Southwest® flights from and within Cayman Islands
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Deals on flights from and within Cayman Islands
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$
Grand Cayman (GCM)to
Baltimore/Washington (BWI)Depart: 03/31/2026
From
$232
Seen: 18 hrs ago
One-way
Basic
Grand Cayman (GCM)to
New Orleans (MSY)Depart: 04/07/2026
From
$271
Seen: 16 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Las Vegas (LAS)Depart: 04/07/2026
From
$286
Seen: 17 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Fort Lauderdale (FLL)Depart: 04/01/2026
From
$288
Seen: 19 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Tampa (TPA)Depart: 03/25/2026
From
$302
Seen: 20 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Orlando (MCO)Depart: 04/08/2026
From
$314
Seen: 3 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Washington, D.C. (Dulles) (IAD)Depart: 03/19/2026
From
$335
Seen: 20 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Nashville (BNA)Depart: 03/17/2026
From
$355
Seen: 15 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Washington, D.C. (Reagan National) (DCA)Depart: 03/31/2026
From
$365
Seen: 18 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Pittsburgh (PIT)Depart: 04/01/2026
From
$371
Seen: 19 hrs ago
One-way
Basic
Grand Cayman (GCM)to
New York (LaGuardia) (LGA)Depart: 04/01/2026
From
$373
Seen: 20 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Sacramento (SMF)Depart: 04/06/2026
From
$396
Seen: 19 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Indianapolis (IND)Depart: 03/14/2026
From
$431
Seen: 13 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Dallas (Love Field) (DAL)Depart: 04/04/2026
From
$436
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
St. Louis (STL)Depart: 03/15/2026
From
$436
Seen: 18 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Los Angeles (LAX)Depart: 04/02/2026
From
$441
Seen: 13 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Atlanta (ATL)Depart: 04/05/2026
From
$451
Seen: 11 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Phoenix (PHX)Depart: 03/13/2026
From
$476
Seen: 2 hrs ago
One-way
Basic
Grand Cayman (GCM)to
San Jose, CA (SJC)Depart: 03/18/2026
From
$501
Seen: 8 hrs ago
One-way
Choice
Grand Cayman (GCM)to
Jacksonville (JAX)Depart: 03/14/2026
From
$536
Seen: 13 hrs ago
One-way
Choice
*Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.
Find popular low fares from and within Cayman Islands
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Grand Cayman (GCM) | Providence (PVD) | One-way / Basic | Depart: 05/06/2026 | From $236 Seen: 2 hrs ago |
| Grand Cayman (GCM) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 04/21/2026 | From $250 Seen: 5 hrs ago |
| Grand Cayman (GCM) | Orlando (MCO) | One-way / Basic | Depart: 04/17/2026 | From $265 Seen: 19 hrs ago |
| Grand Cayman (GCM) | Miami (MIA) | One-way / Basic | Depart: 04/22/2026 | From $276 Seen: 5 hrs ago |
| Grand Cayman (GCM) | Houston (Hobby) (HOU) | One-way / Basic | Depart: 05/13/2026 | From $286 Seen: 12 hrs ago |
| Grand Cayman (GCM) | Columbus (CMH) | One-way / Basic | Depart: 05/20/2026 | From $286 Seen: 14 minutes ago |
| Grand Cayman (GCM) | San Antonio (SAT) | One-way / Basic | Depart: 05/01/2026 | From $286 Seen: 19 hrs ago |
| Grand Cayman (GCM) | Birmingham (BHM) | One-way / Basic | Depart: 05/07/2026 | From $288 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Atlanta (ATL) | One-way / Basic | Depart: 04/23/2026 | From $296 Seen: 5 hrs ago |
| Grand Cayman (GCM) | West Palm Beach (PBI) | One-way / Basic | Depart: 05/13/2026 | From $299 Seen: 18 hrs ago |
| Grand Cayman (GCM) | San Diego (SAN) | One-way / Basic | Depart: 05/26/2026 | From $302 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 06/08/2026 | From $303 Seen: 45 minutes ago |
| Grand Cayman (GCM) | Sacramento (SMF) | One-way / Basic | Depart: 04/29/2026 | From $305 Seen: 10 hrs ago |
| Grand Cayman (GCM) | Buffalo/Niagara Falls (BUF) | One-way / Basic | Depart: 05/07/2026 | From $318 Seen: 19 hrs ago |
| Grand Cayman (GCM) | Phoenix (PHX) | One-way / Basic | Depart: 05/01/2026 | From $320 Seen: 8 hrs ago |
| Grand Cayman (GCM) | Nashville (BNA) | One-way / Basic | Depart: 05/07/2026 | From $321 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Kansas City (MCI) | One-way / Basic | Depart: 05/21/2026 | From $323 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Boston (BOS) | One-way / Basic | Depart: 05/22/2026 | From $338 Seen: 13 hrs ago |
| Grand Cayman (GCM) | Austin (AUS) | One-way / Basic | Depart: 06/16/2026 | From $342 Seen: 4 hrs ago |
| Grand Cayman (GCM) | Washington, D.C. (Reagan National) (DCA) | One-way / Basic | Depart: 06/08/2026 | From $342 Seen: 45 minutes ago |
*Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.
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