Chicago (ORD) to San Juan (SJU) flight deal in economy from $237
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$434 USD
-45%$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
Monday, August 24th, 2026
4 round-trip options
Returning
Tue, Sep 1, 2026•8 Day Trip
$237 USD
Returning
Wed, Sep 2, 2026•9 Day Trip
$237 USD
Returning
Fri, Sep 4, 2026•11 Day Trip
$262 USD
Returning
Sat, Sep 5, 2026•12 Day Trip
$272 USD