← Back to Deals
Book This Deal
MDW
Chicago
SJU
San Juan
Chicago → San Juan
Southwest Airlines · Round Trip · Nonstop
Save $73 (29% off)
Compared to the typical price of $256
$183$256
per person · round trip
Flight Details
Cabin
Economy
Departs
May 3, 2026
Returns
May 8, 2026
Planning your trip to San Juan?
Complete your trip with these deals.
Hotels in San Juan
Find the best hotel deals for your stay.
Coming soon →Rental Cars in San Juan
Get around with affordable rental car deals.
Coming soon →Adventures in San Juan
Explore tours, activities, and experiences.
Coming soon →