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Image: Lindsay Lohan booking photo
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In this booking photo provided by the Los Angeles County Sheriff's Department, Lindsay Lohan is seen at the Lynwood Correctional Facility in Lynwood, Calif., on Friday.
NBC News and news services
updated 9/25/2010 9:39:55 AM ET 2010-09-25T13:39:55

Lindsay Lohan was freed from a suburban Los Angeles jail late Friday night, well short of the nearly monthlong stay a judge had intended for the actress following a failed drug test.

Lohan, who stayed in the same cell she occupied during her last stay, was freed at about 11:40 p.m. after posting $300,000 bail, Los Angeles County Sheriff's Department spokesman Steve Whitmore told NBC News.

Lohan had been a "model inmate" trying to navigate the system, Whimore said.

Los Angeles Superior Court Judge Elden Fox ordered Lohan held without bail during a brief hearing Friday morning, but his ruling was later overturned by a different judge on the grounds that defendants in misdemeanor cases are entitled to bail.

Access Hollywood photos: Mug shot mania

The actress did not receive preferential treatment even though she was allowed to exit in the back of the complex before being taken away by security and people describes as friends, Whitmore told NBC.

Ankle alcohol monitor
The actress is not entirely free. She will be required to wear an ankle alcohol monitor and stay away from establishments that primarily sell alcohol until her next court date on Oct. 22.

At that hearing Fox will formally determine whether Lohan, 24, violated her probation by failing a court-mandated drug test. The positive result came after the judge released Lohan early from inpatient rehab at Ronald Reagan UCLA Medical Center.

Video: Lindsay Lohan goes back to jail (on this page)

He has said the "Mean Girls" star would be sent to jail for 30 days for each drug screening she skipped or failed and appeared to make good on the promise with his no bail order.

If he sentences her to jail in October, the amount of time her orders her to serve would be whittled down because of jail overcrowding and various credits.

Friday marked the third time Lohan has been sent to jail in a three-year-old drug and drunken driving case. She spent 84 minutes at the jail in 2007 and 14 days of a three-month sentence earlier this summer.

Fox had laid out a strict 67-day course of counseling, substance abuse meetings, monitoring and drug testing for Lohan in August. He asked probation officials on Friday to report how the actress had progressed on the treatment programs before Lohan's next court hearing.

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Before the hearing, Lohan star chatted with her attorney, smiling and laughing. But moments before Fox took the bench, she began fidgeting with her earrings and looking to the back of the courtroom, where were two bondsmen sat, prepared to post the actress' bail.

Lohan has twice been released early because of overcrowding, with her longest jail stay a 14-day stint on a 90-day sentence earlier this summer.

She and her mother had arrived at the courthouse together an hour before, while the actress's father — with whom she's publicly sparred — arrived earlier.

Scoop: Lohan coverage banned? Nice thought

The actress acknowledged failing a court-ordered drug screening last week in a series of Twitter postings.

It was the star's first appearance before Fox, who had said at a previous hearing he would sentence her to a month in jail for each drug test she skipped or failed.

The actress wasn't present for that hearing, which was held hours after her release from rehab.

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Lohan seemed to acknowledge an addiction problem after news of her positive drug test broke last week.

"Substance abuse is a disease, which unfortunately doesn't go away over night," Lohan posted on her Twitter feed last Friday. "I am working hard to overcome it and am taking positive steps.

"This is certainly a setback for me but I am taking responsibility for my actions and I'm prepared to face the consequences," her posts said.

Related story: Lohan reportedly drank while tweeting confession

The actress remains on probation for a reckless driving and two driving under the influence charges, all misdemeanors. Fox dropped two drug cases at a hearing in August during which he announced Lohan's release from rehab and set out a strict outpatient treatment schedule that included random drug screenings.

Fox has sealed Lohan's court file, but a source familiar with the case has told The Associated Press that the actress' failed test came roughly two weeks after her release from rehab.

Copyright 2010 The Associated Press. All rights reserved. This material may not be published, broadcast, rewritten or redistributed.

Video: What's next for Lohan?

  1. Transcript of: What's next for Lohan?

    AMY ROBACH, co-host: You know, not even Hollywood could have come up with this script. On Friday morning, Lindsay Lohan was ordered to jail without bail for a month; but just a couple hours later, she was a free woman again. NBC 's Kristen Welker joins us from outside Lohan 's home near Hollywood . Kristen , good morning.

    KRISTEN WELKER reporting: Good morning to you, Amy . Lindsay Lohan arrived here at her West Hollywood apartment at about 12:30 this morning, all thanks to her attorney, a superior court judge, and a lot of money. Lindsay Lohan released from jail just hours after a judge had ordered her back inside without bail. The troubled actress first reported to court Friday morning, dressed to the nines for yet another probation violation . This time she had tested positive for drugs just weeks after she was released from rehab . Before the hearing started, Lohan was all smiles, but all that changed when 10 minutes after the hearing started, Judge Eldon Fox ordered her to be handcuffed and taken into custody for nearly a month without bail. Lohan showed little emotion, but dad Michael didn't hold anything back.

