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 6th, 2026

4 round-trip options

Returning
Tue, Jul 14, 20268 Day Trip
$532 USD
Returning
Wed, Jul 15, 20269 Day Trip
$532 USD
Returning
Fri, Jul 17, 202611 Day Trip
$582 USD
Returning
Sat, Jul 18, 202612 Day Trip
$542 USD