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

Monday, December 7th, 2026

8 round-trip options

Returning
Sat, Dec 12, 20265 Day Trip
$1,170 USD
Returning
Sun, Dec 13, 20266 Day Trip
$1,150 USD
Returning
Mon, Dec 14, 20267 Day Trip
$1,107 USD
Returning
Wed, Dec 16, 20269 Day Trip
$1,259 USD
Returning
Fri, Dec 18, 202611 Day Trip
$1,463 USD
Returning
Sat, Dec 19, 202612 Day Trip
$1,897 USD
Returning
Sun, Dec 20, 202613 Day Trip
$1,392 USD
Returning
Mon, Dec 21, 202614 Day Trip
$1,392 USD