San Juan (SJU) to Chicago (ORD) flight deal in economy from $237
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$529 USD
-55%$237 USD
Verified 14 days agoAugust 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Saturday, August 8th, 2026
8 round-trip options
Returning
Thu, Aug 13, 2026•5 Day Trip
$475 USD
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Fri, Aug 14, 2026•6 Day Trip
$442 USD
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Sat, Aug 15, 2026•7 Day Trip
$363 USD
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Mon, Aug 17, 2026•9 Day Trip
$363 USD
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Tue, Aug 18, 2026•10 Day Trip
$358 USD
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Wed, Aug 19, 2026•11 Day Trip
$418 USD
Returning
Thu, Aug 20, 2026•12 Day Trip
$484 USD
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Sat, Aug 22, 2026•14 Day Trip
$358 USD