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

Saturday, July 11th, 2026

4 round-trip options

Returning
Sun, Jul 19, 20268 Day Trip
$367 USD
Returning
Mon, Jul 20, 20269 Day Trip
$321 USD
Returning
Wed, Jul 22, 202611 Day Trip
$317 USD
Returning
Thu, Jul 23, 202612 Day Trip
$321 USD