Lindsay Lohan and Sam Ronson's Windy City Arrival

Taking a late night flight out east, Lindsay Lohan and Samantha Ronson were spotted arriving at Chicago's O'Hare Airport on Friday (August 1).

After collecting their matching luggage, the BFF/rumored lovers made their way over to an awaiting driver, stopping for a cigarette break along the way.

Hopefully on their trip to the Windy City, the girls don't run into the same troubles as they faced during their stay in New York City last week.

Apparently, LiLo and Sam were forced to "make a daring escape from a hotel room after they were locked in by a malfunctioning door" at the Bowery Hotel on Sunday night.

After becoming trapped in their room, Lohan and Ronson proceeded to "climb over their second-story balcony to make their exit" with the help of hotel staff.

A source told the New York Daily News, "Thankfully, the busboys and wait staff were there to climb up and help the girls down. Lindsay and Sam were laughing hysterically. They thought it was the funniest thing ever."

Gossip Girls

Enjoy the pictures of Lindsay Lohan and Samantha Ronson arriving in Chicago (August 1).