Chicago (ORD) to San Juan (SJU) flight deal in economy from $347

Sunday, November 15th, 2026

10 round-trip options

Returning
Fri, Nov 20, 20265 Day Trip
$457 USD
Returning
Sat, Nov 21, 20266 Day Trip
$474 USD
Returning
Sun, Nov 22, 20267 Day Trip
$487 USD
Returning
Mon, Nov 23, 20268 Day Trip
$462 USD
Returning
Tue, Nov 24, 20269 Day Trip
$457 USD
Returning
Wed, Nov 25, 202610 Day Trip
$462 USD
Returning
Thu, Nov 26, 202611 Day Trip
$462 USD
Returning
Fri, Nov 27, 202612 Day Trip
$607 USD
Returning
Sat, Nov 28, 202613 Day Trip
$962 USD
Returning
Sun, Nov 29, 202614 Day Trip
$757 USD