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 15th, 2026

4 round-trip options

Returning
Thu, Jul 23, 20268 Day Trip
$341 USD
Returning
Fri, Jul 24, 20269 Day Trip
$341 USD
Returning
Sun, Jul 26, 202611 Day Trip
$391 USD
Returning
Mon, Jul 27, 202612 Day Trip
$391 USD