San Juan (SJU) to Chicago (ORD) flight deal in business from $706

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

Thursday, June 25th, 2026

6 round-trip options

Returning
Tue, Jun 30, 20265 Day Trip
$838 USD
Returning
Wed, Jul 1, 20266 Day Trip
$912 USD
Returning
Fri, Jul 3, 20268 Day Trip
$882 USD
Returning
Sun, Jul 5, 202610 Day Trip
$912 USD
Returning
Wed, Jul 8, 202613 Day Trip
$902 USD
Returning
Thu, Jul 9, 202614 Day Trip
$790 USD