San Juan (SJU) to Chicago (ORD) flight deal in economy from $227

Sunday, June 14th, 2026

9 round-trip options

Returning
Fri, Jun 19, 20265 Day Trip
$492 USD
Returning
Sat, Jun 20, 20266 Day Trip
$446 USD
Returning
Sun, Jun 21, 20267 Day Trip
$446 USD
Returning
Mon, Jun 22, 20268 Day Trip
$381 USD
Returning
Tue, Jun 23, 20269 Day Trip
$446 USD
Returning
Wed, Jun 24, 202610 Day Trip
$491 USD
Returning
Thu, Jun 25, 202611 Day Trip
$486 USD
Returning
Sat, Jun 27, 202613 Day Trip
$361 USD
Returning
Sun, Jun 28, 202614 Day Trip
$361 USD