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

Wednesday, June 17th, 2026

6 round-trip options

Returning
Mon, Jun 22, 20265 Day Trip
$1,059 USD
Returning
Tue, Jun 23, 20266 Day Trip
$917 USD
Returning
Thu, Jun 25, 20268 Day Trip
$917 USD
Returning
Sat, Jun 27, 202610 Day Trip
$917 USD
Returning
Tue, Jun 30, 202613 Day Trip
$840 USD
Returning
Wed, Jul 1, 202614 Day Trip
$917 USD