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

Tuesday, June 16th, 2026

9 round-trip options

Returning
Sun, Jun 21, 20265 Day Trip
$402 USD
Returning
Mon, Jun 22, 20266 Day Trip
$337 USD
Returning
Tue, Jun 23, 20267 Day Trip
$402 USD
Returning
Wed, Jun 24, 20268 Day Trip
$447 USD
Returning
Thu, Jun 25, 20269 Day Trip
$442 USD
Returning
Fri, Jun 26, 202610 Day Trip
$442 USD
Returning
Sat, Jun 27, 202611 Day Trip
$317 USD
Returning
Mon, Jun 29, 202613 Day Trip
$317 USD
Returning
Tue, Jun 30, 202614 Day Trip
$397 USD