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Flight to Cayman Islands

View S$142 flight on Sat, 12 Sept, 2026Opens in a new window

Flight 1

Flight 2

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$142 for one-way flights and S$475 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cayman Airways
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$475 Return, found 1 day ago
S$475
Return
found 1 day ago
Select Cayman Airways flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$475 found 1 day ago
Cayman Airways
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$488 Return, found 1 day ago
S$488
Return
found 1 day ago
Select Cayman Airways flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$488 found 1 day ago
American Airlines
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$492 Return, found 1 day ago
S$492
Return
found 1 day ago
Select American Airlines flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$492 found 1 day ago
Cayman Airways
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$527 Return, found 1 day ago
S$527
Return
found 1 day ago
Select Cayman Airways flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$527 found 1 day ago
Cayman Airways
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$540 Return, found 1 day ago
S$540
Return
found 1 day ago
Select Cayman Airways flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$540 found 1 day ago
American Airlines
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$571 Return, found 1 day ago
S$571
Return
found 1 day ago
Select American Airlines flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$571 found 1 day ago
American Airlines
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$573 Return, found 1 day ago
S$573
Return
found 1 day ago
Select American Airlines flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$573 found 1 day ago
United
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$585 Return, found 1 day ago
S$585
Return
found 1 day ago
Select United flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$585 found 1 day ago
Delta
Sun, 9 Aug - Thu, 13 Aug
MIA
Miami
GCM
Grand Cayman
S$673 Return, found 1 day ago
S$673
Return
found 1 day ago
Select Delta flight, departing Sun, 9 Aug from Miami to Grand Cayman, returning Thu, 13 Aug, priced at S$673 found 1 day ago
Air Canada
Wed, 3 Feb - Sun, 28 Feb
LAX
Los Angeles
GCM
Grand Cayman
S$1,398 Return, found 6 days ago
S$1,398
Return
found 6 days ago
Select Air Canada flight, departing Wed, 3 Feb from Los Angeles to Grand Cayman, returning Sun, 28 Feb, priced at S$1,398 found 6 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.

Qatar Airways
Fri, 5 Feb - Mon, 8 Feb
SIN
Singapore
GCM
Grand Cayman
S$2,140 Return, found 17 hours ago
S$2,140
Return
found 17 hours ago
Select Qatar Airways flight, departing Fri, 5 Feb from Singapore to Grand Cayman, returning Mon, 8 Feb, priced at S$2,140 found 17 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$475 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 Miami (MIA), you could've picked up a cheap seat for just S$142 in the last seven days. Return flights to Cayman Islands ranged from only S$475 to S$2,140 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$475 to S$2,140 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, Cayman Airways, American Airlines, United, Air Canada
Roundtrip price
from S$475
Cayman Islands Flights Information

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