Cheap Flights from Chicago to San Juan

Prices were available within the past 7 days and starts at $66 for one-way flights and $126 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Reviews from verified customers

Mar 9, 2020

Chair was bad and the flight attendant kept bumping into me.

Dec 28, 2019

The airplane seats were uncomfortable :(

Dec 10, 2019

Really nice

Dec 5, 2019

Jose Gomez was very nice n thoughtful 😊 great customer service

Nov 18, 2019

Though landing was kind of rough...

Nov 14, 2019

Not enough leg room even paying for the seats fir extra leg room

Nov 9, 2019

Still a lengthy walk to gate. Seats on the 737 are lacking comfort.

Oct 21, 2019

Love TSA pre check

Oct 16, 2019

Overall excellent flight and arrived 10 minutes early. Purchased WiFi in flight but was not able to use due to very slow download speed.

Sep 16, 2019

The 737-800 configuration American Airlines uses is very clastrophobic. Broading and unboarding take a very long time. Hallways are very difficult to navigate. Uncomfortable to get to laboratory.

Chicago to San Juan route information

Origin Airport O'Hare Intl.
Destination Airport Luis Munoz Marin Intl.
Airlines Serving American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, United
Flight Price $126
Distance 2,073 mi

Cheap ORD to SJU Flights