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

Friday, July 10th, 2026

4 round-trip options

Returning
Sat, Jul 18, 20268 Day Trip
$331 USD
Returning
Sun, Jul 19, 20269 Day Trip
$371 USD
Returning
Tue, Jul 21, 202611 Day Trip
$367 USD
Returning
Wed, Jul 22, 202612 Day Trip
$321 USD