San Juan (SJU) to Chicago (ORD) flight deal in business from $706

Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price

Monday, June 29th, 2026

6 round-trip options

Returning
Sat, Jul 4, 20265 Day Trip
$850 USD
Returning
Sun, Jul 5, 20266 Day Trip
$959 USD
Returning
Tue, Jul 7, 20268 Day Trip
$768 USD
Returning
Thu, Jul 9, 202610 Day Trip
$836 USD
Returning
Sun, Jul 12, 202613 Day Trip
$901 USD
Returning
Mon, Jul 13, 202614 Day Trip
$963 USD