Chicago (ORD) to San Juan (SJU) flight deal in economy from $237

Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price

Sunday, July 5th, 2026

7 round-trip options

Returning
Fri, Jul 10, 20265 Day Trip
$537 USD
Returning
Sun, Jul 12, 20267 Day Trip
$685 USD
Returning
Mon, Jul 13, 20268 Day Trip
$646 USD
Returning
Tue, Jul 14, 20269 Day Trip
$507 USD
Returning
Thu, Jul 16, 202611 Day Trip
$577 USD
Returning
Fri, Jul 17, 202612 Day Trip
$537 USD
Returning
Sun, Jul 19, 202614 Day Trip
$638 USD