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

Friday, June 26th, 2026

6 round-trip options

Returning
Wed, Jul 1, 20265 Day Trip
$1,027 USD
Returning
Thu, Jul 2, 20266 Day Trip
$1,098 USD
Returning
Sat, Jul 4, 20268 Day Trip
$918 USD
Returning
Mon, Jul 6, 202610 Day Trip
$950 USD
Returning
Thu, Jul 9, 202613 Day Trip
$836 USD
Returning
Fri, Jul 10, 202614 Day Trip
$1,027 USD