Chicago (ORD) to San Juan (SJU) flight deal in business from $717

Monday, January 4th, 2027

10 round-trip options

Returning
Sat, Jan 9, 20275 Day Trip
$1,401 USD
Returning
Sun, Jan 10, 20276 Day Trip
$1,390 USD
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Mon, Jan 11, 20277 Day Trip
$1,365 USD
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Tue, Jan 12, 20278 Day Trip
$1,237 USD
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Wed, Jan 13, 20279 Day Trip
$1,237 USD
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Thu, Jan 14, 202710 Day Trip
$1,194 USD
Returning
Fri, Jan 15, 202711 Day Trip
$1,280 USD
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Sat, Jan 16, 202712 Day Trip
$1,194 USD
Returning
Sun, Jan 17, 202713 Day Trip
$1,379 USD
Returning
Mon, Jan 18, 202714 Day Trip
$1,297 USD