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 27th, 2026

6 round-trip options

Returning
Thu, Jul 2, 20265 Day Trip
$1,016 USD
Returning
Fri, Jul 3, 20266 Day Trip
$937 USD
Returning
Sun, Jul 5, 20268 Day Trip
$967 USD
Returning
Tue, Jul 7, 202610 Day Trip
$776 USD
Returning
Fri, Jul 10, 202613 Day Trip
$967 USD
Returning
Sat, Jul 11, 202614 Day Trip
$939 USD