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
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Sunday, August 23rd, 2026
8 round-trip options
Returning
Fri, Aug 28, 2026•5 Day Trip
$956 USD
Returning
Sat, Aug 29, 2026•6 Day Trip
$918 USD
Returning
Sun, Aug 30, 2026•7 Day Trip
$843 USD
Returning
Tue, Sep 1, 2026•9 Day Trip
$956 USD
Returning
Wed, Sep 2, 2026•10 Day Trip
$803 USD
Returning
Fri, Sep 4, 2026•12 Day Trip
$943 USD
Returning
Sat, Sep 5, 2026•13 Day Trip
$825 USD
Returning
Sun, Sep 6, 2026•14 Day Trip
$798 USD