Southwest® flights from Grand Cayman to United States
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Popular flight deals and low fares from Grand Cayman
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$
Grand Cayman (GCM)to
Miami (MIA)Depart: 09/16/2026
From
$284
Seen: 9 minutes ago
One-way
Basic
Grand Cayman (GCM)to
Orlando (MCO)Depart: 09/19/2026
From
$396
Seen: 54 minutes ago
One-way
Basic
Grand Cayman (GCM)to
Chicago-Midway (MDW)Depart: 09/12/2026
From
$446
Seen: 11 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.
Shop more flights from Grand Cayman
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Grand Cayman (GCM) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 11/21/2026 | From $213 Seen: 21 hrs ago |
| Grand Cayman (GCM) | Miami (MIA) | One-way / Basic | Depart: 01/11/2027 | From $243 Seen: 8 hrs ago |
| Grand Cayman (GCM) | Chicago-Midway (MDW) | One-way / Basic | Depart: 01/20/2027 | From $267 Seen: 12 hrs ago |
| Grand Cayman (GCM) | Orlando (MCO) | One-way / Basic | Depart: 12/11/2026 | From $270 Seen: 5 hrs ago |
| Grand Cayman (GCM) | Manchester, NH (MHT) | One-way / Basic | Depart: 12/22/2026 | From $283 Seen: 1 hour ago |
| Grand Cayman (GCM) | Phoenix (PHX) | One-way / Basic | Depart: 12/11/2026 | From $283 Seen: 1 hour ago |
| Grand Cayman (GCM) | Atlanta (ATL) | One-way / Basic | Depart: 01/12/2027 | From $286 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Dallas-Love Field (DAL) | One-way / Basic | Depart: 01/12/2027 | From $292 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Houston Hobby (HOU) | One-way / Basic | Depart: 01/12/2027 | From $292 Seen: 10 hrs ago |
| Grand Cayman (GCM) | Austin (AUS) | One-way / Basic | Depart: 01/11/2027 | From $292 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Las Vegas (LAS) | One-way / Basic | Depart: 01/08/2027 | From $292 Seen: 22 hrs ago |
| Grand Cayman (GCM) | West Palm Beach (DJT) | One-way / Basic | Depart: 12/10/2026 | From $306 Seen: 2 hrs ago |
| Grand Cayman (GCM) | Buffalo/Niagara Falls (BUF) | One-way / Basic | Depart: 01/11/2027 | From $325 Seen: 12 hrs ago |
| Grand Cayman (GCM) | St. Louis (STL) | One-way / Basic | Depart: 12/07/2026 | From $345 Seen: 16 hrs ago |
| Grand Cayman (GCM) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 02/17/2027 | From $388 Seen: 17 hrs ago |
| Grand Cayman (GCM) | Kansas City (MCI) | One-way / Basic | Depart: 04/07/2027 | From $390 Seen: 14 hrs ago |
| Grand Cayman (GCM) | San Diego (SAN) | One-way / Choice | Depart: 01/01/2027 | From $596 Seen: 19 hrs ago |
| Grand Cayman (GCM) | Denver (DEN) | One-way / Choice | Depart: 11/27/2026 | From $953 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Raleigh/Durham (RDU) | One-way / Choice | Depart: 11/29/2026 | From $1,078 Seen: 19 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.
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