Chicago (ORD) to San Juan (SJU) flight deal in economy from $307

Friday, June 26th, 2026

10 round-trip options

Returning
Wed, Jul 1, 20265 Day Trip
$694 USD
Returning
Thu, Jul 2, 20266 Day Trip
$642 USD
Returning
Fri, Jul 3, 20267 Day Trip
$590 USD
Returning
Sat, Jul 4, 20268 Day Trip
$568 USD
Returning
Sun, Jul 5, 20269 Day Trip
$732 USD
Returning
Mon, Jul 6, 202610 Day Trip
$662 USD
Returning
Tue, Jul 7, 202611 Day Trip
$606 USD
Returning
Wed, Jul 8, 202612 Day Trip
$557 USD
Returning
Thu, Jul 9, 202613 Day Trip
$552 USD
Returning
Fri, Jul 10, 202614 Day Trip
$608 USD