San Juan (SJU) to Chicago (ORD) flight deal from $688 USD in business class

UAUnited Airlines

Round Trip•Business Class

SJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico

ORD

O'Hare International Airport

Chicago, United States

$1,016 USD

-32%$688 USD

Verified Nov 4, 2025 at 1:09 PM

December 2025

Today

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Sun

1$1,119 2$854 3$811 4$831 5$854 6$932 7$1,076 8$1,049 9$927 10$927 11$927 12$1,011 13$1,120 14$1,289 15$1,129 16$1,090 17$861 18$861 19$861 20$861 21$861 22$883 23$861 24$861 25$861 26$891 27$930 28$971 29$1,014 30$993 31$879 1 2 3 4

Extremely Rare Availability

3% of dates checked are available within 10% of the lowest price

Wednesday, December 24th, 2025

10 round-trip options

Returning

Mon, Dec 29, 2025•5 Day Trip

$1,129 USD

Google Flights

Returning

Tue, Dec 30, 2025•6 Day Trip

$1,129 USD

Google Flights

Returning

Wed, Dec 31, 2025•7 Day Trip

$861 USD

Google Flights

Returning

Thu, Jan 1, 2026•8 Day Trip

$915 USD

Google Flights

Returning

Fri, Jan 2, 2026•9 Day Trip

$963 USD

Google Flights

Returning

Sat, Jan 3, 2026•10 Day Trip

$914 USD

Google Flights

Returning

Sun, Jan 4, 2026•11 Day Trip

$914 USD

Google Flights

Returning

Mon, Jan 5, 2026•12 Day Trip

$914 USD

Google Flights

Returning

Tue, Jan 6, 2026•13 Day Trip

$881 USD

Google Flights

Returning

Wed, Jan 7, 2026•14 Day Trip

$921 USD

Google Flights