Chicago (ORD) to San Juan (SJU) flight deal in economy from $236
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$664 USD
-64%$236 USD
Verified 1 day agoDecember 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Saturday, December 26th, 2026
10 round-trip options
Returning
Thu, Dec 31, 2026•5 Day Trip
$1,706 USD
Returning
Fri, Jan 1, 2027•6 Day Trip
$1,942 USD
Returning
Sat, Jan 2, 2027•7 Day Trip
$2,296 USD
Returning
Sun, Jan 3, 2027•8 Day Trip
$2,296 USD
Returning
Mon, Jan 4, 2027•9 Day Trip
$2,017 USD
Returning
Tue, Jan 5, 2027•10 Day Trip
$1,892 USD
Returning
Wed, Jan 6, 2027•11 Day Trip
$1,706 USD
Returning
Thu, Jan 7, 2027•12 Day Trip
$1,511 USD
Returning
Fri, Jan 8, 2027•13 Day Trip
$1,511 USD
Returning
Sat, Jan 9, 2027•14 Day Trip
$1,656 USD