Chicago (ORD) to San Juan (SJU) flight deal in economy from $307
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$531 USD
-42%$307 USD
Verified 2 days agoAugust 2026
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Limited Availability
13% of dates checked are available within 10% of the lowest price
Sunday, August 16th, 2026
10 round-trip options
Returning
Fri, Aug 21, 2026•5 Day Trip
$307 USD
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Sat, Aug 22, 2026•6 Day Trip
$307 USD
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Sun, Aug 23, 2026•7 Day Trip
$333 USD
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Mon, Aug 24, 2026•8 Day Trip
$307 USD
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Tue, Aug 25, 2026•9 Day Trip
$307 USD
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Wed, Aug 26, 2026•10 Day Trip
$307 USD
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Thu, Aug 27, 2026•11 Day Trip
$307 USD
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Fri, Aug 28, 2026•12 Day Trip
$335 USD
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Sat, Aug 29, 2026•13 Day Trip
$312 USD
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Sun, Aug 30, 2026•14 Day Trip
$399 USD