San Juan (SJU) to Chicago (ORD) flight deal in business from $468

Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price

Friday, December 25th, 2026

6 round-trip options

Returning
Wed, Dec 30, 20265 Day Trip
$805 USD
Returning
Thu, Dec 31, 20266 Day Trip
$805 USD
Returning
Fri, Jan 1, 20277 Day Trip
$805 USD
Returning
Sat, Jan 2, 20278 Day Trip
$805 USD
Returning
Sun, Jan 3, 20279 Day Trip
$805 USD
Returning
Mon, Jan 4, 202710 Day Trip
$805 USD