In July 2007 Lohan was arrested for a driving under the influence. Police also found a bag of cocaine in her pocket.
In November 2007 she surrendered to serve a short sentence - 84 minutes of which she served - in connection to her previous DUI conviction.
Lohan's decision to swan off to Cannes, France instead of attending her DUI progress hearing in 2010 led to her third booking photo. She was arrested when she touched down on American soil and was sentenced to 90 days behind bars for violating her probation. She served just 14.
She violated her probation yet again in September 2010 after she failed a drug test. She spent a few hours in jail before being released on bail.
Her fifth mugshot was taken on October 19 2011 after her probation was revoked because she didn't serve her community service at a woman's shelter. Her bail was set at $100,000 which she paid, but not before she was led from the courtroom in handcuffs.