San Juan (SJU) to Chicago (ORD) flight deal in economy from $227

Friday, July 31st, 2026

9 round-trip options

Returning
Wed, Aug 5, 20265 Day Trip
$442 USD
Returning
Thu, Aug 6, 20266 Day Trip
$437 USD
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Fri, Aug 7, 20267 Day Trip
$437 USD
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Sat, Aug 8, 20268 Day Trip
$362 USD
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Sun, Aug 9, 20269 Day Trip
$437 USD
Returning
Mon, Aug 10, 202610 Day Trip
$352 USD
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Tue, Aug 11, 202611 Day Trip
$357 USD
Returning
Thu, Aug 13, 202613 Day Trip
$432 USD
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Fri, Aug 14, 202614 Day Trip
$367 USD