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

Saturday, June 13th, 2026

6 round-trip options

Returning
Thu, Jun 18, 20265 Day Trip
$947 USD
Returning
Fri, Jun 19, 20266 Day Trip
$880 USD
Returning
Sun, Jun 21, 20268 Day Trip
$1,039 USD
Returning
Tue, Jun 23, 202610 Day Trip
$947 USD
Returning
Fri, Jun 26, 202613 Day Trip
$947 USD
Returning
Sat, Jun 27, 202614 Day Trip
$947 USD