Southwest® flights from and within Cayman Islands

Promo Code

Deals on flights from and within Cayman Islands

$

Grand Cayman (GCM)to

Salt Lake City (SLC)
Depart: 02/02/2026
From
$181
Seen: 3 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Baltimore/Washington (BWI)
Depart: 01/14/2026
From
$217
Seen: 9 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Orlando (MCO)
Depart: 02/04/2026
From
$237
Seen: 17 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Austin (AUS)
Depart: 01/12/2026
From
$243
Seen: 1 hour ago
One-way
Basic

Grand Cayman (GCM)to

Fort Lauderdale (FLL)
Depart: 01/14/2026
From
$288
Seen: 9 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Washington, D.C. (Reagan National) (DCA)
Depart: 01/22/2026
From
$311
Seen: 20 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Miami (MIA)
Depart: 01/15/2026
From
$331
Seen: 23 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Philadelphia (PHL)
Depart: 01/21/2026
From
$355
Seen: 23 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Denver (DEN)
Depart: 01/11/2026
From
$365
Seen: 17 hrs ago
One-way
Basic

Grand Cayman (GCM)to

Long Beach (LGB)
Depart: 01/11/2026
From
$381
Seen: 20 hrs ago
One-way
Choice

Grand Cayman (GCM)to

Chicago (Midway) (MDW)
Depart: 01/12/2026
From
$389
Seen: 23 minutes ago
One-way
Basic

Grand Cayman (GCM)to

Nashville (BNA)
Depart: 01/11/2026
From
$405
Seen: 19 hrs ago
One-way
Choice

Grand Cayman (GCM)to

Houston (Hobby) (HOU)
Depart: 01/20/2026
From
$416
Seen: 4 hrs ago
One-way
Choice

Grand Cayman (GCM)to

Las Vegas (LAS)
Depart: 01/23/2026
From
$424
Seen: 23 hrs ago
One-way
Choice

Grand Cayman (GCM)to

St. Louis (STL)
Depart: 01/16/2026
From
$425
Seen: 3 hrs ago
One-way
Choice

Grand Cayman (GCM)to

Louisville (SDF)
Depart: 01/18/2026
From
$446
Seen: 1 hour ago
One-way
Choice

Grand Cayman (GCM)to

Albany (ALB)
Depart: 01/11/2026
From
$536
Seen: 23 hrs ago
One-way
Choice

Grand Cayman (GCM)to

Phoenix (PHX)
Depart: 02/07/2026
From
$681
Seen: 3 hrs ago
One-way
Choice

Grand Cayman (GCM)to

Seattle/Tacoma (SEA)
Depart: 01/11/2026
From
$773
Seen: 16 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

$
Find popular low fares from and within Cayman Islands
From
To
Fare Type
Dates
Price
Grand Cayman (GCM)Orlando (MCO)One-way
/
Basic		Depart: 02/24/2026

From

$237

Seen: 18 hrs ago

Grand Cayman (GCM)Baltimore/Washington (BWI)One-way
/
Basic		Depart: 03/14/2026

From

$238

Seen: 1 hour ago

Grand Cayman (GCM)Kansas City (MCI)One-way
/
Basic		Depart: 04/22/2026

From

$257

Seen: 21 hrs ago

Grand Cayman (GCM)Denver (DEN)One-way
/
Basic		Depart: 02/26/2026

From

$257

Seen: 19 hrs ago

Grand Cayman (GCM)Omaha (OMA)One-way
/
Basic		Depart: 04/30/2026

From

$257

Seen: 4 hrs ago

Grand Cayman (GCM)Phoenix (PHX)One-way
/
Basic		Depart: 05/20/2026

From

$291

Seen: 16 hrs ago

Grand Cayman (GCM)Pittsburgh (PIT)One-way
/
Basic		Depart: 03/03/2026

From

$295

Seen: 17 hrs ago

Grand Cayman (GCM)Raleigh/Durham (RDU)One-way
/
Basic		Depart: 02/19/2026

From

$295

Seen: 22 hrs ago

Grand Cayman (GCM)Cleveland (CLE)One-way
/
Basic		Depart: 03/03/2026

From

$300

Seen: 17 hrs ago

Grand Cayman (GCM)Dallas (Love Field) (DAL)One-way
/
Basic		Depart: 02/20/2026

From

$311

Seen: 17 hrs ago

Grand Cayman (GCM)Nashville (BNA)One-way
/
Basic		Depart: 03/05/2026

From

$311

Seen: 4 hrs ago

Grand Cayman (GCM)Columbus (CMH)One-way
/
Basic		Depart: 03/03/2026

From

$325

Seen: 17 hrs ago

Grand Cayman (GCM)Long Island/Islip MacArthur (ISP)One-way
/
Basic		Depart: 03/09/2026

From

$337

Seen: 14 hrs ago

Grand Cayman (GCM)Louisville (SDF)One-way
/
Basic		Depart: 07/31/2026

From

$346

Seen: 1 hour ago

Grand Cayman (GCM)Hartford/Springfield (BDL)One-way
/
Basic		Depart: 03/08/2026

From

$350

Seen: 5 hrs ago

Grand Cayman (GCM)Indianapolis (IND)One-way
/
Basic		Depart: 04/10/2026

From

$351

Seen: 3 hrs ago

Grand Cayman (GCM)Detroit (DTW)One-way
/
Basic		Depart: 02/18/2026

From

$351

Seen: 21 hrs ago

Grand Cayman (GCM)Fort Lauderdale (FLL)One-way
/
Basic		Depart: 04/03/2026

From

$356

Seen: 22 hrs ago

Grand Cayman (GCM)Houston (Hobby) (HOU)One-way
/
Basic		Depart: 07/03/2026

From

$356

Seen: 9 hrs ago

Grand Cayman (GCM)San Diego (SAN)One-way
/
Basic		Depart: 06/24/2026

From

$356

Seen: 1 hour 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.

Explore Southwest Airlines popular destinations