San Juan (SJU) to Chicago (ORD) flight deal in business from $706
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$1,115 USD
-37%$706 USD
Verified about 11 hours agoDecember 2026
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Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Monday, December 14th, 2026
8 round-trip options
Returning
Sat, Dec 19, 2026•5 Day Trip
$1,978 USD
Returning
Sun, Dec 20, 2026•6 Day Trip
$1,397 USD
Returning
Mon, Dec 21, 2026•7 Day Trip
$1,397 USD
Returning
Wed, Dec 23, 2026•9 Day Trip
$1,397 USD
Returning
Fri, Dec 25, 2026•11 Day Trip
$1,529 USD
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Sat, Dec 26, 2026•12 Day Trip
$1,901 USD
Returning
Sun, Dec 27, 2026•13 Day Trip
$1,468 USD
Returning
Mon, Dec 28, 2026•14 Day Trip
$1,297 USD