San Juan (SJU) to Chicago (ORD) cheap 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

$1,161 USD

-41%$688 USD

Verified Sep 21, 2025 at 4:34 PM

September 2025

Today

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1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21$1,585 22$1,095 23$1,076 24$1,005 25$1,005 26$1,000 27$1,000 28$1,024 29$966 30$966 1$966 2$971 3$971 4$1,027 5$1,058

Extremely Rare Availability

2% of dates checked are available within 10% of the lowest price

Monday, September 29th, 2025

10 round-trip options

Returning

Sat, Oct 4, 2025•5 Day Trip

$1,047 USD

Google Flights

Returning

Sun, Oct 5, 2025•6 Day Trip

$1,149 USD

Google Flights

Returning

Mon, Oct 6, 2025•7 Day Trip

$990 USD

Google Flights

Returning

Tue, Oct 7, 2025•8 Day Trip

$971 USD

Google Flights

Returning

Wed, Oct 8, 2025•9 Day Trip

$966 USD

Google Flights

Returning

Thu, Oct 9, 2025•10 Day Trip

$1,027 USD

Google Flights

Returning

Fri, Oct 10, 2025•11 Day Trip

$1,141 USD

Google Flights

Returning

Sat, Oct 11, 2025•12 Day Trip

$1,261 USD

Google Flights

Returning

Sun, Oct 12, 2025•13 Day Trip

$1,208 USD

Google Flights

Returning

Mon, Oct 13, 2025•14 Day Trip

$1,249 USD

Google Flights