Chicago (ORD) to San Juan (SJU) flight deal in business from $735
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$1,102 USD
-33%$735 USD
Verified 1 day agoJuly 2026
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Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Wednesday, July 29th, 2026
10 round-trip options
Returning
Mon, Aug 3, 2026•5 Day Trip
$963 USD
Returning
Tue, Aug 4, 2026•6 Day Trip
$963 USD
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Wed, Aug 5, 2026•7 Day Trip
$925 USD
Returning
Thu, Aug 6, 2026•8 Day Trip
$852 USD
Returning
Fri, Aug 7, 2026•9 Day Trip
$874 USD
Returning
Sat, Aug 8, 2026•10 Day Trip
$928 USD
Returning
Sun, Aug 9, 2026•11 Day Trip
$977 USD
Returning
Mon, Aug 10, 2026•12 Day Trip
$977 USD
Returning
Tue, Aug 11, 2026•13 Day Trip
$937 USD
Returning
Wed, Aug 12, 2026•14 Day Trip
$987 USD