Cheap flights from Cayman Islands starting at €155

View €155 flight on Mon, 15 Jun 2026Opens in a new window

Popular airlines from Cayman Islands

  • American Airlines

  • Delta

  • Air Canada

  • United

  • Cayman Airways

  • Southwest Airlines

  • JetBlue Airways

  • 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

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
Mon, 18 May - Fri, 22 May
GCM
Grand Cayman
MIA
Miami
€248 Return, found 3 days ago
€248
Return
found 3 days ago
Select Cayman Airways flight, departing Mon, 18 May from Grand Cayman to Miami, returning Fri, 22 May, priced at €248 found 3 days ago
Delta
Wed, 20 May - Thu, 28 May
GCM
Grand Cayman
MIA
Miami
€253 Return, found 3 days ago
€253
Return
found 3 days ago
Select Delta flight, departing Wed, 20 May from Grand Cayman to Miami, returning Thu, 28 May, priced at €253 found 3 days ago
Cayman Airways
Wed, 20 May - Fri, 22 May
GCM
Grand Cayman
MIA
Miami
€261 Return, found 3 days ago
€261
Return
found 3 days ago
Select Cayman Airways flight, departing Wed, 20 May from Grand Cayman to Miami, returning Fri, 22 May, priced at €261 found 3 days ago
Cayman Airways
Mon, 18 May - Sun, 24 May
GCM
Grand Cayman
MIA
Miami
€266 Return, found 3 days ago
€266
Return
found 3 days ago
Select Cayman Airways flight, departing Mon, 18 May from Grand Cayman to Miami, returning Sun, 24 May, priced at €266 found 3 days ago
Cayman Airways
Tue, 1 Dec - Tue, 5 Jan
GCM
Grand Cayman
MIA
Miami
€274 Return, found 6 days ago
€274
Return
found 6 days ago
Select Cayman Airways flight, departing Tue, 1 Dec from Grand Cayman to Miami, returning Tue, 5 Jan, priced at €274 found 6 days ago
Cayman Airways
Wed, 20 May - Sat, 23 May
GCM
Grand Cayman
MIA
Miami
€274 Return, found 3 days ago
€274
Return
found 3 days ago
Select Cayman Airways flight, departing Wed, 20 May from Grand Cayman to Miami, returning Sat, 23 May, priced at €274 found 3 days ago
United
Wed, 3 Jun - Sun, 7 Jun
GCM
Grand Cayman
YYZ
Toronto
€276 Return, found 3 days ago
€276
Return
found 3 days ago
Select United flight, departing Wed, 3 Jun from Grand Cayman to Toronto, returning Sun, 7 Jun, priced at €276 found 3 days ago
Cayman Airways
Wed, 20 May - Sun, 24 May
GCM
Grand Cayman
MIA
Miami
€279 Return, found 3 days ago
€279
Return
found 3 days ago
Select Cayman Airways flight, departing Wed, 20 May from Grand Cayman to Miami, returning Sun, 24 May, priced at €279 found 3 days ago
Air Canada
Mon, 1 Jun - Mon, 8 Jun
GCM
Grand Cayman
YYZ
Toronto
€297 Return, found 3 days ago
€297
Return
found 3 days ago
Select Air Canada flight, departing Mon, 1 Jun from Grand Cayman to Toronto, returning Mon, 8 Jun, priced at €297 found 3 days ago
WestJet
Tue, 2 Jun - Tue, 9 Jun
GCM
Grand Cayman
YYZ
Toronto
€307 Return, found 3 days ago
€307
Return
found 3 days ago
Select WestJet flight, departing Tue, 2 Jun from Grand Cayman to Toronto, returning Tue, 9 Jun, priced at €307 found 3 days ago

Explore a world of travel with Expedia

*Available to Expedia members.