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

Sunday, June 21st, 2026

6 round-trip options

Returning
Fri, Jun 26, 20265 Day Trip
$1,092 USD
Returning
Sat, Jun 27, 20266 Day Trip
$1,092 USD
Returning
Mon, Jun 29, 20268 Day Trip
$1,092 USD
Returning
Wed, Jul 1, 202610 Day Trip
$1,092 USD
Returning
Sat, Jul 4, 202613 Day Trip
$983 USD
Returning
Sun, Jul 5, 202614 Day Trip
$1,092 USD