Chicago (ORD) to San Juan (SJU) flight deal in economy from $347

Thursday, January 14th, 2027

10 round-trip options

Returning
Tue, Jan 19, 20275 Day Trip
$600 USD
Returning
Wed, Jan 20, 20276 Day Trip
$542 USD
Returning
Thu, Jan 21, 20277 Day Trip
$537 USD
Returning
Fri, Jan 22, 20278 Day Trip
$537 USD
Returning
Sat, Jan 23, 20279 Day Trip
$542 USD
Returning
Sun, Jan 24, 202710 Day Trip
$598 USD
Returning
Mon, Jan 25, 202711 Day Trip
$617 USD
Returning
Tue, Jan 26, 202712 Day Trip
$537 USD
Returning
Wed, Jan 27, 202713 Day Trip
$537 USD
Returning
Thu, Jan 28, 202714 Day Trip
$537 USD