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 24th, 2026

6 round-trip options

Returning
Mon, Jun 29, 20265 Day Trip
$955 USD
Returning
Tue, Jun 30, 20266 Day Trip
$944 USD
Returning
Thu, Jul 2, 20268 Day Trip
$1,089 USD
Returning
Sat, Jul 4, 202610 Day Trip
$909 USD
Returning
Tue, Jul 7, 202613 Day Trip
$827 USD
Returning
Wed, Jul 8, 202614 Day Trip
$1,018 USD