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

Saturday, July 25th, 2026

4 round-trip options

Returning
Sun, Aug 2, 20268 Day Trip
$382 USD
Returning
Mon, Aug 3, 20269 Day Trip
$382 USD
Returning
Wed, Aug 5, 202611 Day Trip
$382 USD
Returning
Thu, Aug 6, 202612 Day Trip
$382 USD