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
Fort Lauderdale (FLL)Depart: 11/13/2026
From
$244
Seen: 10 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Baltimore/Washington (BWI)Depart: 12/09/2026
From
$253
Seen: 7 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Raleigh/Durham (RDU)Depart: 12/02/2026
From
$298
Seen: 11 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Orlando (MCO)Depart: 12/02/2026
From
$299
Seen: 10 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Denver (DEN)Depart: 12/08/2026
From
$303
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
Atlanta (ATL)Depart: 12/08/2026
From
$306
Seen: 7 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Kansas City (MCI)Depart: 12/09/2026
From
$306
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
Milwaukee (MKE)Depart: 12/08/2026
From
$323
Seen: 7 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Hartford/Springfield (BDL)Depart: 11/23/2026
From
$327
Seen: 2 hrs ago
One-way
Basic
Grand Cayman (GCM)to
New Orleans (MSY)Depart: 11/10/2026
From
$337
Seen: 5 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Providence (PVD)Depart: 11/10/2026
From
$395
Seen: 10 hrs ago
One-way
Basic
Grand Cayman (GCM)to
San Diego (SAN)Depart: 11/17/2026
From
$432
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
Dallas-Love Field (DAL)Depart: 11/19/2026
From
$462
Seen: 13 hrs ago
One-way
Basic
Grand Cayman (GCM)to
St. Louis (STL)Depart: 11/20/2026
From
$462
Seen: 14 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Birmingham (BHM)Depart: 11/10/2026
From
$462
Seen: 17 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Columbus (CMH)Depart: 11/15/2026
From
$464
Seen: 7 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Phoenix (PHX)Depart: 11/25/2026
From
$572
Seen: 15 hrs ago
One-way
Choice
Grand Cayman (GCM)to
Cleveland (CLE)Depart: 12/01/2026
From
$576
Seen: 11 hrs ago
One-way
Choice
Grand Cayman (GCM)to
Washington D.C. Reagan National (DCA)Depart: 11/27/2026
From
$879
Seen: 17 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.
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: 12/13/2026 | From $244 Seen: 5 hrs ago |
| Grand Cayman (GCM) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 01/22/2027 | From $253 Seen: 5 hrs ago |
| Grand Cayman (GCM) | Hartford/Springfield (BDL) | One-way / Basic | Depart: 01/22/2027 | From $262 Seen: 19 hrs ago |
| Grand Cayman (GCM) | Columbus (CMH) | One-way / Basic | Depart: 12/16/2026 | From $289 Seen: 3 hrs ago |
| Grand Cayman (GCM) | Manchester, NH (MHT) | One-way / Basic | Depart: 12/22/2026 | From $296 Seen: 4 hrs ago |
| Grand Cayman (GCM) | Orlando (MCO) | One-way / Basic | Depart: 12/11/2026 | From $299 Seen: 11 hrs ago |
| Grand Cayman (GCM) | Austin (AUS) | One-way / Basic | Depart: 01/10/2027 | From $318 Seen: 8 hrs ago |
| Grand Cayman (GCM) | Washington D.C. Reagan National (DCA) | One-way / Basic | Depart: 12/18/2026 | From $318 Seen: 16 hrs ago |
| Grand Cayman (GCM) | Las Vegas (LAS) | One-way / Basic | Depart: 12/17/2026 | From $318 Seen: 12 hrs ago |
| Grand Cayman (GCM) | Chicago-Midway (MDW) | One-way / Basic | Depart: 02/03/2027 | From $323 Seen: 16 hrs ago |
| Grand Cayman (GCM) | Los Angeles (LAX) | One-way / Basic | Depart: 02/25/2027 | From $343 Seen: 22 hrs ago |
| Grand Cayman (GCM) | San Diego (SAN) | One-way / Basic | Depart: 03/02/2027 | From $343 Seen: 23 hrs ago |
| Grand Cayman (GCM) | Denver (DEN) | One-way / Basic | Depart: 04/15/2027 | From $345 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Nashville (BNA) | One-way / Basic | Depart: 05/11/2027 | From $346 Seen: 6 hrs ago |
| Grand Cayman (GCM) | Santa Barbara (SBA) | One-way / Basic | Depart: 02/26/2027 | From $366 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Dallas-Love Field (DAL) | One-way / Basic | Depart: 12/17/2026 | From $368 Seen: 21 hrs ago |
| Grand Cayman (GCM) | Philadelphia (PHL) | One-way / Basic | Depart: 12/25/2026 | From $368 Seen: 2 hrs ago |
| Grand Cayman (GCM) | Boston (BOS) | One-way / Basic | Depart: 12/24/2026 | From $368 Seen: 17 hrs ago |
| Grand Cayman (GCM) | Midland/Odessa (MAF) | One-way / Basic | Depart: 12/22/2026 | From $372 Seen: 12 hrs ago |
| Grand Cayman (GCM) | Albuquerque (ABQ) | One-way / Basic | Depart: 12/21/2026 | From $386 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.
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