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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: 05/23/2026
From
$203
Seen: 6 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Oakland (OAK)Depart: 05/23/2026
From
$249
Seen: 6 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Washington, D.C. (Reagan National) (DCA)Depart: 05/19/2026
From
$267
Seen: 8 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Austin (AUS)Depart: 05/14/2026
From
$308
Seen: 7 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Orlando (MCO)Depart: 06/05/2026
From
$316
Seen: 4 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Chicago (Midway) (MDW)Depart: 05/28/2026
From
$329
Seen: 20 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Chicago (O'Hare) (ORD)Depart: 05/13/2026
From
$329
Seen: 4 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Miami (MIA)Depart: 05/15/2026
From
$350
Seen: 9 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Dallas (Love Field) (DAL)Depart: 05/18/2026
From
$351
Seen: 22 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Houston (Hobby) (HOU)Depart: 05/15/2026
From
$351
Seen: 9 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Atlanta (ATL)Depart: 06/01/2026
From
$351
Seen: 21 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Nashville (BNA)Depart: 05/20/2026
From
$356
Seen: 58 minutes ago
One-way
Basic
Grand Cayman (GCM)to
Fort Lauderdale (FLL)Depart: 05/15/2026
From
$359
Seen: 57 minutes ago
One-way
Basic
Grand Cayman (GCM)to
Charleston (CHS)Depart: 05/29/2026
From
$376
Seen: 15 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Kansas City (MCI)Depart: 05/26/2026
From
$386
Seen: 19 hrs ago
One-way
Basic
Grand Cayman (GCM)to
San Diego (SAN)Depart: 05/22/2026
From
$400
Seen: 22 hrs ago
One-way
Basic
Grand Cayman (GCM)to
Louisville (SDF)Depart: 05/21/2026
From
$436
Seen: 34 minutes ago
One-way
Basic
Grand Cayman (GCM)to
Tulsa (TUL)Depart: 05/30/2026
From
$516
Seen: 5 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) | Tampa (TPA) | One-way / Basic | Depart: 07/11/2026 | From $258 Seen: 21 hrs ago |
| Grand Cayman (GCM) | Orlando (MCO) | One-way / Basic | Depart: 11/05/2026 | From $279 Seen: 1 hour ago |
| Grand Cayman (GCM) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 06/24/2026 | From $288 Seen: 22 hrs ago |
| Grand Cayman (GCM) | San Diego (SAN) | One-way / Basic | Depart: 07/15/2026 | From $297 Seen: 8 hrs ago |
| Grand Cayman (GCM) | Boston (BOS) | One-way / Basic | Depart: 12/28/2026 | From $313 Seen: 17 hrs ago |
| Grand Cayman (GCM) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 07/08/2026 | From $329 Seen: 9 hrs ago |
| Grand Cayman (GCM) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 08/03/2026 | From $337 Seen: 6 hrs ago |
| Grand Cayman (GCM) | Albuquerque (ABQ) | One-way / Basic | Depart: 06/24/2026 | From $347 Seen: 22 hrs ago |
| Grand Cayman (GCM) | Raleigh/Durham (RDU) | One-way / Basic | Depart: 07/09/2026 | From $351 Seen: 15 hrs ago |
| Grand Cayman (GCM) | Oakland (OAK) | One-way / Basic | Depart: 07/11/2026 | From $359 Seen: 6 hrs ago |
| Grand Cayman (GCM) | Houston (Hobby) (HOU) | One-way / Basic | Depart: 07/11/2026 | From $366 Seen: 8 hrs ago |
| Grand Cayman (GCM) | Birmingham (BHM) | One-way / Basic | Depart: 06/28/2026 | From $366 Seen: 7 hrs ago |
| Grand Cayman (GCM) | Sacramento (SMF) | One-way / Basic | Depart: 11/06/2026 | From $371 Seen: 2 hrs ago |
| Grand Cayman (GCM) | Albany (ALB) | One-way / Basic | Depart: 12/09/2026 | From $376 Seen: 10 hrs ago |
| Grand Cayman (GCM) | Nashville (BNA) | One-way / Basic | Depart: 08/29/2026 | From $395 Seen: 3 hrs ago |
| Grand Cayman (GCM) | Columbus (CMH) | One-way / Basic | Depart: 12/28/2026 | From $395 Seen: 2 hrs ago |
| Grand Cayman (GCM) | New Orleans (MSY) | One-way / Basic | Depart: 06/26/2026 | From $395 Seen: 1 hour ago |
| Grand Cayman (GCM) | Phoenix (PHX) | One-way / Basic | Depart: 06/22/2026 | From $401 Seen: 21 hrs ago |
| Grand Cayman (GCM) | Denver (DEN) | One-way / Basic | Depart: 12/02/2026 | From $403 Seen: 20 hrs ago |
| Grand Cayman (GCM) | Austin (AUS) | One-way / Basic | Depart: 06/26/2026 | From $413 Seen: 6 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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