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

Friday, June 19th, 2026

6 round-trip options

Returning
Wed, Jun 24, 20265 Day Trip
$959 USD
Returning
Thu, Jun 25, 20266 Day Trip
$917 USD
Returning
Sat, Jun 27, 20268 Day Trip
$917 USD
Returning
Mon, Jun 29, 202610 Day Trip
$861 USD
Returning
Thu, Jul 2, 202613 Day Trip
$988 USD
Returning
Fri, Jul 3, 202614 Day Trip
$887 USD