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

Tuesday, July 7th, 2026

4 round-trip options

Returning
Wed, Jul 15, 20268 Day Trip
$471 USD
Returning
Thu, Jul 16, 20269 Day Trip
$471 USD
Returning
Sat, Jul 18, 202611 Day Trip
$542 USD
Returning
Sun, Jul 19, 202612 Day Trip
$582 USD