Flight to Cayman Islands

Popular airlines to Cayman Islands

  • American Airlines

    American Airlines

  • Delta

    Delta

  • United

    United

  • JetBlue Airways

    JetBlue Airways

  • Southwest Airlines

    Southwest Airlines

  • Air Canada

    Air Canada

  • Cayman Airways

    Cayman Airways

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 40% on select hotels after you book a flight*
    trophy illustration

    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 S$173 for one-way flights and S$459 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, 8 Nov - Sat, 15 Nov
JFK
New York
GCM
Grand Cayman
S$459 Return, found 4 days ago
S$459
Return
found 4 days ago
Select American Airlines flight, departing Sat, 8 Nov from New York to Grand Cayman, returning Sat, 15 Nov, priced at S$459 found 4 days ago
American Airlines
Sat, 25 Oct - Fri, 31 Oct
JFK
New York
GCM
Grand Cayman
S$459 Return, found 19 hours ago
S$459
Return
found 19 hours ago
Select American Airlines flight, departing Sat, 25 Oct from New York to Grand Cayman, returning Fri, 31 Oct, priced at S$459 found 19 hours ago
American Airlines
Sat, 8 Nov - Sat, 15 Nov
JFK
New York
GCM
Grand Cayman
S$476 Return, found 4 days ago
S$476
Return
found 4 days ago
Select American Airlines flight, departing Sat, 8 Nov from New York to Grand Cayman, returning Sat, 15 Nov, priced at S$476 found 4 days ago
American Airlines
Sat, 8 Nov - Sat, 15 Nov
JFK
New York
GCM
Grand Cayman
S$483 Return, found 4 days ago
S$483
Return
found 4 days ago
Select American Airlines flight, departing Sat, 8 Nov from New York to Grand Cayman, returning Sat, 15 Nov, priced at S$483 found 4 days ago
American Airlines
Sat, 25 Oct - Fri, 31 Oct
JFK
New York
GCM
Grand Cayman
S$485 Return, found 19 hours ago
S$485
Return
found 19 hours ago
Select American Airlines flight, departing Sat, 25 Oct from New York to Grand Cayman, returning Fri, 31 Oct, priced at S$485 found 19 hours ago
American Airlines
Sat, 25 Oct - Fri, 31 Oct
JFK
New York
GCM
Grand Cayman
S$491 Return, found 19 hours ago
S$491
Return
found 19 hours ago
Select American Airlines flight, departing Sat, 25 Oct from New York to Grand Cayman, returning Fri, 31 Oct, priced at S$491 found 19 hours ago
Delta
Sat, 8 Nov - Sat, 15 Nov
JFK
New York
GCM
Grand Cayman
S$516 Return, found 4 days ago
S$516
Return
found 4 days ago
Select Delta flight, departing Sat, 8 Nov from New York to Grand Cayman, returning Sat, 15 Nov, priced at S$516 found 4 days ago
Air Canada
Sat, 25 Oct - Fri, 31 Oct
JFK
New York
GCM
Grand Cayman
S$1,035 Return, found 19 hours ago
S$1,035
Return
found 19 hours ago
Select Air Canada flight, departing Sat, 25 Oct from New York to Grand Cayman, returning Fri, 31 Oct, priced at S$1,035 found 19 hours ago
Qatar Airways
Wed, 15 Oct - Thu, 23 Oct
SIN
Singapore
GCM
Grand Cayman
S$1,921 Return, found 1 day ago
S$1,921
Return
found 1 day ago
Select Qatar Airways flight, departing Wed, 15 Oct from Singapore to Grand Cayman, returning Thu, 23 Oct, priced at S$1,921 found 1 day ago
British Airways
Fri, 6 Feb - Fri, 13 Feb
SIN
Singapore
GCM
Grand Cayman
S$2,053 Return, found 1 day ago
S$2,053
Return
found 1 day ago
Select British Airways flight, departing Fri, 6 Feb from Singapore to Grand Cayman, returning Fri, 13 Feb, priced at S$2,053 found 1 day ago

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.

Cayman Islands Flights Information

Airlines serving
Cayman Airways, American Airlines, Delta, Air Canada, Qatar Airways, British Airways
Roundtrip price
from S$459

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, S$459 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 (JFK), you could've picked up a cheap seat for just S$173 in the last seven days. Return flights to Cayman Islands ranged from only S$459 to S$2,053 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.

When is the cheapest time to fly to Cayman Islands?
If you're not fixed on what day you travel to Cayman Islands, fly out early in the week. The cheapest day to take off is generally Tuesday, closely followed by Monday. Saturday is typically the priciest day, with lots of holiday makers preferring to take off on the weekend.
How much is a plane ticket to Cayman Islands?
Fares ranged from S$459 to S$2,053 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.

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.

Qatar Airways
Wed, 15 Oct - Thu, 23 Oct
SIN
Singapore
GCM
Grand Cayman
S$1,921 Return, found 1 day ago
S$1,921
Return
found 1 day ago
Select Qatar Airways flight, departing Wed, 15 Oct from Singapore to Grand Cayman, returning Thu, 23 Oct, priced at S$1,921 found 1 day ago
*Available to Expedia members.