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
Baltimore/Washington (BWI)Depart: 04/25/2026
From
$206
Seen: 42 minutes ago
One-way
Basic
Grand Cayman (GCM)to
Fort Lauderdale (FLL)Depart: 04/07/2026
From
$208
Seen: 5 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Orlando (MCO)Depart: 05/01/2026
From
$262
Seen: 2 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Denver (DEN)Depart: 04/04/2026
From
$274
Seen: 18 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Boston (BOS)Depart: 04/11/2026
From
$277
Seen: 19 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Tampa (TPA)Depart: 04/02/2026
From
$283
Seen: 14 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Miami (MIA)Depart: 04/30/2026
From
$328
Seen: 14 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Nashville (BNA)Depart: 04/04/2026
From
$355
Seen: 8 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Washington, D.C. (Reagan National) (DCA)Depart: 05/01/2026
From
$355
Seen: 20 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Atlanta (ATL)Depart: 04/24/2026
From
$356
Seen: 17 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Las Vegas (LAS)Depart: 04/17/2026
From
$377
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
Chicago (Midway) (MDW)Depart: 04/17/2026
From
$386
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
Milwaukee (MKE)Depart: 04/17/2026
From
$386
Seen: 1 hour ago
One-way
Basic
Grand Cayman (GCM)to
Los Angeles (LAX)Depart: 04/02/2026
From
$396
Seen: 19 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Indianapolis (IND)Depart: 04/02/2026
From
$421
Seen: 46 minutes ago
One-way
Basic
Grand Cayman (GCM)to
Dallas (Love Field) (DAL)Depart: 04/10/2026
From
$424
Seen: 5 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Houston (Hobby) (HOU)Depart: 04/02/2026
From
$436
Seen: 19 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Kansas City (MCI)Depart: 04/03/2026
From
$436
Seen: 16 hrs ago
One-way
Basic
Grand Cayman (GCM)to
St. Louis (STL)Depart: 04/02/2026
From
$436
Seen: 16 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Columbus (CMH)Depart: 04/02/2026
From
$436
Seen: 17 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) | 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.
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