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

Tuesday, July 21st, 2026

9 round-trip options

Returning
Sun, Jul 26, 20265 Day Trip
$482 USD
Returning
Mon, Jul 27, 20266 Day Trip
$486 USD
Returning
Tue, Jul 28, 20267 Day Trip
$446 USD
Returning
Wed, Jul 29, 20268 Day Trip
$451 USD
Returning
Thu, Jul 30, 20269 Day Trip
$446 USD
Returning
Fri, Jul 31, 202610 Day Trip
$525 USD
Returning
Sat, Aug 1, 202611 Day Trip
$529 USD
Returning
Mon, Aug 3, 202613 Day Trip
$485 USD
Returning
Tue, Aug 4, 202614 Day Trip
$442 USD