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

Tuesday, July 28th, 2026

4 round-trip options

Returning
Wed, Aug 5, 20268 Day Trip
$362 USD
Returning
Thu, Aug 6, 20269 Day Trip
$362 USD
Returning
Sat, Aug 8, 202611 Day Trip
$362 USD
Returning
Sun, Aug 9, 202612 Day Trip
$402 USD