$480+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — GCM
Dec 5 — Dec 121
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from New Haven to Cayman Islands 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.Find flight deals from New Haven to Cayman Islands
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 November 5, 2025.
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 November 5, 2025.
This Mytrip deal was found by Cheapflights users on 11/5. 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.
Sun 12/71:50 pmHVN - GCM
2 stops21h 45mMultiple Airlines
Sat 12/135:56 pmGCM - HVN
2 stops19h 21mMultiple Airlines
Deal found 11/5![Multiple Airlines logo]()
$480
This Mytrip deal was found by Cheapflights users on 11/5. 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.
Sat 12/204:10 pmHVN - GCM
2 stops21h 35mMultiple Airlines
Sat 12/275:56 pmGCM - HVN
2 stops27h 52mMultiple Airlines
Deal found 11/5![Multiple Airlines logo]()
$687
Cheap 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 November 5, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $480 (Mytrip) |
Popular in | December |
Cheapest in | March |
Average price | $448 |
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 November 5, 2025.
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
Sun 12/7
1:50 pm-11:35 am
2 stops21h 45m
George Town Owen Roberts Intl
Sat 12/13
5:56 pm-1:17 pm
2 stops19h 21m
$480
New HavenGeorge Town
HVN - GCM
HVNGCM
Tweed-New Haven
Sat 12/20
4:10 pm-1:45 pm
2 stops21h 35m
George Town Owen Roberts Intl
Sat 12/27
5:56 pm-9:48 pm
2 stops27h 52m
$687
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.
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
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 $348). 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.