Cheap flights from Cayman Islands

View NZ$357 flight on Thu, 21 May 2026Opens in a new window

Popular airlines from Cayman Islands

  • American Airlines

  • Delta

  • Air Canada

  • United

  • Cayman Airways

  • Southwest Airlines

  • British Airways

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 35% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheapest flights from 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.

Cayman Airways
Thu, 21 May - Thu, 28 May
GCM
Grand Cayman
MIA
Miami
NZ$491 Return, found 2 days ago
NZ$491
Return
found 2 days ago
Select Cayman Airways flight, departing Thu, 21 May from Grand Cayman to Miami, returning Thu, 28 May, priced at NZ$491 found 2 days ago
Delta
Tue, 19 May - Tue, 26 May
GCM
Grand Cayman
MIA
Miami
NZ$501 Return, found 2 days ago
NZ$501
Return
found 2 days ago
Select Delta flight, departing Tue, 19 May from Grand Cayman to Miami, returning Tue, 26 May, priced at NZ$501 found 2 days ago
Cayman Airways
Wed, 20 May - Mon, 25 May
GCM
Grand Cayman
MIA
Miami
NZ$516 Return, found 2 days ago
NZ$516
Return
found 2 days ago
Select Cayman Airways flight, departing Wed, 20 May from Grand Cayman to Miami, returning Mon, 25 May, priced at NZ$516 found 2 days ago
Cayman Airways
Mon, 18 May - Sun, 31 May
GCM
Grand Cayman
MIA
Miami
NZ$525 Return, found 2 days ago
NZ$525
Return
found 2 days ago
Select Cayman Airways flight, departing Mon, 18 May from Grand Cayman to Miami, returning Sun, 31 May, priced at NZ$525 found 2 days ago
Cayman Airways
Thu, 21 May - Thu, 28 May
GCM
Grand Cayman
MIA
Miami
NZ$543 Return, found 2 days ago
NZ$543
Return
found 2 days ago
Select Cayman Airways flight, departing Thu, 21 May from Grand Cayman to Miami, returning Thu, 28 May, priced at NZ$543 found 2 days ago
Cayman Airways
Wed, 20 May - Sun, 31 May
GCM
Grand Cayman
MIA
Miami
NZ$551 Return, found 2 days ago
NZ$551
Return
found 2 days ago
Select Cayman Airways flight, departing Wed, 20 May from Grand Cayman to Miami, returning Sun, 31 May, priced at NZ$551 found 2 days ago
Cayman Airways
Fri, 22 May - Wed, 27 May
GCM
Grand Cayman
MIA
Miami
NZ$559 Return, found 2 days ago
NZ$559
Return
found 2 days ago
Select Cayman Airways flight, departing Fri, 22 May from Grand Cayman to Miami, returning Wed, 27 May, priced at NZ$559 found 2 days ago
American Airlines
Thu, 21 May - Thu, 28 May
GCM
Grand Cayman
MIA
Miami
NZ$611 Return, found 2 days ago
NZ$611
Return
found 2 days ago
Select American Airlines flight, departing Thu, 21 May from Grand Cayman to Miami, returning Thu, 28 May, priced at NZ$611 found 2 days ago
Air Canada
Thu, 11 June - Wed, 24 June
GCM
Grand Cayman
LGA
New York
NZ$665 Return, found 2 days ago
NZ$665
Return
found 2 days ago
Select Air Canada flight, departing Thu, 11 June from Grand Cayman to New York, returning Wed, 24 June, priced at NZ$665 found 2 days ago
United
Sat, 9 May - Mon, 25 May
GCM
Grand Cayman
EWR
New York
NZ$720 Return, found 2 days ago
NZ$720
Return
found 2 days ago
Select United flight, departing Sat, 9 May from Grand Cayman to New York, returning Mon, 25 May, priced at NZ$720 found 2 days ago

Explore a world of travel with Expedia

*Available to Expedia members.