San Juan (SJU) to Chicago (ORD) flight deal in economy from $191

Sunday, December 20th, 2026

10 round-trip options

Returning
Fri, Dec 25, 2026•5 Day Trip
$744 USD
Returning
Sat, Dec 26, 2026•6 Day Trip
$999 USD
Returning
Sun, Dec 27, 2026•7 Day Trip
$697 USD
Returning
Mon, Dec 28, 2026•8 Day Trip
$621 USD
Returning
Tue, Dec 29, 2026•9 Day Trip
$531 USD
Returning
Wed, Dec 30, 2026•10 Day Trip
$531 USD
Returning
Thu, Dec 31, 2026•11 Day Trip
$322 USD
Returning
Fri, Jan 1, 2027•12 Day Trip
$412 USD
Returning
Sat, Jan 2, 2027•13 Day Trip
$415 USD
Returning
Sun, Jan 3, 2027•14 Day Trip
$460 USD