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 14th, 2026

6 round-trip options

Returning
Fri, Jun 19, 20265 Day Trip
$876 USD
Returning
Sat, Jun 20, 20266 Day Trip
$863 USD
Returning
Mon, Jun 22, 20268 Day Trip
$1,084 USD
Returning
Wed, Jun 24, 202610 Day Trip
$985 USD
Returning
Sat, Jun 27, 202613 Day Trip
$942 USD
Returning
Sun, Jun 28, 202614 Day Trip
$890 USD