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 26th, 2026

7 round-trip options

Returning
Fri, Jul 31, 20265 Day Trip
$503 USD
Returning
Sun, Aug 2, 20267 Day Trip
$507 USD
Returning
Mon, Aug 3, 20268 Day Trip
$544 USD
Returning
Tue, Aug 4, 20269 Day Trip
$464 USD
Returning
Thu, Aug 6, 202611 Day Trip
$477 USD
Returning
Fri, Aug 7, 202612 Day Trip
$464 USD
Returning
Sun, Aug 9, 202614 Day Trip
$613 USD