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

Saturday, December 26th, 2026

5 round-trip options

Returning
Thu, Dec 31, 20265 Day Trip
$1,235 USD
Returning
Fri, Jan 1, 20276 Day Trip
$1,570 USD
Returning
Sat, Jan 2, 20277 Day Trip
$1,584 USD
Returning
Sun, Jan 3, 20278 Day Trip
$1,570 USD
Returning
Mon, Jan 4, 20279 Day Trip
$1,386 USD