Chicago (ORD) to San Juan (SJU) flight deal in economy from $218

Extremely Rare Availability
4% of dates checked are available within 10% of the lowest price

Tuesday, December 29th, 2026

2 round-trip options

Returning
Sun, Jan 3, 20275 Day Trip
$1,026 USD
Returning
Mon, Jan 4, 20276 Day Trip
$862 USD