$643+ Cheap flights from New Haven (HVN) to the Cayman Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — GCM
Mar 15 — Mar 221
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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Cheapest flights from New Haven to Cayman IslandsExplore the most affordable flight options available from New Haven to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from New Haven to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This Mytrip deal was found by Cheapflights users on 2/9. 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 3/258:00 am
HVN
- GCM
3 stops29h 57m
Multiple Airlines
Tue 3/3112:30 pm
GCM
- HVN
2 stops32h 34m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$643
Best flights from New Haven to Cayman IslandsDiscover carefully curated flight deals from New Haven to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from New Haven to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This Mytrip deal was found by Cheapflights users on 2/9. 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 3/258:00 am
HVN
- GCM
3 stops29h 57m
Multiple Airlines
Tue 3/3112:30 pm
GCM
- HVN
2 stops32h 34m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$643
Last-minute flights from New Haven to Cayman IslandsDiscover last-minute flight deals from New Haven to Cayman Islands. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from New Haven to Cayman Islands. Data last updated February 13, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 2/9. 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 3/258:00 am
HVN
- GCM
3 stops29h 57m
Multiple Airlines
Tue 3/3112:30 pm
GCM
- HVN
2 stops32h 34m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$643
Find flight deals from New Haven to Cayman Islands
Keep the following information in mind while searching for New Haven to Cayman Islands flight deals. Data was last updated February 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $643 (Mytrip) |
Popular in | February |
Cheapest in | January |
Average price | $513 |
Cheapflights Fare Finder
Customize your flight search to find flights from New Haven 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 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from New Haven to the Cayman Islands that are best for you.
Fly from
New Haven
Fly to
Cayman Islands
Route
Depart
Return
Price
New HavenGeorge Town
HVN - GCM
HVNGCM
Tweed-New Haven
Wed 3/25
8:00 am-12:57 pm
3 stops29h 57m
George Town Owen Roberts Intl
Tue 3/31
12:30 pm-10:04 pm
2 stops32h 34m
$643
Best time to book a flight from New Haven to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from New Haven with our price prediction graph.
HVN-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 New Haven to the Cayman Islands
HVN-KY0
HVN-GCM
What is the cheapest month to book a flight from New Haven to Cayman Islands?
Currently, October is the cheapest month in which you can book a flight from New Haven to Cayman Islands (average of $119). Flying from New Haven to Cayman Islands in June is currently the most expensive (average of $332). 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.
Related info for your journey
Find useful and relevant information for your journey from New Haven to Cayman Islands. 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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