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

Sunday, December 27th, 2026

4 round-trip options

Returning
Fri, Jan 1, 20275 Day Trip
$1,386 USD
Returning
Sat, Jan 2, 20276 Day Trip
$1,400 USD
Returning
Sun, Jan 3, 20277 Day Trip
$1,386 USD
Returning
Mon, Jan 4, 20278 Day Trip
$1,202 USD