San Juan (SJU) to Chicago (ORD) flight deal from $216 USD in economy class

UAUnited Airlines

Round Trip•Economy

SJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico

ORD

O'Hare International Airport

Chicago, United States

$439 USD

-51%$216 USD

Verified Nov 29, 2025 at 12:04 PM

January 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

29$361 30$408 31$371 1$558 2$920 3$920 4$812 5$473 6$474 7$452 8$370 9$360 10$370 11$355 12$261 13$216 14$216 15$216 16$216 17$261 18$408 19$423 20$296 21$222 22$216 23$250 24$322 25$350 26$317 27$216 28$216 29$216 30$216 31$222 1

Rare Availability

5% of dates checked are available within 10% of the lowest price

Saturday, January 24th, 2026

10 round-trip options

Returning

Thu, Jan 29, 2026•5 Day Trip

$350 USD

Google Flights

Returning

Fri, Jan 30, 2026•6 Day Trip

$427 USD

Google Flights

Returning

Sat, Jan 31, 2026•7 Day Trip

$327 USD

Google Flights

Returning

Sun, Feb 1, 2026•8 Day Trip

$322 USD

Google Flights

Returning

Mon, Feb 2, 2026•9 Day Trip

$322 USD

Google Flights

Returning

Tue, Feb 3, 2026•10 Day Trip

$327 USD

Google Flights

Returning

Wed, Feb 4, 2026•11 Day Trip

$322 USD

Google Flights

Returning

Thu, Feb 5, 2026•12 Day Trip

$401 USD

Google Flights

Returning

Fri, Feb 6, 2026•13 Day Trip

$455 USD

Google Flights

Returning

Sat, Feb 7, 2026•14 Day Trip

$365 USD

Google Flights