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 6 hours agoAugust 2026
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Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Monday, August 17th, 2026
8 round-trip options
Returning
Sat, Aug 22, 2026•5 Day Trip
$1,023 USD
Returning
Sun, Aug 23, 2026•6 Day Trip
$902 USD
Returning
Mon, Aug 24, 2026•7 Day Trip
$1,090 USD
Returning
Wed, Aug 26, 2026•9 Day Trip
$907 USD
Returning
Thu, Aug 27, 2026•10 Day Trip
$1,107 USD
Returning
Sat, Aug 29, 2026•12 Day Trip
$1,072 USD
Returning
Sun, Aug 30, 2026•13 Day Trip
$987 USD
Returning
Mon, Aug 31, 2026•14 Day Trip
$1,107 USD