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

Monday, December 7th, 2026

10 round-trip options

Returning
Sat, Dec 12, 20265 Day Trip
$607 USD
Returning
Sun, Dec 13, 20266 Day Trip
$579 USD
Returning
Mon, Dec 14, 20267 Day Trip
$521 USD
Returning
Tue, Dec 15, 20268 Day Trip
$584 USD
Returning
Wed, Dec 16, 20269 Day Trip
$612 USD
Returning
Thu, Dec 17, 202610 Day Trip
$687 USD
Returning
Fri, Dec 18, 202611 Day Trip
$962 USD
Returning
Sat, Dec 19, 202612 Day Trip
$988 USD
Returning
Sun, Dec 20, 202613 Day Trip
$788 USD
Returning
Mon, Dec 21, 202614 Day Trip
$687 USD