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

Sunday, July 19th, 2026

4 round-trip options

Returning
Mon, Jul 27, 20268 Day Trip
$386 USD
Returning
Tue, Jul 28, 20269 Day Trip
$382 USD
Returning
Thu, Jul 30, 202611 Day Trip
$272 USD
Returning
Fri, Jul 31, 202612 Day Trip
$382 USD