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

Wednesday, July 8th, 2026

4 round-trip options

Returning
Thu, Jul 16, 20268 Day Trip
$326 USD
Returning
Fri, Jul 17, 20269 Day Trip
$376 USD
Returning
Sun, Jul 19, 202611 Day Trip
$376 USD
Returning
Mon, Jul 20, 202612 Day Trip
$376 USD