Flight to Cayman Islands

View S$178 flight on Fri, 19 Jun, 2026Opens in a new window

Popular airlines to Cayman Islands

  • American Airlines

  • Delta

  • United

  • Air Canada

  • Southwest Airlines

  • Cayman Airways

  • JetBlue Airways

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Cheap round-trip flights to Cayman Islands

Prices were available within the past 7 days and start at S$178 for one-way flights and S$478 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, 12 Jun - Fri, 19 Jun
JFK
New York
GCM
Grand Cayman
S$478 Return, found 1 day ago
S$478
Return
found 1 day ago
Select American Airlines flight, departing Fri, 12 Jun from New York to Grand Cayman, returning Fri, 19 Jun, priced at S$478 found 1 day ago
American Airlines
Sat, 30 May - Sat, 6 Jun
JFK
New York
GCM
Grand Cayman
S$499 Return, found 4 days ago
S$499
Return
found 4 days ago
Select American Airlines flight, departing Sat, 30 May from New York to Grand Cayman, returning Sat, 6 Jun, priced at S$499 found 4 days ago
American Airlines
Thu, 4 Jun - Sat, 13 Jun
JFK
New York
GCM
Grand Cayman
S$501 Return, found 16 hours ago
S$501
Return
found 16 hours ago
Select American Airlines flight, departing Thu, 4 Jun from New York to Grand Cayman, returning Sat, 13 Jun, priced at S$501 found 16 hours ago
American Airlines
Sat, 30 May - Sat, 6 Jun
JFK
New York
GCM
Grand Cayman
S$506 Return, found 4 days ago
S$506
Return
found 4 days ago
Select American Airlines flight, departing Sat, 30 May from New York to Grand Cayman, returning Sat, 6 Jun, priced at S$506 found 4 days ago
American Airlines
Thu, 4 Jun - Sat, 13 Jun
JFK
New York
GCM
Grand Cayman
S$508 Return, found 16 hours ago
S$508
Return
found 16 hours ago
Select American Airlines flight, departing Thu, 4 Jun from New York to Grand Cayman, returning Sat, 13 Jun, priced at S$508 found 16 hours ago
American Airlines
Sat, 30 May - Sat, 6 Jun
JFK
New York
GCM
Grand Cayman
S$513 Return, found 4 days ago
S$513
Return
found 4 days ago
Select American Airlines flight, departing Sat, 30 May from New York to Grand Cayman, returning Sat, 6 Jun, priced at S$513 found 4 days ago
Delta
Sat, 30 May - Sat, 6 Jun
JFK
New York
GCM
Grand Cayman
S$539 Return, found 4 days ago
S$539
Return
found 4 days ago
Select Delta flight, departing Sat, 30 May from New York to Grand Cayman, returning Sat, 6 Jun, priced at S$539 found 4 days ago
Cayman Airways
Thu, 4 Jun - Sat, 13 Jun
JFK
New York
GCM
Grand Cayman
S$567 Return, found 16 hours ago
S$567
Return
found 16 hours ago
Select Cayman Airways flight, departing Thu, 4 Jun from New York to Grand Cayman, returning Sat, 13 Jun, priced at S$567 found 16 hours ago
United
Mon, 1 Jun - Tue, 9 Jun
SFO
San Francisco
GCM
Grand Cayman
S$1,091 Return, found 12 hours ago
S$1,091
Return
found 12 hours ago
Select United flight, departing Mon, 1 Jun from San Francisco to Grand Cayman, returning Tue, 9 Jun, priced at S$1,091 found 12 hours ago
Qatar Airways
Sun, 31 May - Sat, 6 Jun
SIN
Singapore
GCM
Grand Cayman
S$2,157 Return, found 1 day ago
S$2,157
Return
found 1 day ago
Select Qatar Airways flight, departing Sun, 31 May from Singapore to Grand Cayman, returning Sat, 6 Jun, priced at S$2,157 found 1 day 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.

Qatar Airways
Sun, 31 May - Sat, 6 Jun
SIN
Singapore
GCM
Grand Cayman
S$2,157 Return, found 1 day ago
S$2,157
Return
found 1 day ago
Select Qatar Airways flight, departing Sun, 31 May from Singapore to Grand Cayman, returning Sat, 6 Jun, priced at S$2,157 found 1 day 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, S$478 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$178 in the last seven days. Return flights to Cayman Islands ranged from only S$478 to S$2,157 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$478 to S$2,157 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

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.

Travel information

Cayman Islands Flights Information

Airlines serving
American Airlines, Delta, Cayman Airways, Air Canada, United, Qatar Airways
Roundtrip price
from S$478
Cayman Islands Flights Information

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