Cheap flights to Cayman Islands

View €85 flight on Sun, 6 Sept 2026Opens in a new window

Popular airlines to Cayman Islands

  • American Airlines

  • Delta

  • United

  • Air Canada

  • Southwest Airlines

  • Cayman Airways

  • JetBlue Airways

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 15% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Cayman Islands

Prices were available within the past 7 days and start at €85 for one-way flights and €318 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 11 Jun - Sat, 13 Jun
JFK
New York
GCM
Grand Cayman
€318 Return, found 3 days ago
€318
Return
found 3 days ago
Select American Airlines flight, departing Thu, 11 Jun from New York to Grand Cayman, returning Sat, 13 Jun, priced at €318 found 3 days ago
American Airlines
Sat, 14 Nov - Fri, 20 Nov
LGA
New York
GCM
Grand Cayman
€319 Return, found 19 hours ago
€319
Return
found 19 hours ago
Select American Airlines flight, departing Sat, 14 Nov from New York to Grand Cayman, returning Fri, 20 Nov, priced at €319 found 19 hours ago
American Airlines
Wed, 10 Jun - Mon, 15 Jun
JFK
New York
GCM
Grand Cayman
€322 Return, found 3 days ago
€322
Return
found 3 days ago
Select American Airlines flight, departing Wed, 10 Jun from New York to Grand Cayman, returning Mon, 15 Jun, priced at €322 found 3 days ago
American Airlines
Sat, 14 Nov - Fri, 20 Nov
JFK
New York
GCM
Grand Cayman
€323 Return, found 19 hours ago
€323
Return
found 19 hours ago
Select American Airlines flight, departing Sat, 14 Nov from New York to Grand Cayman, returning Fri, 20 Nov, priced at €323 found 19 hours ago
American Airlines
Wed, 10 Jun - Mon, 15 Jun
JFK
New York
GCM
Grand Cayman
€327 Return, found 3 days ago
€327
Return
found 3 days ago
Select American Airlines flight, departing Wed, 10 Jun from New York to Grand Cayman, returning Mon, 15 Jun, priced at €327 found 3 days ago
United
Sun, 15 Nov - Fri, 20 Nov
EWR
New York
GCM
Grand Cayman
€328 Return, found 19 hours ago
€328
Return
found 19 hours ago
Select United flight, departing Sun, 15 Nov from New York to Grand Cayman, returning Fri, 20 Nov, priced at €328 found 19 hours ago
United
Sat, 6 Jun - Sat, 13 Jun
EWR
New York
GCM
Grand Cayman
€331 Return, found 17 hours ago
€331
Return
found 17 hours ago
Select United flight, departing Sat, 6 Jun from New York to Grand Cayman, returning Sat, 13 Jun, priced at €331 found 17 hours ago
Air Canada
Sat, 6 Jun - Sat, 13 Jun
EWR
New York
GCM
Grand Cayman
€347 Return, found 17 hours ago
€347
Return
found 17 hours ago
Select Air Canada flight, departing Sat, 6 Jun from New York to Grand Cayman, returning Sat, 13 Jun, priced at €347 found 17 hours ago
Delta
Thu, 11 Jun - Sat, 13 Jun
LGA
New York
GCM
Grand Cayman
€360 Return, found 3 days ago
€360
Return
found 3 days ago
Select Delta flight, departing Thu, 11 Jun from New York to Grand Cayman, returning Sat, 13 Jun, priced at €360 found 3 days ago
Cayman Airways
Thu, 11 Jun - Sun, 14 Jun
JFK
New York
GCM
Grand Cayman
€432 Return, found 3 days ago
€432
Return
found 3 days ago
Select Cayman Airways flight, departing Thu, 11 Jun from New York to Grand Cayman, returning Sun, 14 Jun, priced at €432 found 3 days ago

Trending flights to Cayman Islands

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 9 Nov - Mon, 16 Nov
DUB
Dublin
GCM
Grand Cayman
€691 Return, found 2 days ago
€691
Return
found 2 days ago
Select Delta flight, departing Mon, 9 Nov from Dublin to Grand Cayman, returning Mon, 16 Nov, priced at €691 found 2 days ago

Frequently asked questions

How do I find cheap flights to Cayman Islands that have flexible change policies?
Search for your affordable fares to Cayman Islands, then mark the "No change fee" box directly below the "Flexible change policies" heading. It's that simple. We appreciate that travel plans can change and flexibility is essential, so you can book with confidence with Expedia.
Which airlines fly to Cayman Islands?
Find your passport, pack your bags and choose between these leading airlines that service Cayman Islands:

  • American Airlines - 130 flights to or near Cayman Islands each month, including 130 flights to Owen Roberts Intl. Airport (GCM) per month.
  • Cayman Airways - 82 flights to or near Cayman Islands each month, including 78 flights to Owen Roberts Intl. Airport (GCM) per month.
  • United Airlines - 47 flights to or near Cayman Islands each month, including 47 flights to Owen Roberts Intl. Airport (GCM) per month.

How can I find cheap tickets to Cayman Islands?
In the last seven days, €318 was the best price for a flight to Cayman Islands. For even bigger savings, book well in advance and be flexible with your travel dates. Search for your trip to Cayman Islands, then compare prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Cayman Islands?
If you were journeying one way from New York (EWR), you could've picked up a cheap seat for just €85 in the last seven days. Return flights to Cayman Islands ranged from only €318 to €691 during this same period.
What are the most popular airports to fly into in Cayman Islands?
Pack your suitcase and cruise into one of these top Cayman Islands airports:

  • Owen Roberts Intl. Airport (GCM) - 338 flights per month.
  • Gerrard Smith Intl. Airport (CYB) - 4 flights per month.

How much is a plane ticket to Cayman Islands?
Fares ranged from €318 to €691 over the last seven days. When you're ready to book, we'll help you secure the best price to Cayman Islands.
What is the best time to go to Cayman Islands?
George Town, Cayman Islands's most populated city, is an awesome place to check out at anytime. Not into cold weather? Then journey here from June 20 onward in summer, when average temperatures range from 29ºC to 29ºC. July, August and October is when George Town draws the biggest crowds.
What months are the cheapest to book a flight to Cayman Islands?
An inexpensive month to book an awesome deal to Cayman Islands is February, while prices are at their highest in December. Give this month a miss if you're on a budget.

Book with confidence

About Cayman Islands

Expedia offers flights to Cayman Islands to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Cayman Islands or destinations around the world and discover how easy it is to make your flight reservations on Expedia.
About Cayman Islands

Explore a world of travel with Expedia

*Available to Expedia members.