Cheap flights to Cayman Islands

View €90 flight on Fri, 13 Mar 2026Opens in a new window

Popular airlines to Cayman Islands

  • American Airlines

  • Delta

  • United

  • Air Canada

  • Southwest Airlines

  • JetBlue Airways

  • Spirit Airlines

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 15% 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 €90 for one-way flights and €239 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sun, 8 Mar - Thu, 12 Mar
YYZ
Toronto
GCM
Grand Cayman
€239 Return, found 5 days ago
€239
Return
found 5 days ago
Select United flight, departing Sun, 8 Mar from Toronto to Grand Cayman, returning Thu, 12 Mar, priced at €239 found 5 days ago
United
Mon, 9 Mar - Sun, 15 Mar
YYZ
Toronto
GCM
Grand Cayman
€240 Return, found 2 days ago
€240
Return
found 2 days ago
Select United flight, departing Mon, 9 Mar from Toronto to Grand Cayman, returning Sun, 15 Mar, priced at €240 found 2 days ago
Porter Airlines
Thu, 19 Mar - Thu, 26 Mar
YYZ
Toronto
GCM
Grand Cayman
€242 Return, found 1 day ago
€242
Return
found 1 day ago
Select Porter Airlines flight, departing Thu, 19 Mar from Toronto to Grand Cayman, returning Thu, 26 Mar, priced at €242 found 1 day ago
WestJet
Mon, 9 Mar - Sun, 15 Mar
YYZ
Toronto
GCM
Grand Cayman
€243 Return, found 2 days ago
€243
Return
found 2 days ago
Select WestJet flight, departing Mon, 9 Mar from Toronto to Grand Cayman, returning Sun, 15 Mar, priced at €243 found 2 days ago
WestJet
Sun, 8 Mar - Thu, 12 Mar
YYZ
Toronto
GCM
Grand Cayman
€254 Return, found 5 days ago
€254
Return
found 5 days ago
Select WestJet flight, departing Sun, 8 Mar from Toronto to Grand Cayman, returning Thu, 12 Mar, priced at €254 found 5 days ago
Cayman Airways
Fri, 13 Mar - Fri, 20 Mar
JFK
New York
GCM
Grand Cayman
€263 Return, found 6 days ago
€263
Return
found 6 days ago
Select Cayman Airways flight, departing Fri, 13 Mar from New York to Grand Cayman, returning Fri, 20 Mar, priced at €263 found 6 days ago
JetBlue Airways
Thu, 19 Mar - Fri, 20 Mar
JFK
New York
GCM
Grand Cayman
€264 Return, found 5 hours ago
€264
Return
found 5 hours ago
Select JetBlue Airways flight, departing Thu, 19 Mar from New York to Grand Cayman, returning Fri, 20 Mar, priced at €264 found 5 hours ago
Air Transat
Thu, 19 Mar - Thu, 26 Mar
YYZ
Toronto
GCM
Grand Cayman
€289 Return, found 1 day ago
€289
Return
found 1 day ago
Select Air Transat flight, departing Thu, 19 Mar from Toronto to Grand Cayman, returning Thu, 26 Mar, priced at €289 found 1 day ago
Delta
Fri, 20 Mar - Mon, 23 Mar
EWR
New York
GCM
Grand Cayman
€303 Return, found 5 hours ago
€303
Return
found 5 hours ago
Select Delta flight, departing Fri, 20 Mar from New York to Grand Cayman, returning Mon, 23 Mar, priced at €303 found 5 hours ago
American Airlines
Sun, 3 May - Fri, 8 May
JFK
New York
GCM
Grand Cayman
€319 Return, found 15 hours ago
€319
Return
found 15 hours ago
Select American Airlines flight, departing Sun, 3 May from New York to Grand Cayman, returning Fri, 8 May, priced at €319 found 15 hours 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.

Delta
Fri, 6 Mar - Mon, 23 Mar
DUB
Dublin
GCM
Grand Cayman
€689 Return, found 5 days ago
€689
Return
found 5 days ago
Select Delta flight, departing Fri, 6 Mar from Dublin to Grand Cayman, returning Mon, 23 Mar, priced at €689 found 5 days 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, €239 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 €90 in the last seven days. Return flights to Cayman Islands ranged from only €239 to €689 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.

How much is a plane ticket to Cayman Islands?
Fares ranged from €239 to €689 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

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.
About Cayman Islands

Explore a world of travel with Expedia

*Available to Expedia members.