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Grand Cayman

$138+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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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 May 1, 2025.

Round-trip from

$372
(American Airlines)

One-way from

$138
(American Airlines)
From Connecticut to Grand Cayman
Search Deals
One-way flight from Connecticut to Grand Cayman
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Find flight deals from Connecticut to Grand Cayman

Cheapest flights from Connecticut to Grand Cayman
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 May 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/29:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sun 11/95:10 pmGCM - JFK
Nonstop4h 50mCayman Airways
Deal found 4/30$355
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/109:30 pmJFK - GCM
2 stops14h 45mAmerican Airlines
Thu 6/192:05 pmGCM - JFK
1 stop7h 45mAmerican Airlines
Deal found 4/30$372
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/145:00 amEWR - GCM
1 stop5h 55mAmerican Airlines
Thu 6/1912:10 pmGCM - EWR
1 stop11h 19mAmerican Airlines
Deal found 4/30$380
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/306:21 amLGA - GCM
1 stop5h 59mAmerican Airlines
Tue 6/312:10 pmGCM - LGA
1 stop6h 50mAmerican Airlines
Deal found 4/29$380
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/116:00 amJFK - GCM
1 stop6h 25mDelta
Thu 6/1912:40 pmGCM - JFK
1 stop8h 43mDelta
Deal found 4/30$405
This Delta deal was found by Cheapflights users on 4/29. 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.
Sun 10/126:00 amLGA - GCM
1 stop6h 42mDelta
Fri 10/171:02 pmGCM - LGA
1 stop6h 44mDelta
Deal found 4/29$405
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/113:35 pmJFK - GCM
1 stop21h 20mAir Canada
Mon 6/1612:50 pmGCM - JFK
2 stops31h 58mAir Canada
Deal found 4/30$434
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/117:45 amEWR - GCM
2 stops29h 10mAir Canada
Mon 6/1612:50 pmGCM - EWR
2 stops25h 00mAir Canada
Deal found 4/30$434
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/78:15 pmLGA - GCM
2 stops40h 40mAir Canada
Thu 6/1212:50 pmGCM - LGA
2 stops29h 41mAir Canada
Deal found 4/30$434
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/277:46 pmBDL - GCM
2 stops16h 34mAmerican Airlines
Fri 6/63:30 pmGCM - BDL
2 stops16h 32mAmerican Airlines
Deal found 4/29$438
This Delta deal was found by Cheapflights users on 4/29. 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 5/146:00 amPVD - GCM
1 stop6h 20mDelta
Wed 6/1112:40 pmGCM - PVD
1 stop10h 19mDelta
Deal found 4/29$459
This Delta deal was found by Cheapflights users on 4/29. 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 7/186:00 amBDL - GCM
1 stop6h 25mDelta
Fri 7/2512:40 pmGCM - BDL
1 stop8h 41mDelta
Deal found 4/29$459

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 May 1, 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

Tue 6/10

9:30 pm-11:15 am

2 stops14h 45m

George Town Owen Roberts Intl

Thu 6/19

2:05 pm-10:50 pm

1 stop7h 45m

$372

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 6/14

5:00 am-9:55 am

1 stop5h 55m

George Town Owen Roberts Intl

Thu 6/19

12:10 pm-12:29 am

1 stop11h 19m

$380

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 5/30

6:55 am-1:10 pm

1 stop7h 15m

George Town Owen Roberts Intl

Mon 6/2

12:25 pm-10:30 pm

1 stop9h 05m

$380

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 6/11

6:00 am-11:25 am

1 stop6h 25m

George Town Owen Roberts Intl

Thu 6/19

12:40 pm-10:23 pm

1 stop8h 43m

$405

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 10/12

6:00 am-11:42 am

1 stop6h 42m

George Town Owen Roberts Intl

Mon 10/13

1:02 pm-10:43 pm

1 stop8h 41m

$405

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 9/18

10:45 am-1:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 9/21

6:10 pm-11:00 pm

Nonstop3h 50m

$409

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 6/11

3:35 pm-11:55 am

1 stop21h 20m

George Town Owen Roberts Intl

Mon 6/16

12:50 pm-9:48 pm

2 stops31h 58m

$434

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 6/11

7:45 am-11:55 am

2 stops29h 10m

George Town Owen Roberts Intl

Mon 6/16

12:50 pm-2:50 pm

2 stops25h 00m

$434

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 6/7

8:15 pm-11:55 am

2 stops40h 40m

George Town Owen Roberts Intl

Thu 6/12

12:50 pm-7:31 pm

2 stops29h 41m

$434

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Tue 5/27

7:46 pm-11:20 am

2 stops16h 34m

George Town Owen Roberts Intl

Fri 6/6

3:30 pm-9:02 am

2 stops16h 32m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 52 results
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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 May 1, 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.
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Connecticut to Grand Cayman one-way?

    One-way options have recently been found by users for as low as $138 on American Airlines. Other airlines that offer cheap prices include Delta from $153 and Air Canada from $163 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Connecticut 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 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.

See more FAQs

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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.
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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$440Average$558FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$446Average$584FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$485Average$704FlexibilityNo cancel feeOn-time63%

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