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

Monday, December 28th, 2026

3 round-trip options

Returning
Sat, Jan 2, 20275 Day Trip
$1,382 USD
Returning
Sun, Jan 3, 20276 Day Trip
$1,368 USD
Returning
Mon, Jan 4, 20277 Day Trip
$1,184 USD