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

Thursday, July 30th, 2026

4 round-trip options

Returning
Fri, Aug 7, 20268 Day Trip
$362 USD
Returning
Sat, Aug 8, 20269 Day Trip
$362 USD
Returning
Mon, Aug 10, 202611 Day Trip
$362 USD
Returning
Tue, Aug 11, 202612 Day Trip
$407 USD