Flight to Cayman Islands

View S$315 flight on Tue, 2 Jun, 2026Opens in a new window

Popular airlines to Cayman Islands

  • American Airlines

  • Delta

  • United

  • Air Canada

  • Southwest Airlines

  • JetBlue Airways

  • Cayman Airways

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Cheap round-trip flights to Cayman Islands

Prices were available within the past 7 days and start at S$315 for one-way flights and S$711 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$711 Return, found 15 hours ago
S$711
Return
found 15 hours ago
Select Delta flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$711 found 15 hours ago
Delta
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$748 Return, found 15 hours ago
S$748
Return
found 15 hours ago
Select Delta flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$748 found 15 hours ago
American Airlines
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$754 Return, found 15 hours ago
S$754
Return
found 15 hours ago
Select American Airlines flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$754 found 15 hours ago
American Airlines
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$762 Return, found 15 hours ago
S$762
Return
found 15 hours ago
Select American Airlines flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$762 found 15 hours ago
American Airlines
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$769 Return, found 15 hours ago
S$769
Return
found 15 hours ago
Select American Airlines flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$769 found 15 hours ago
United
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$775 Return, found 15 hours ago
S$775
Return
found 15 hours ago
Select United flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$775 found 15 hours ago
American Airlines
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$800 Return, found 15 hours ago
S$800
Return
found 15 hours ago
Select American Airlines flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$800 found 15 hours ago
Delta
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$807 Return, found 15 hours ago
S$807
Return
found 15 hours ago
Select Delta flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$807 found 15 hours ago
Delta
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$820 Return, found 15 hours ago
S$820
Return
found 15 hours ago
Select Delta flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$820 found 15 hours ago
Delta
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$844 Return, found 15 hours ago
S$844
Return
found 15 hours ago
Select Delta flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$844 found 15 hours ago
Delta
Tue, 2 Jun - Sat, 6 Jun
MCO
Orlando
GCM
Grand Cayman
S$845 Return, found 15 hours ago
S$845
Return
found 15 hours ago
Select Delta flight, departing Tue, 2 Jun from Orlando to Grand Cayman, returning Sat, 6 Jun, priced at S$845 found 15 hours 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$711 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 Orlando (MCO), you could've picked up a cheap seat for just S$315 in the last seven days. Return flights to Cayman Islands ranged from only S$711 to S$845 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$711 to S$845 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
Delta, American Airlines, United
Roundtrip price
from S$711
Cayman Islands Flights Information

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