCM
EWRGCM
Newark
Fri 8/8
7:59 pm-3:10 pm
1 stop20h 11m
George Town Owen Roberts Intl
Tue 8/12
1:35 pm-10:37 am
1 stop20h 02m
$385
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Wed 9/24
10:30 am-11:55 am
1 stop26h 25m
George Town Owen Roberts Intl
Sat 9/27
6:10 pm-11:00 pm
Nonstop3h 50m
$451
ProvidenceGeorge Town
PVD - GCM
PVDGCM
Providence-TFGreen
Wed 10/1
6:02 am-11:25 am
1 stop6h 23m
George Town Owen Roberts Intl
Mon 10/6
12:45 pm-7:56 pm
1 stop6h 11m
$457
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 10/11
7:45 pm-11:05 am
1 stop16h 20m
George Town Owen Roberts Intl
Sat 10/18
3:20 pm-10:35 pm
1 stop6h 15m
$457
Showing 1-10 of 47 results
Best time to book a flight from Connecticut to Grand Cayman
Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Connecticut 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 Connecticut to Grand Cayman
What is the cheapest month to book a flight from Connecticut to Grand Cayman?
Currently, January is the cheapest month in which you can book a flight from Connecticut to Grand Cayman (average of $467). Flying from Connecticut 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.
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 June 18, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Connecticut 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.
Crew
8.6
Entertainment
7.6
Food
7.1
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Entertainment
7.6
Food
7.1
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Entertainment
7.6
Food
7.1
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Entertainment
7.6
Food
7.1
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Entertainment
7.6
Food
7.1
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Entertainment
7.6
Food
7.1
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Connecticut to Grand Cayman
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Connecticut to Grand Cayman
Discover the top 3 airlines that operate flights from Connecticut 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 June 18, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$440 | Average$546 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$458 | Average$575 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$485 | Average$704 | FlexibilityNo cancel fee | On-time63% |