San Juan (SJU) to Chicago (ORD) flight deal in business from $735
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$1,110 USD
-34%$735 USD
Verified 1 day agoAugust 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Friday, August 28th, 2026
10 round-trip options
Returning
Wed, Sep 2, 2026•5 Day Trip
$916 USD
Returning
Thu, Sep 3, 2026•6 Day Trip
$1,086 USD
Returning
Fri, Sep 4, 2026•7 Day Trip
$1,056 USD
Returning
Sat, Sep 5, 2026•8 Day Trip
$896 USD
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Sun, Sep 6, 2026•9 Day Trip
$870 USD
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Mon, Sep 7, 2026•10 Day Trip
$912 USD
Returning
Tue, Sep 8, 2026•11 Day Trip
$927 USD
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Wed, Sep 9, 2026•12 Day Trip
$1,087 USD
Returning
Thu, Sep 10, 2026•13 Day Trip
$1,087 USD
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Fri, Sep 11, 2026•14 Day Trip
$1,091 USD