Chicago (ORD) to San Juan (SJU) flight deal in business from $750
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$1,132 USD
-34%$750 USD
Verified about 8 hours agoDecember 2026
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Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Tuesday, December 29th, 2026
10 round-trip options
Returning
Sun, Jan 3, 2027•5 Day Trip
$2,284 USD
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Mon, Jan 4, 2027•6 Day Trip
$2,152 USD
Returning
Tue, Jan 5, 2027•7 Day Trip
$1,561 USD
Returning
Wed, Jan 6, 2027•8 Day Trip
$1,534 USD
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Thu, Jan 7, 2027•9 Day Trip
$1,340 USD
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Fri, Jan 8, 2027•10 Day Trip
$1,350 USD
Returning
Sat, Jan 9, 2027•11 Day Trip
$1,472 USD
Returning
Sun, Jan 10, 2027•12 Day Trip
$1,423 USD
Returning
Mon, Jan 11, 2027•13 Day Trip
$1,318 USD
Returning
Tue, Jan 12, 2027•14 Day Trip
$1,291 USD