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 29th, 2026

4 round-trip options

Returning
Thu, Aug 6, 20268 Day Trip
$367 USD
Returning
Fri, Aug 7, 20269 Day Trip
$367 USD
Returning
Sun, Aug 9, 202611 Day Trip
$407 USD
Returning
Mon, Aug 10, 202612 Day Trip
$367 USD