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 12th, 2026

6 round-trip options

Returning
Wed, Jun 17, 20265 Day Trip
$1,056 USD
Returning
Thu, Jun 18, 20266 Day Trip
$1,056 USD
Returning
Sat, Jun 20, 20268 Day Trip
$976 USD
Returning
Mon, Jun 22, 202610 Day Trip
$1,198 USD
Returning
Thu, Jun 25, 202613 Day Trip
$1,056 USD
Returning
Fri, Jun 26, 202614 Day Trip
$1,056 USD