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 18th, 2026

6 round-trip options

Returning
Tue, Jun 23, 20265 Day Trip
$1,073 USD
Returning
Wed, Jun 24, 20266 Day Trip
$1,116 USD
Returning
Fri, Jun 26, 20268 Day Trip
$1,073 USD
Returning
Sun, Jun 28, 202610 Day Trip
$1,021 USD
Returning
Wed, Jul 1, 202613 Day Trip
$1,073 USD
Returning
Thu, Jul 2, 202614 Day Trip
$1,145 USD