Chicago (ORD) to San Juan (SJU) flight deal in economy from $237

Sunday, August 2nd, 2026

4 round-trip options

Returning
Mon, Aug 10, 20268 Day Trip
$426 USD
Returning
Tue, Aug 11, 20269 Day Trip
$472 USD
Returning
Thu, Aug 13, 202611 Day Trip
$426 USD
Returning
Fri, Aug 14, 202612 Day Trip
$426 USD