Flights to Puerto Rico
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Trending flight deals to and within Puerto Rico
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Chicago (Midway) (MDW)to
San Juan (SJU)Depart: 12/31/2025
From
$113
Seen: 8 hrs ago
One-way
Basic
St. Louis (STL)to
San Juan (SJU)Depart: 12/31/2025
From
$113
Seen: 12 hrs ago
One-way
Basic
Austin (AUS)to
San Juan (SJU)Depart: 01/02/2026
From
$123
Seen: 7 hrs ago
One-way
Basic
San Antonio (SAT)to
San Juan (SJU)Depart: 12/31/2025
From
$123
Seen: 19 hrs ago
One-way
Basic
Nashville (BNA)to
San Juan (SJU)Depart: 12/31/2025
From
$125
Seen: 2 hrs ago
One-way
Basic
Fort Lauderdale (FLL)to
San Juan (SJU)Depart: 12/11/2025
From
$125
Seen: 3 hrs ago
One-way
Basic
Hartford/Springfield (BDL)to
San Juan (SJU)Depart: 12/31/2025
From
$126
Seen: 8 hrs ago
One-way
Basic
Houston (Hobby) (HOU)to
San Juan (SJU)Depart: 12/07/2025
From
$143
Seen: 9 hrs ago
One-way
Basic
Indianapolis (IND)to
San Juan (SJU)Depart: 12/31/2025
From
$153
Seen: 11 hrs ago
One-way
Basic
Tampa (TPA)to
San Juan (SJU)Depart: 12/31/2025
From
$153
Seen: 30 minutes ago
One-way
Basic
Washington, D.C. (Reagan National) (DCA)to
San Juan (SJU)Depart: 12/11/2025
From
$155
Seen: 10 hrs ago
One-way
Basic
Columbus (CMH)to
San Juan (SJU)Depart: 01/01/2026
From
$156
Seen: 14 hrs ago
One-way
Basic
Kansas City (MCI)to
San Juan (SJU)Depart: 12/31/2025
From
$157
Seen: 7 hrs ago
One-way
Basic
Atlanta (ATL)to
San Juan (SJU)Depart: 12/31/2025
From
$162
Seen: 7 hrs ago
One-way
Basic
Orlando (MCO)to
San Juan (SJU)Depart: 12/07/2025
From
$175
Seen: 12 hrs ago
One-way
Basic
Chicago (O'Hare) (ORD)to
San Juan (SJU)Depart: 12/11/2025
From
$183
Seen: 23 hrs ago
One-way
Basic
Dallas (Love Field) (DAL)to
San Juan (SJU)Depart: 12/31/2025
From
$208
Seen: 7 hrs ago
One-way
Basic
Philadelphia (PHL)to
San Juan (SJU)Depart: 12/31/2025
From
$208
Seen: 9 hrs ago
One-way
Basic
Baltimore/Washington (BWI)to
San Juan (SJU)Depart: 12/29/2025
From
$243
Seen: 11 hrs ago
One-way
Basic
Denver (DEN)to
San Juan (SJU)Depart: 12/30/2025
From
$248
Seen: 8 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 to Puerto Rico with Southwest Airlines
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Fort Lauderdale (FLL) | San Juan (SJU) | One-way / Basic | Depart: 02/20/2026 | From $100 Seen: 9 hrs ago |
| Miami (MIA) | San Juan (SJU) | One-way / Basic | Depart: 02/26/2026 | From $105 Seen: 15 minutes ago |
| Buffalo/Niagara Falls (BUF) | San Juan (SJU) | One-way / Basic | Depart: 01/26/2026 | From $106 Seen: 21 hrs ago |
| Rochester (ROC) | San Juan (SJU) | One-way / Basic | Depart: 01/31/2026 | From $106 Seen: 9 hrs ago |
| Nashville (BNA) | San Juan (SJU) | One-way / Basic | Depart: 02/20/2026 | From $108 Seen: 10 hrs ago |
| Chicago (Midway) (MDW) | San Juan (SJU) | One-way / Basic | Depart: 01/12/2026 | From $113 Seen: 9 hrs ago |
| Chicago (O'Hare) (ORD) | San Juan (SJU) | One-way / Basic | Depart: 01/22/2026 | From $113 Seen: 1 hour ago |
| Washington, D.C. (Reagan National) (DCA) | San Juan (SJU) | One-way / Basic | Depart: 02/27/2026 | From $113 Seen: 9 hrs ago |
| St. Louis (STL) | San Juan (SJU) | One-way / Basic | Depart: 02/16/2026 | From $113 Seen: 23 hrs ago |
| Columbus (CMH) | San Juan (SJU) | One-way / Basic | Depart: 02/04/2026 | From $113 Seen: 10 hrs ago |
| Cleveland (CLE) | San Juan (SJU) | One-way / Basic | Depart: 01/18/2026 | From $113 Seen: 21 hrs ago |
| Indianapolis (IND) | San Juan (SJU) | One-way / Basic | Depart: 02/16/2026 | From $118 Seen: 21 hrs ago |
| Kansas City (MCI) | San Juan (SJU) | One-way / Basic | Depart: 01/29/2026 | From $118 Seen: 22 hrs ago |
| Milwaukee (MKE) | San Juan (SJU) | One-way / Basic | Depart: 03/19/2026 | From $118 Seen: 11 hrs ago |
| New Orleans (MSY) | San Juan (SJU) | One-way / Basic | Depart: 04/17/2026 | From $118 Seen: 20 hrs ago |
| Austin (AUS) | San Juan (SJU) | One-way / Basic | Depart: 04/25/2026 | From $118 Seen: 23 hrs ago |
| Tampa (TPA) | San Juan (SJU) | One-way / Basic | Depart: 02/03/2026 | From $120 Seen: 23 hrs ago |
| Orlando (MCO) | San Juan (SJU) | One-way / Basic | Depart: 03/30/2026 | From $122 Seen: 23 hrs ago |
| San Antonio (SAT) | San Juan (SJU) | One-way / Basic | Depart: 01/22/2026 | From $123 Seen: 21 hrs ago |
| New York (LaGuardia) (LGA) | San Juan (SJU) | One-way / Basic | Depart: 01/24/2026 | From $123 Seen: 7 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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