Southwest® flights from Grand Cayman to United States
expand_more
1 Passenger
expand_morePromo Code
expand_moretoday
today
Popular flight deals and low fares from Grand Cayman
flight_takeoff
flight_land
$
Grand Cayman (GCM)to
Baltimore/Washington (BWI)Depart: 01/28/2026
From
$217
Seen: 3 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Washington, D.C. (Reagan National) (DCA)Depart: 01/21/2026
From
$217
Seen: 3 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Orlando (MCO)Depart: 02/05/2026
From
$237
Seen: 14 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Austin (AUS)Depart: 01/13/2026
From
$243
Seen: 22 hrs ago
One-way
Choice
Grand Cayman (GCM)to
Chicago (Midway) (MDW)Depart: 02/05/2026
From
$257
Seen: 23 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Fort Lauderdale (FLL)Depart: 01/13/2026
From
$288
Seen: 7 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Denver (DEN)Depart: 01/12/2026
From
$297
Seen: 18 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Louisville (SDF)Depart: 01/30/2026
From
$320
Seen: 15 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Pittsburgh (PIT)Depart: 01/26/2026
From
$328
Seen: 3 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Miami (MIA)Depart: 02/06/2026
From
$331
Seen: 18 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Atlanta (ATL)Depart: 02/06/2026
From
$351
Seen: 18 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Dallas (Love Field) (DAL)Depart: 01/22/2026
From
$351
Seen: 20 hrs ago
One-way
Basic
Grand Cayman (GCM)to
New York (LaGuardia) (LGA)Depart: 01/21/2026
From
$352
Seen: 2 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Rochester (ROC)Depart: 02/08/2026
From
$356
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
Kansas City (MCI)Depart: 01/23/2026
From
$410
Seen: 1 hour ago
One-way
Choice
Grand Cayman (GCM)to
Omaha (OMA)Depart: 01/17/2026
From
$411
Seen: 8 hrs ago
One-way
Choice
Grand Cayman (GCM)to
Houston (Hobby) (HOU)Depart: 01/12/2026
From
$426
Seen: 20 hrs ago
One-way
Choice
Grand Cayman (GCM)to
Raleigh/Durham (RDU)Depart: 01/20/2026
From
$466
Seen: 10 hrs ago
One-way
Choice
Grand Cayman (GCM)to
New Orleans (MSY)Depart: 02/07/2026
From
$676
Seen: 22 hrs ago
One-way
Choice
Grand Cayman (GCM)to
Phoenix (PHX)Depart: 02/07/2026
From
$681
Seen: 2 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
flight_takeoff
flight_land
$
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Grand Cayman (GCM) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 04/25/2026 | From $198 Seen: 12 hrs ago |
| Grand Cayman (GCM) | Nashville (BNA) | One-way / Basic | Depart: 05/01/2026 | From $244 Seen: 15 hrs ago |
| Grand Cayman (GCM) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 02/19/2026 | From $257 Seen: 2 hrs ago |
| Grand Cayman (GCM) | Houston (Hobby) (HOU) | One-way / Basic | Depart: 05/12/2026 | From $257 Seen: 21 hrs ago |
| Grand Cayman (GCM) | Philadelphia (PHL) | One-way / Basic | Depart: 02/25/2026 | From $257 Seen: 18 hrs ago |
| Grand Cayman (GCM) | Las Vegas (LAS) | One-way / Basic | Depart: 02/13/2026 | From $291 Seen: 18 hrs ago |
| Grand Cayman (GCM) | Sacramento (SMF) | One-way / Basic | Depart: 04/24/2026 | From $291 Seen: 19 hrs ago |
| Grand Cayman (GCM) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 04/15/2026 | From $293 Seen: 23 hrs ago |
| Grand Cayman (GCM) | Orlando (MCO) | One-way / Basic | Depart: 05/05/2026 | From $297 Seen: 21 hrs ago |
| Grand Cayman (GCM) | Denver (DEN) | One-way / Basic | Depart: 04/09/2026 | From $297 Seen: 15 hrs ago |
| Grand Cayman (GCM) | Austin (AUS) | One-way / Basic | Depart: 02/16/2026 | From $303 Seen: 19 hrs ago |
| Grand Cayman (GCM) | Kansas City (MCI) | One-way / Basic | Depart: 03/24/2026 | From $321 Seen: 1 hour ago |
| Grand Cayman (GCM) | Raleigh/Durham (RDU) | One-way / Basic | Depart: 05/25/2026 | From $321 Seen: 13 hrs ago |
| Grand Cayman (GCM) | Omaha (OMA) | One-way / Basic | Depart: 05/16/2026 | From $327 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Pittsburgh (PIT) | One-way / Basic | Depart: 05/31/2026 | From $328 Seen: 11 minutes ago |
| Grand Cayman (GCM) | Dallas (Love Field) (DAL) | One-way / Basic | Depart: 04/09/2026 | From $332 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Providence (PVD) | One-way / Basic | Depart: 04/07/2026 | From $342 Seen: 14 hrs ago |
| Grand Cayman (GCM) | New York (LaGuardia) (LGA) | One-way / Basic | Depart: 06/12/2026 | From $342 Seen: 16 hrs ago |
| Grand Cayman (GCM) | Washington, D.C. (Reagan National) (DCA) | One-way / Basic | Depart: 07/17/2026 | From $356 Seen: 13 hrs ago |
| Grand Cayman (GCM) | New Orleans (MSY) | One-way / Basic | Depart: 07/09/2026 | From $356 Seen: 12 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.
Popular Routes from Southwest Airlines®
Explore Southwest Airlines® Top-Pick Destinations