San Juan (SJU) to Chicago (ORD) flight deal in business from $746

Friday, December 18th, 2026

10 round-trip options

Returning
Wed, Dec 23, 2026•5 Day Trip
$1,274 USD
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Thu, Dec 24, 2026•6 Day Trip
$1,215 USD
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Fri, Dec 25, 2026•7 Day Trip
$1,743 USD
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Sat, Dec 26, 2026•8 Day Trip
$1,743 USD
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Sun, Dec 27, 2026•9 Day Trip
$1,743 USD
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Mon, Dec 28, 2026•10 Day Trip
$1,138 USD
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Tue, Dec 29, 2026•11 Day Trip
$1,098 USD
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Wed, Dec 30, 2026•12 Day Trip
$1,001 USD
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Thu, Dec 31, 2026•13 Day Trip
$950 USD
Returning
Fri, Jan 1, 2027•14 Day Trip
$950 USD