San Juan (SJU) to Chicago (ORD) flight deal in business from $706

Tuesday, December 1st, 2026

8 round-trip options

Returning
Sun, Dec 6, 20265 Day Trip
$1,113 USD
Returning
Mon, Dec 7, 20266 Day Trip
$1,324 USD
Returning
Tue, Dec 8, 20267 Day Trip
$1,194 USD
Returning
Thu, Dec 10, 20269 Day Trip
$1,235 USD
Returning
Sat, Dec 12, 202611 Day Trip
$1,176 USD
Returning
Sun, Dec 13, 202612 Day Trip
$1,242 USD
Returning
Mon, Dec 14, 202613 Day Trip
$1,112 USD
Returning
Tue, Dec 15, 202614 Day Trip
$1,194 USD