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

Wednesday, August 26th, 2026

4 round-trip options

Returning
Thu, Sep 3, 20268 Day Trip
$267 USD
Returning
Fri, Sep 4, 20269 Day Trip
$267 USD
Returning
Sun, Sep 6, 202611 Day Trip
$287 USD
Returning
Mon, Sep 7, 202612 Day Trip
$287 USD