Grand Cayman (GCM)to
Baltimore/Washington (BWI)Grand Cayman (GCM)to
Fort Lauderdale (FLL)Grand Cayman (GCM)to
Orlando (MCO)Grand Cayman (GCM)to
Denver (DEN)Grand Cayman (GCM)to
Boston (BOS)Grand Cayman (GCM)to
Tampa (TPA)Grand Cayman (GCM)to
Miami (MIA)Grand Cayman (GCM)to
Nashville (BNA)Grand Cayman (GCM)to
Washington, D.C. (Reagan National) (DCA)Grand Cayman (GCM)to
Atlanta (ATL)Grand Cayman (GCM)to
Las Vegas (LAS)Grand Cayman (GCM)to
Chicago (Midway) (MDW)Grand Cayman (GCM)to
Milwaukee (MKE)Grand Cayman (GCM)to
Los Angeles (LAX)Grand Cayman (GCM)to
Indianapolis (IND)Grand Cayman (GCM)to
Dallas (Love Field) (DAL)Grand Cayman (GCM)to
Houston (Hobby) (HOU)Grand Cayman (GCM)to
Kansas City (MCI)Grand Cayman (GCM)to
St. Louis (STL)Grand Cayman (GCM)to
Columbus (CMH)*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.
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Grand Cayman (GCM) | Columbus (CMH) | One-way / Basic | Depart: 05/20/2026 | From $283 Seen: 1 hour ago |
| Grand Cayman (GCM) | Kansas City (MCI) | One-way / Basic | Depart: 05/14/2026 | From $293 Seen: 13 hrs ago |
| Grand Cayman (GCM) | Milwaukee (MKE) | One-way / Basic | Depart: 05/13/2026 | From $293 Seen: 1 hour ago |
| Grand Cayman (GCM) | Austin (AUS) | One-way / Basic | Depart: 05/28/2026 | From $303 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 05/16/2026 | From $305 Seen: 2 hrs ago |
| Grand Cayman (GCM) | Atlanta (ATL) | One-way / Basic | Depart: 05/19/2026 | From $313 Seen: 23 hrs ago |
| Grand Cayman (GCM) | Chicago (O'Hare) (ORD) | One-way / Basic | Depart: 05/05/2026 | From $314 Seen: 15 hrs ago |
| Grand Cayman (GCM) | Orlando (MCO) | One-way / Basic | Depart: 05/29/2026 | From $316 Seen: 14 hrs ago |
| Grand Cayman (GCM) | New Orleans (MSY) | One-way / Basic | Depart: 05/09/2026 | From $321 Seen: 10 hrs ago |
| Grand Cayman (GCM) | Tampa (TPA) | One-way / Basic | Depart: 05/28/2026 | From $341 Seen: 53 minutes ago |
| Grand Cayman (GCM) | Dallas (Love Field) (DAL) | One-way / Basic | Depart: 05/29/2026 | From $342 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Indianapolis (IND) | One-way / Basic | Depart: 07/17/2026 | From $342 Seen: 13 hrs ago |
| Grand Cayman (GCM) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 07/17/2026 | From $356 Seen: 11 hrs ago |
| Grand Cayman (GCM) | Phoenix (PHX) | One-way / Basic | Depart: 06/04/2026 | From $357 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Houston (Hobby) (HOU) | One-way / Basic | Depart: 05/04/2026 | From $366 Seen: 16 minutes ago |
| Grand Cayman (GCM) | Tulsa (TUL) | One-way / Basic | Depart: 07/02/2026 | From $366 Seen: 14 hrs ago |
| Grand Cayman (GCM) | St. Louis (STL) | One-way / Basic | Depart: 06/21/2026 | From $406 Seen: 17 hrs ago |
| Grand Cayman (GCM) | San Antonio (SAT) | One-way / Basic | Depart: 05/04/2026 | From $406 Seen: 3 hrs ago |
| Grand Cayman (GCM) | Los Angeles (LAX) | One-way / Basic | Depart: 07/11/2026 | From $413 Seen: 18 hrs ago |
| Grand Cayman (GCM) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 05/15/2026 | From $416 Seen: 2 hrs 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.