Chicago (ORD) to San Juan (SJU) flight deal in economy from $237

Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price

Monday, July 6th, 2026

7 round-trip options

Returning
Sat, Jul 11, 20265 Day Trip
$542 USD
Returning
Mon, Jul 13, 20267 Day Trip
$647 USD
Returning
Tue, Jul 14, 20268 Day Trip
$507 USD
Returning
Wed, Jul 15, 20269 Day Trip
$577 USD
Returning
Fri, Jul 17, 202611 Day Trip
$537 USD
Returning
Sat, Jul 18, 202612 Day Trip
$519 USD
Returning
Mon, Jul 20, 202614 Day Trip
$636 USD