San Juan (SJU) to Chicago (ORD) flight deal in economy from $237

Friday, August 7th, 2026

8 round-trip options

Returning
Wed, Aug 12, 20265 Day Trip
$390 USD
Returning
Thu, Aug 13, 20266 Day Trip
$447 USD
Returning
Fri, Aug 14, 20267 Day Trip
$414 USD
Returning
Sun, Aug 16, 20269 Day Trip
$335 USD
Returning
Mon, Aug 17, 202610 Day Trip
$335 USD
Returning
Tue, Aug 18, 202611 Day Trip
$330 USD
Returning
Wed, Aug 19, 202612 Day Trip
$390 USD
Returning
Fri, Aug 21, 202614 Day Trip
$412 USD