San Juan (SJU) to Chicago (ORD) flight deal in business from $879
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$1,034 USD
-15%$879 USD
Verified 13 days agoOctober 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Fair Availability
21% of dates checked are available within 10% of the lowest price
Sunday, October 25th, 2026
6 round-trip options
Returning
Fri, Oct 30, 2026•5 Day Trip
$1,017 USD
Returning
Sat, Oct 31, 2026•6 Day Trip
$1,017 USD
Returning
Wed, Nov 4, 2026•10 Day Trip
$1,022 USD
Returning
Thu, Nov 5, 2026•11 Day Trip
$1,142 USD
Returning
Sat, Nov 7, 2026•13 Day Trip
$982 USD
Returning
Sun, Nov 8, 2026•14 Day Trip
$982 USD