Southwest® flights from Grand Cayman to United States
Popular flight deals and low fares from Grand Cayman
Grand Cayman (GCM)to
Baltimore/Washington (BWI)Grand Cayman (GCM)to
Washington, D.C. (Reagan National) (DCA)Grand Cayman (GCM)to
Fort Lauderdale (FLL)Grand Cayman (GCM)to
Boston (BOS)Grand Cayman (GCM)to
Pittsburgh (PIT)Grand Cayman (GCM)to
St. Louis (STL)Grand Cayman (GCM)to
New York (LaGuardia) (LGA)Grand Cayman (GCM)to
Kansas City (MCI)Grand Cayman (GCM)to
Orlando (MCO)Grand Cayman (GCM)to
Albany (ALB)Grand Cayman (GCM)to
Nashville (BNA)Grand Cayman (GCM)to
Miami (MIA)Grand Cayman (GCM)to
Tampa (TPA)Grand Cayman (GCM)to
Los Angeles (LAX)Grand Cayman (GCM)to
Indianapolis (IND)Grand Cayman (GCM)to
Atlanta (ATL)Grand Cayman (GCM)to
Houston (Hobby) (HOU)Grand Cayman (GCM)to
San Antonio (SAT)Grand Cayman (GCM)to
Columbus (CMH)Grand Cayman (GCM)to
Phoenix (PHX)*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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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Grand Cayman (GCM) | Orlando (MCO) | One-way / Basic | Depart: 03/04/2026 | From $202 Seen: 23 hrs ago |
| Grand Cayman (GCM) | Nashville (BNA) | One-way / Basic | Depart: 05/05/2026 | From $209 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 03/04/2026 | From $227 Seen: 17 hrs ago |
| Grand Cayman (GCM) | Washington, D.C. (Reagan National) (DCA) | One-way / Basic | Depart: 03/04/2026 | From $227 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 04/17/2026 | From $257 Seen: 17 hrs ago |
| Grand Cayman (GCM) | St. Louis (STL) | One-way / Basic | Depart: 04/14/2026 | From $257 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Omaha (OMA) | One-way / Basic | Depart: 05/22/2026 | From $257 Seen: 3 hrs ago |
| Grand Cayman (GCM) | Dallas (Love Field) (DAL) | One-way / Basic | Depart: 05/13/2026 | From $267 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Denver (DEN) | One-way / Basic | Depart: 03/04/2026 | From $267 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Chicago (O'Hare) (ORD) | One-way / Basic | Depart: 05/06/2026 | From $283 Seen: 3 hrs ago |
| Grand Cayman (GCM) | Kansas City (MCI) | One-way / Basic | Depart: 05/16/2026 | From $306 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Indianapolis (IND) | One-way / Basic | Depart: 05/09/2026 | From $306 Seen: 14 hrs ago |
| Grand Cayman (GCM) | Austin (AUS) | One-way / Basic | Depart: 03/31/2026 | From $311 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Tampa (TPA) | One-way / Basic | Depart: 04/01/2026 | From $331 Seen: 3 hrs ago |
| Grand Cayman (GCM) | Richmond (RIC) | One-way / Basic | Depart: 03/25/2026 | From $333 Seen: 59 minutes ago |
| Grand Cayman (GCM) | Hartford/Springfield (BDL) | One-way / Basic | Depart: 04/16/2026 | From $335 Seen: 15 hrs ago |
| Grand Cayman (GCM) | Houston (Hobby) (HOU) | One-way / Basic | Depart: 04/01/2026 | From $346 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Milwaukee (MKE) | One-way / Basic | Depart: 06/26/2026 | From $346 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Louisville (SDF) | One-way / Basic | Depart: 06/04/2026 | From $346 Seen: 3 hrs ago |
| Grand Cayman (GCM) | Buffalo/Niagara Falls (BUF) | One-way / Basic | Depart: 04/13/2026 | From $356 Seen: 22 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.