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 20th, 2026

6 round-trip options

Returning
Thu, Jun 25, 20265 Day Trip
$917 USD
Returning
Fri, Jun 26, 20266 Day Trip
$917 USD
Returning
Sun, Jun 28, 20268 Day Trip
$865 USD
Returning
Tue, Jun 30, 202610 Day Trip
$843 USD
Returning
Fri, Jul 3, 202613 Day Trip
$887 USD
Returning
Sat, Jul 4, 202614 Day Trip
$808 USD