Southwest® flights to Grand Cayman

Promo Code

Popular flights to Grand Cayman on Southwest Airlines

$

Baltimore/Washington (BWI)to

Grand Cayman (GCM)
Depart: 01/03/2026
From
$98
Seen: 22 hrs ago
One-way
Basic

Houston (Hobby) (HOU)to

Grand Cayman (GCM)
Depart: 12/31/2025
From
$227
Seen: 22 hrs ago
One-way
Basic

Orlando (MCO)to

Grand Cayman (GCM)
Depart: 01/01/2026
From
$236
Seen: 6 hrs ago
One-way
Basic

Dallas (Love Field) (DAL)to

Grand Cayman (GCM)
Depart: 01/04/2026
From
$159
Seen: 8 hrs ago
One-way
Basic

Chicago (Midway) (MDW)to

Grand Cayman (GCM)
Depart: 12/14/2025
From
$174
Seen: 9 hrs ago
One-way
Basic

Nashville (BNA)to

Grand Cayman (GCM)
Depart: 01/03/2026
From
$138
Seen: 6 hrs ago
One-way
Basic

St. Louis (STL)to

Grand Cayman (GCM)
Depart: 12/30/2025
From
$251
Seen: 1 hour ago
One-way
Basic

Kansas City (MCI)to

Grand Cayman (GCM)
Depart: 01/03/2026
From
$215
Seen: 21 hrs ago
One-way
Basic

Austin (AUS)to

Grand Cayman (GCM)
Depart: 01/04/2026
From
$190
Seen: 3 hrs ago
One-way
Basic

Fort Lauderdale (FLL)to

Grand Cayman (GCM)
Depart: 12/16/2025
From
$137
Seen: 5 hrs ago
One-way
Basic

Atlanta (ATL)to

Grand Cayman (GCM)
Depart: 12/31/2025
From
$206
Seen: 9 hrs ago
One-way
Basic

Denver (DEN)to

Grand Cayman (GCM)
Depart: 12/14/2025
From
$206
Seen: 22 hrs ago
One-way
Basic

Indianapolis (IND)to

Grand Cayman (GCM)
Depart: 12/10/2025
From
$206
Seen: 21 hrs ago
One-way
Basic

Washington, D.C. (Reagan National) (DCA)to

Grand Cayman (GCM)
Depart: 12/13/2025
From
$206
Seen: 4 hrs ago
One-way
Basic

Columbus (CMH)to

Grand Cayman (GCM)
Depart: 01/03/2026
From
$128
Seen: 3 hrs ago
One-way
Basic

Milwaukee (MKE)to

Grand Cayman (GCM)
Depart: 12/07/2025
From
$194
Seen: 30 minutes ago
One-way
Basic

New Orleans (MSY)to

Grand Cayman (GCM)
Depart: 01/01/2026
From
$108
Seen: 22 hrs ago
One-way
Basic

Pittsburgh (PIT)to

Grand Cayman (GCM)
Depart: 12/08/2025
From
$206
Seen: 8 hrs ago
One-way
Basic

Phoenix (PHX)to

Grand Cayman (GCM)
Depart: 12/31/2025
From
$246
Seen: 23 hrs ago
One-way
Basic

San Antonio (SAT)to

Grand Cayman (GCM)
Depart: 01/04/2026
From
$190
Seen: 7 hrs ago
One-way
Basic

*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.

Details about Georgetown Owen Roberts International Airport

Grand Cayman airport
Airport code:
GCM
City:
Grand Cayman
State:
Grand Cayman ST
Concourse:
Main Terminal
Gates:
Gate 8
Airport-provided WiFi
Cities with weekly flights from GCM:
88†
Cities with daily nonstop flights Saturday through Sunday from GCM:
1§

† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2025 and 10/31/2025. Note: route may not operate every day of the week.

‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2025 and 10/31/2025.

Find cheap flights to Grand Cayman

$

Plan your trip

  • Rent a car.

    Earn Rapid Rewards® points on your next rental car.

    Rent a car

  • Book a hotel.

    Find deals for any season.

    Book a hotel

  • Plan a vacation.

    Getaways by Southwest™ offers tons of vacation packages with amazing travel deals.

    Book a vacation package

Join Rapid Rewards, our award-winning frequent flyer program1.

Sign up now

No blackout dates.

You can use your points to book any seat, on any flight, no exceptions. Any day, any time, any flight, your points are ready to take you to where you want to go.

Your points don’t expire.

You can earn points on flights and on everyday purchases with our partners, which makes getting to your destination easy. No matter when, or where, you earn them, your points won’t expire.

Free inflight WiFi thanks to T-Mobile®.2

Rapid Rewards members can go online to check email, snag a dinner reservation, or browse social media from takeoff to landing. Learn more ›

12022–2023 Freddie Awards. 2Where available. Available only on WiFi-enabled designated aircraft. Free WiFi is only for Rapid Rewards® Members.

More Southwest flights to Grand Cayman