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

Saturday, December 19th, 2026

8 round-trip options

Returning
Thu, Dec 24, 20265 Day Trip
$1,267 USD
Returning
Fri, Dec 25, 20266 Day Trip
$1,439 USD
Returning
Sat, Dec 26, 20267 Day Trip
$1,812 USD
Returning
Mon, Dec 28, 20269 Day Trip
$1,207 USD
Returning
Wed, Dec 30, 202611 Day Trip
$1,152 USD
Returning
Thu, Dec 31, 202612 Day Trip
$1,022 USD
Returning
Fri, Jan 1, 202713 Day Trip
$1,022 USD
Returning
Sat, Jan 2, 202714 Day Trip
$1,022 USD