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

Friday, July 17th, 2026

10 round-trip options

Returning
Wed, Jul 22, 20265 Day Trip
$437 USD
Returning
Thu, Jul 23, 20266 Day Trip
$462 USD
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Fri, Jul 24, 20267 Day Trip
$423 USD
Returning
Sat, Jul 25, 20268 Day Trip
$454 USD
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Sun, Jul 26, 20269 Day Trip
$445 USD
Returning
Mon, Jul 27, 202610 Day Trip
$418 USD
Returning
Tue, Jul 28, 202611 Day Trip
$458 USD
Returning
Wed, Jul 29, 202612 Day Trip
$497 USD
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Thu, Jul 30, 202613 Day Trip
$517 USD
Returning
Fri, Jul 31, 202614 Day Trip
$517 USD