Southwest® flights from and within Puerto Rico
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Deals on flights from and within Puerto Rico
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$
San Juan (SJU)to
Fort Lauderdale (FLL)Depart: 12/20/2025
From
$100
Seen: 10 hrs ago
One-way
Basic
San Juan (SJU)to
Miami (MIA)Depart: 12/22/2025
From
$105
Seen: 10 hrs ago
One-way
Basic
San Juan (SJU)to
Buffalo/Niagara Falls (BUF)Depart: 12/17/2025
From
$106
Seen: 13 hrs ago
One-way
Basic
San Juan (SJU)to
Rochester (ROC)Depart: 12/16/2025
From
$106
Seen: 10 hrs ago
One-way
Basic
San Juan (SJU)to
Boston (BOS)Depart: 12/13/2025
From
$106
Seen: 12 hrs ago
One-way
Basic
San Juan (SJU)to
Pittsburgh (PIT)Depart: 12/12/2025
From
$106
Seen: 9 hrs ago
One-way
Basic
San Juan (SJU)to
Houston (Hobby) (HOU)Depart: 12/13/2025
From
$108
Seen: 12 hrs ago
One-way
Basic
San Juan (SJU)to
Cleveland (CLE)Depart: 12/11/2025
From
$113
Seen: 15 hrs ago
One-way
Basic
San Juan (SJU)to
Washington, D.C. (Reagan National) (DCA)Depart: 12/25/2025
From
$113
Seen: 6 hrs ago
One-way
Basic
San Juan (SJU)to
Columbus (CMH)Depart: 12/26/2025
From
$113
Seen: 12 hrs ago
One-way
Basic
San Juan (SJU)to
Milwaukee (MKE)Depart: 12/25/2025
From
$118
Seen: 10 hrs ago
One-way
Basic
San Juan (SJU)to
Indianapolis (IND)Depart: 12/25/2025
From
$118
Seen: 13 hrs ago
One-way
Basic
San Juan (SJU)to
New Orleans (MSY)Depart: 12/19/2025
From
$118
Seen: 4 hrs ago
One-way
Basic
San Juan (SJU)to
Hartford/Springfield (BDL)Depart: 12/21/2025
From
$126
Seen: 16 hrs ago
One-way
Basic
San Juan (SJU)to
Tampa (TPA)Depart: 12/19/2025
From
$135
Seen: 16 hrs ago
One-way
Basic
San Juan (SJU)to
Orlando (MCO)Depart: 12/19/2025
From
$140
Seen: 16 hrs ago
One-way
Basic
San Juan (SJU)to
Nashville (BNA)Depart: 12/25/2025
From
$154
Seen: 17 hrs ago
One-way
Basic
San Juan (SJU)to
Kansas City (MCI)Depart: 12/27/2025
From
$157
Seen: 12 hrs ago
One-way
Basic
San Juan (SJU)to
St. Louis (STL)Depart: 12/25/2025
From
$157
Seen: 10 hrs ago
One-way
Basic
San Juan (SJU)to
Chicago (Midway) (MDW)Depart: 12/23/2025
From
$158
Seen: 12 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.
Find popular low fares from and within Puerto Rico
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| San Juan (SJU) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 01/28/2026 | From $100 Seen: 13 hrs ago |
| San Juan (SJU) | Miami (MIA) | One-way / Basic | Depart: 03/04/2026 | From $105 Seen: 17 hrs ago |
| San Juan (SJU) | Buffalo/Niagara Falls (BUF) | One-way / Basic | Depart: 01/28/2026 | From $106 Seen: 11 hrs ago |
| San Juan (SJU) | Rochester (ROC) | One-way / Basic | Depart: 02/27/2026 | From $106 Seen: 13 hrs ago |
| San Juan (SJU) | Boston (BOS) | One-way / Basic | Depart: 02/11/2026 | From $106 Seen: 16 hrs ago |
| San Juan (SJU) | Pittsburgh (PIT) | One-way / Basic | Depart: 01/14/2026 | From $106 Seen: 17 hrs ago |
| San Juan (SJU) | Nashville (BNA) | One-way / Basic | Depart: 02/03/2026 | From $108 Seen: 23 hrs ago |
| San Juan (SJU) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 01/29/2026 | From $113 Seen: 13 hrs ago |
| San Juan (SJU) | Chicago (O'Hare) (ORD) | One-way / Basic | Depart: 01/15/2026 | From $113 Seen: 5 hrs ago |
| San Juan (SJU) | Cleveland (CLE) | One-way / Basic | Depart: 01/23/2026 | From $113 Seen: 14 hrs ago |
| San Juan (SJU) | Washington, D.C. (Reagan National) (DCA) | One-way / Basic | Depart: 02/13/2026 | From $113 Seen: 8 hrs ago |
| San Juan (SJU) | Columbus (CMH) | One-way / Basic | Depart: 02/10/2026 | From $113 Seen: 15 hrs ago |
| San Juan (SJU) | St. Louis (STL) | One-way / Basic | Depart: 02/05/2026 | From $113 Seen: 10 hrs ago |
| San Juan (SJU) | Milwaukee (MKE) | One-way / Basic | Depart: 05/05/2026 | From $118 Seen: 12 hrs ago |
| San Juan (SJU) | Indianapolis (IND) | One-way / Basic | Depart: 05/16/2026 | From $118 Seen: 14 hrs ago |
| San Juan (SJU) | New Orleans (MSY) | One-way / Basic | Depart: 02/27/2026 | From $118 Seen: 4 hrs ago |
| San Juan (SJU) | Kansas City (MCI) | One-way / Basic | Depart: 05/02/2026 | From $118 Seen: 8 hrs ago |
| San Juan (SJU) | Tampa (TPA) | One-way / Basic | Depart: 02/26/2026 | From $120 Seen: 13 hrs ago |
| San Juan (SJU) | Orlando (MCO) | One-way / Basic | Depart: 02/06/2026 | From $122 Seen: 14 hrs ago |
| San Juan (SJU) | Austin (AUS) | One-way / Basic | Depart: 05/11/2026 | From $123 Seen: 13 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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