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

Tuesday, August 4th, 2026

4 round-trip options

Returning
Wed, Aug 12, 20268 Day Trip
$477 USD
Returning
Thu, Aug 13, 20269 Day Trip
$477 USD
Returning
Sat, Aug 15, 202611 Day Trip
$477 USD
Returning
Sun, Aug 16, 202612 Day Trip
$522 USD