Chicago (ORD) to San Juan (SJU) flight deal in economy from $236
O'Hare International Airport
Chicago, United States
Luis Muñoz Marín International Airport
San Juan, Puerto Rico
$664 USD
-64%$236 USD
Verified about 18 hours agoDecember 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Sunday, December 13th, 2026
10 round-trip options
Returning
Fri, Dec 18, 2026•5 Day Trip
$1,022 USD
Returning
Sat, Dec 19, 2026•6 Day Trip
$1,112 USD
Returning
Sun, Dec 20, 2026•7 Day Trip
$1,022 USD
Returning
Mon, Dec 21, 2026•8 Day Trip
$1,022 USD
Returning
Tue, Dec 22, 2026•9 Day Trip
$1,022 USD
Returning
Wed, Dec 23, 2026•10 Day Trip
$1,022 USD
Returning
Thu, Dec 24, 2026•11 Day Trip
$1,022 USD
Returning
Fri, Dec 25, 2026•12 Day Trip
$1,022 USD
Returning
Sat, Dec 26, 2026•13 Day Trip
$1,112 USD
Returning
Sun, Dec 27, 2026•14 Day Trip
$1,513 USD
