San Juan (SJU) to Chicago (ORD) flight deal in economy from $227

Thursday, July 23rd, 2026

9 round-trip options

Returning
Tue, Jul 28, 20265 Day Trip
$406 USD
Returning
Wed, Jul 29, 20266 Day Trip
$411 USD
Returning
Thu, Jul 30, 20267 Day Trip
$406 USD
Returning
Fri, Jul 31, 20268 Day Trip
$446 USD
Returning
Sat, Aug 1, 20269 Day Trip
$446 USD
Returning
Sun, Aug 2, 202610 Day Trip
$442 USD
Returning
Mon, Aug 3, 202611 Day Trip
$437 USD
Returning
Wed, Aug 5, 202613 Day Trip
$442 USD
Returning
Thu, Aug 6, 202614 Day Trip
$437 USD