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

Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price

Monday, July 13th, 2026

4 round-trip options

Returning
Tue, Jul 21, 20268 Day Trip
$286 USD
Returning
Wed, Jul 22, 20269 Day Trip
$286 USD
Returning
Fri, Jul 24, 202611 Day Trip
$336 USD
Returning
Sat, Jul 25, 202612 Day Trip
$386 USD