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
Wednesday, December 30th, 2026
8 round-trip options
Returning
Mon, Jan 4, 2027•5 Day Trip
$1,367 USD
Returning
Tue, Jan 5, 2027•6 Day Trip
$1,320 USD
Returning
Wed, Jan 6, 2027•7 Day Trip
$1,238 USD
Returning
Fri, Jan 8, 2027•9 Day Trip
$1,324 USD
Returning
Sun, Jan 10, 2027•11 Day Trip
$1,298 USD
Returning
Mon, Jan 11, 2027•12 Day Trip
$1,189 USD
Returning
Tue, Jan 12, 2027•13 Day Trip
$1,189 USD
Returning
Wed, Jan 13, 2027•14 Day Trip
$1,189 USD