Cheap flights from Cayman Islands

View AU$299 flight on Wed, 2 Sept 2026Opens in a new window

Popular airlines from Cayman Islands

  • American Airlines

  • Delta

  • Air Canada

  • United

  • Cayman Airways

  • British Airways

  • Southwest Airlines

  • 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
Sun, 23 Aug - Mon, 31 Aug
GCM
Grand Cayman
MIA
Miami
AU$413 Return, found 4 days ago
AU$413
Return
found 4 days ago
Select Cayman Airways flight, departing Sun, 23 Aug from Grand Cayman to Miami, returning Mon, 31 Aug, priced at AU$413 found 4 days ago
Delta
Sat, 5 Sept - Fri, 11 Sept
GCM
Grand Cayman
MIA
Miami
AU$421 Return, found 4 days ago
AU$421
Return
found 4 days ago
Select Delta flight, departing Sat, 5 Sept from Grand Cayman to Miami, returning Fri, 11 Sept, priced at AU$421 found 4 days ago
Cayman Airways
Mon, 24 Aug - Fri, 11 Sept
GCM
Grand Cayman
MIA
Miami
AU$428 Return, found 4 days ago
AU$428
Return
found 4 days ago
Select Cayman Airways flight, departing Mon, 24 Aug from Grand Cayman to Miami, returning Fri, 11 Sept, priced at AU$428 found 4 days ago
Cayman Airways
Sun, 23 Aug - Mon, 7 Sept
GCM
Grand Cayman
MIA
Miami
AU$435 Return, found 4 days ago
AU$435
Return
found 4 days ago
Select Cayman Airways flight, departing Sun, 23 Aug from Grand Cayman to Miami, returning Mon, 7 Sept, priced at AU$435 found 4 days ago
Cayman Airways
Thu, 3 Sept - Fri, 11 Sept
GCM
Grand Cayman
MIA
Miami
AU$442 Return, found 4 days ago
AU$442
Return
found 4 days ago
Select Cayman Airways flight, departing Thu, 3 Sept from Grand Cayman to Miami, returning Fri, 11 Sept, priced at AU$442 found 4 days ago
Cayman Airways
Wed, 2 Sept - Fri, 11 Sept
GCM
Grand Cayman
MIA
Miami
AU$449 Return, found 4 days ago
AU$449
Return
found 4 days ago
Select Cayman Airways flight, departing Wed, 2 Sept from Grand Cayman to Miami, returning Fri, 11 Sept, priced at AU$449 found 4 days ago
Cayman Airways
Sat, 5 Sept - Fri, 11 Sept
GCM
Grand Cayman
MIA
Miami
AU$457 Return, found 4 days ago
AU$457
Return
found 4 days ago
Select Cayman Airways flight, departing Sat, 5 Sept from Grand Cayman to Miami, returning Fri, 11 Sept, priced at AU$457 found 4 days ago
American Airlines
Sat, 5 Sept - Fri, 11 Sept
GCM
Grand Cayman
MIA
Miami
AU$514 Return, found 4 days ago
AU$514
Return
found 4 days ago
Select American Airlines flight, departing Sat, 5 Sept from Grand Cayman to Miami, returning Fri, 11 Sept, priced at AU$514 found 4 days ago
Air Canada
Thu, 10 Sept - Sat, 12 Sept
GCM
Grand Cayman
YYZ
Toronto
AU$576 Return, found 1 hour ago
AU$576
Return
found 1 hour ago
Select Air Canada flight, departing Thu, 10 Sept from Grand Cayman to Toronto, returning Sat, 12 Sept, priced at AU$576 found 1 hour ago
JetBlue Airways
Fri, 18 Dec - Tue, 5 Jan
GCM
Grand Cayman
JFK
New York
AU$800 Return, found 5 days ago
AU$800
Return
found 5 days ago
Select JetBlue Airways flight, departing Fri, 18 Dec from Grand Cayman to New York, returning Tue, 5 Jan, priced at AU$800 found 5 days ago

Explore a world of travel with Expedia

*Available to Expedia members.