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

Friday, August 14th, 2026

8 round-trip options

Returning
Wed, Aug 19, 20265 Day Trip
$391 USD
Returning
Thu, Aug 20, 20266 Day Trip
$457 USD
Returning
Fri, Aug 21, 20267 Day Trip
$413 USD
Returning
Sun, Aug 23, 20269 Day Trip
$332 USD
Returning
Mon, Aug 24, 202610 Day Trip
$336 USD
Returning
Tue, Aug 25, 202611 Day Trip
$332 USD
Returning
Wed, Aug 26, 202612 Day Trip
$332 USD
Returning
Fri, Aug 28, 202614 Day Trip
$332 USD