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: 05/10/2026
From
$128
Seen: 13 hrs ago
One-way
Basic
San Juan (SJU)to
Miami (MIA)Depart: 05/06/2026
From
$128
Seen: 13 hrs ago
One-way
Basic
San Juan (SJU)to
Chicago (Midway) (MDW)Depart: 05/06/2026
From
$133
Seen: 15 hrs ago
One-way
Basic
San Juan (SJU)to
Pittsburgh (PIT)Depart: 04/30/2026
From
$141
Seen: 18 hrs ago
One-way
Basic
San Juan (SJU)to
Buffalo/Niagara Falls (BUF)Depart: 05/01/2026
From
$151
Seen: 7 hrs ago
One-way
Basic
San Juan (SJU)to
Rochester (ROC)Depart: 05/06/2026
From
$151
Seen: 15 hrs ago
One-way
Basic
San Juan (SJU)to
Boston (BOS)Depart: 05/08/2026
From
$156
Seen: 9 hrs ago
One-way
Basic
San Juan (SJU)to
Dallas (Love Field) (DAL)Depart: 05/05/2026
From
$158
Seen: 14 hrs ago
One-way
Basic
San Juan (SJU)to
Cleveland (CLE)Depart: 04/30/2026
From
$158
Seen: 13 hrs ago
One-way
Basic
San Juan (SJU)to
Columbus (CMH)Depart: 05/14/2026
From
$158
Seen: 7 hrs ago
One-way
Basic
San Juan (SJU)to
Nashville (BNA)Depart: 05/16/2026
From
$163
Seen: 12 hrs ago
One-way
Basic
San Juan (SJU)to
Washington, D.C. (Reagan National) (DCA)Depart: 05/07/2026
From
$163
Seen: 15 hrs ago
One-way
Basic
San Juan (SJU)to
New Orleans (MSY)Depart: 05/10/2026
From
$163
Seen: 14 hrs ago
One-way
Basic
San Juan (SJU)to
Atlanta (ATL)Depart: 05/13/2026
From
$168
Seen: 7 hrs ago
One-way
Basic
San Juan (SJU)to
Orlando (MCO)Depart: 05/14/2026
From
$173
Seen: 15 hrs ago
One-way
Basic
San Juan (SJU)to
Indianapolis (IND)Depart: 05/13/2026
From
$173
Seen: 4 hrs ago
One-way
Basic
San Juan (SJU)to
Tampa (TPA)Depart: 05/16/2026
From
$175
Seen: 14 hrs ago
One-way
Basic
San Juan (SJU)to
Philadelphia (PHL)Depart: 05/12/2026
From
$182
Seen: 1 hour ago
One-way
Basic
San Juan (SJU)to
Hartford/Springfield (BDL)Depart: 05/01/2026
From
$182
Seen: 16 hrs ago
One-way
Basic
San Juan (SJU)to
Chicago (O'Hare) (ORD)Depart: 05/01/2026
From
$198
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.
Find popular low fares from and within Puerto Rico
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| San Juan (SJU) | Pittsburgh (PIT) | One-way / Basic | Depart: 08/15/2026 | From $110 Seen: 8 hrs ago |
| San Juan (SJU) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 08/30/2026 | From $113 Seen: 13 hrs ago |
| San Juan (SJU) | Buffalo/Niagara Falls (BUF) | One-way / Basic | Depart: 08/19/2026 | From $133 Seen: 5 hrs ago |
| San Juan (SJU) | Austin (AUS) | One-way / Basic | Depart: 09/12/2026 | From $136 Seen: 2 hrs ago |
| San Juan (SJU) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 10/03/2026 | From $146 Seen: 13 hrs ago |
| San Juan (SJU) | Miami (MIA) | One-way / Basic | Depart: 08/13/2026 | From $150 Seen: 23 hrs ago |
| San Juan (SJU) | Houston (Hobby) (HOU) | One-way / Basic | Depart: 08/23/2026 | From $155 Seen: 13 hrs ago |
| San Juan (SJU) | Columbus (CMH) | One-way / Basic | Depart: 08/19/2026 | From $158 Seen: 15 hrs ago |
| San Juan (SJU) | Nashville (BNA) | One-way / Basic | Depart: 09/14/2026 | From $163 Seen: 15 hrs ago |
| San Juan (SJU) | Milwaukee (MKE) | One-way / Basic | Depart: 08/29/2026 | From $163 Seen: 9 hrs ago |
| San Juan (SJU) | Washington, D.C. (Reagan National) (DCA) | One-way / Basic | Depart: 06/11/2026 | From $163 Seen: 2 hrs ago |
| San Juan (SJU) | New Orleans (MSY) | One-way / Basic | Depart: 06/18/2026 | From $163 Seen: 11 hrs ago |
| San Juan (SJU) | Cleveland (CLE) | One-way / Basic | Depart: 06/04/2026 | From $168 Seen: 10 hrs ago |
| San Juan (SJU) | San Antonio (SAT) | One-way / Basic | Depart: 08/07/2026 | From $168 Seen: 10 hrs ago |
| San Juan (SJU) | St. Louis (STL) | One-way / Basic | Depart: 08/25/2026 | From $168 Seen: 9 hrs ago |
| San Juan (SJU) | Tampa (TPA) | One-way / Basic | Depart: 06/12/2026 | From $171 Seen: 17 hrs ago |
| San Juan (SJU) | Rochester (ROC) | One-way / Basic | Depart: 09/25/2026 | From $171 Seen: 14 hrs ago |
| San Juan (SJU) | Philadelphia (PHL) | One-way / Basic | Depart: 08/10/2026 | From $172 Seen: 10 hrs ago |
| San Juan (SJU) | Orlando (MCO) | One-way / Basic | Depart: 08/19/2026 | From $173 Seen: 17 hrs ago |
| San Juan (SJU) | Boston (BOS) | One-way / Basic | Depart: 08/06/2026 | From $186 Seen: 10 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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