Flight to Cayman Islands

View S$257 flight on Tue, 7 Apr, 2026Opens in a new window

Popular airlines to Cayman Islands

  • American Airlines

  • Delta

  • Air Canada

  • United

  • JetBlue Airways

  • Southwest Airlines

  • Cayman Airways

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 40% 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 S$257 for one-way flights and S$815 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$815 Return, found 11 hours ago
S$815
Return
found 11 hours ago
Select Air Canada flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$815 found 11 hours ago
Delta
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$961 Return, found 11 hours ago
S$961
Return
found 11 hours ago
Select Delta flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$961 found 11 hours ago
United
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$987 Return, found 11 hours ago
S$987
Return
found 11 hours ago
Select United flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$987 found 11 hours ago
United
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$994 Return, found 11 hours ago
S$994
Return
found 11 hours ago
Select United flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$994 found 11 hours ago
Air Canada
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$1,033 Return, found 11 hours ago
S$1,033
Return
found 11 hours ago
Select Air Canada flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$1,033 found 11 hours ago
American Airlines
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$1,056 Return, found 11 hours ago
S$1,056
Return
found 11 hours ago
Select American Airlines flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$1,056 found 11 hours ago
United
Tue, 7 Apr - Sat, 11 Apr
SNA
Orange County
GCM
Grand Cayman
S$1,078 Return, found 1 day ago
S$1,078
Return
found 1 day ago
Select United flight, departing Tue, 7 Apr from Orange County to Grand Cayman, returning Sat, 11 Apr, priced at S$1,078 found 1 day ago
Air Canada
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$1,080 Return, found 11 hours ago
S$1,080
Return
found 11 hours ago
Select Air Canada flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$1,080 found 11 hours ago
Air Canada
Fri, 19 Jun - Mon, 22 Jun
IAH
Houston
GCM
Grand Cayman
S$1,082 Return, found 11 hours ago
S$1,082
Return
found 11 hours ago
Select Air Canada flight, departing Fri, 19 Jun from Houston to Grand Cayman, returning Mon, 22 Jun, priced at S$1,082 found 11 hours ago
Qatar Airways
Mon, 2 Mar - Sun, 8 Mar
SIN
Singapore
GCM
Grand Cayman
S$1,828 Return, found 1 day ago
S$1,828
Return
found 1 day ago
Select Qatar Airways flight, departing Mon, 2 Mar from Singapore to Grand Cayman, returning Sun, 8 Mar, priced at S$1,828 found 1 day ago

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
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
American Airlines, United, Air Canada, Delta, avianca, Qatar Airways
Roundtrip price
from S$815

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$815 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 Orange County (SNA), you could've picked up a cheap seat for just S$257 in the last seven days. Return flights to Cayman Islands ranged from only S$815 to S$1,828 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$815 to S$1,828 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
Mon, 2 Mar - Sun, 8 Mar
SIN
Singapore
GCM
Grand Cayman
S$1,828 Return, found 1 day ago
S$1,828
Return
found 1 day ago
Select Qatar Airways flight, departing Mon, 2 Mar from Singapore to Grand Cayman, returning Sun, 8 Mar, priced at S$1,828 found 1 day ago
*Available to Expedia members.