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

Tuesday, June 16th, 2026

6 round-trip options

Returning
Sun, Jun 21, 20265 Day Trip
$1,034 USD
Returning
Mon, Jun 22, 20266 Day Trip
$1,084 USD
Returning
Wed, Jun 24, 20268 Day Trip
$985 USD
Returning
Fri, Jun 26, 202610 Day Trip
$978 USD
Returning
Mon, Jun 29, 202613 Day Trip
$899 USD
Returning
Tue, Jun 30, 202614 Day Trip
$868 USD