San Juan (SJU) to Chicago (ORD) flight deal in economy from $307

Saturday, December 26th, 2026

6 round-trip options

Returning
Thu, Dec 31, 20265 Day Trip
$648 USD
Returning
Tue, Jan 5, 202710 Day Trip
$578 USD
Returning
Wed, Jan 6, 202711 Day Trip
$599 USD
Returning
Thu, Jan 7, 202712 Day Trip
$583 USD
Returning
Fri, Jan 8, 202713 Day Trip
$608 USD
Returning
Sat, Jan 9, 202714 Day Trip
$583 USD