    Mr. MICHAEL LOHAN: Jail is not good for anyone. I've been there. It doesn't rehabilitate.

    WELKER: But no sooner had Lohan arrived at jail when her lawyer started working on getting her out. And just a few hours later, a superior court judge complied, overturning Judge Fox 's decision. According to court documents, the second judge ruled defendants charged with misdemeanors are "entitled as a matter of right, to bail," which was set at $300,000. There are also stipulations. Lohan has to wear an alcohol monitoring bracelet, like this one she showed off in a photo shoot, and has to refrain from any controlled substances. Legal experts say Judge Fox was trying to prove a point.

    Mr. STEVE CRON (Criminal Defense Attorney): As far as what he was giving a message to Lindsay Lohan , it was, 'You better stop doing this because otherwise you're going to keep going back and forth to jail and I'm going to be here waiting for you every time you screw up.'

    WELKER: This was Lohan 's third and shortest stint in jail. This summer she served 14 days of a 90-day sentence and 23 days in rehab , all stemming from a prior DUI violation. Medical experts say she has a lot of work to do to rehabilitate herself.

    Dr. CHARLES SOPHY (Psychiatrist): I think it should be a solid decision made by her treatment team to be able to know how this relapse happened.

    WELKER: But Hollywood insiders say amazingly her star might not be tarnished by any of this.

    Ms. JOEY BARTOLOMEO (People Magazine): After being in jail again, Lindsay probably will still have a career. Hollywood is very forgiving.

    WELKER: Now Lindsay Lohan 's legal troubles are far from finished. She'll be back in court on October 22nd for a probation violation hearing, where a judge could decide to send her back to jail or back to rehab . Amy :

    ROBACH: All right, Kristen Welker , thank you. And for more we're joined by Dan Abrams , NBC News chief legal analyst. Dan , good morning.

    Mr. DAN ABRAMS (NBC News Chief Legal Analyst): Good morning, Amy .

    ROBACH: I think a lot of people are seeing this back and forth, she's in, she's out.

    Mr. ABRAMS: Yeah.

    ROBACH: And they think this is star treatment. I wouldn't be given the same treatment, but you say actually the second judge was following the letter of the law .

    Mr. ABRAMS: I think -- people like to think that if it had been anyone else , that Lindsay Lohan -- but Lindsay Lohan , they'd be serving time. The reality is this is a misdemeanor probation violation and bail is not supposed to be used to punish someone. Meaning, you're not supposed to hold someone without bail as a way to say to them, 'This is to tell you you did it wrong.' You're supposed to hold someone without bail to make sure they show up in court for their actual sentencing hearing, for their hearing on the 22nd. So I actually think, and I know that no one wants to hear this, but I actually think that the second judge did the right thing by saying she's entitled legally to bail under California law .

    ROBACH: So October 22nd , as you mentioned, is her sentencing hearing. What can we expect because will she go back in front of that same first judge who clearly wants to throw the book at her?

    Mr. ABRAMS: Yeah. She'll be back in court and will likely get, I think, a 30-day sentence. Why? Because she had been previously promised that if she violated her probation, she'd get 30 days on each and every one of the probation violations. This is a single violation of the probation.

    ROBACH: She failed a drug test.

    Mr. ABRAMS: Exactly. So she'd probably get the 30 days . Now your follow-up question is going to be, but does 30 days mean 30 days ?

    ROBACH: Right.

    Mr. ABRAMS: And the answer is no.

    ROBACH: No.

    Mr. ABRAMS: It doesn't. But, again, that's the same sentence anyone else would get. Meaning when people say, 'She had a 30-day sentence and she might get out after six or seven days, my goodness, that's because she's Lindsay Lohan .' No.

    ROBACH: What about -- what about rehab , though? I mean, the last time that was cut short as well because they said she was fine.

    Mr. ABRAMS: That's actually a really good question because rehab is the place where they actually could keep her longer because they could say that they simply don't believe that as a medical matter that she should be released. Meaning the difference between serving a jail sentence and a rehab sentence is that the jail sentence , you've got to sort of stick to what everyone else is getting. Meaning, if they're saying there's overcrowding in the jails, then everyone else gets one-quarter of the time, she should get one-quarter of the time. With rehab , though, it's really a question of how she's doing medically.

    ROBACH: Right.

    Mr. ABRAMS: So if she hasn't sort of overcome this, then she might have to serve a longer time here. But I know, you know, everyone can rest assured that she's not getting sort of star treatment. She is acting like a star and she's acting ridiculous, but that doesn't mean that the punishment she's getting aren't exactly in line with what anyone else would get.

    ROBACH: All right, Dan Abrams , thanks so much. We appreciate it.

Photos: Lindsay Lohan

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  1. Yawning gap

    Lindsay Lohan's latest release, "The Canyons," is an erotic thriller set in L.A., and while most early reviews have not been kind, one writer compares her to Marlon Brandon in "Last Tango in Paris." "Wow...humbled and feeling so much gratitude," she tweeted in response. (IFC Films) Back to slideshow navigation
  2. Two of a kind

    Lohan and friend and occasional benefactor Charlie Sheen walk down the red carpet at the premiere of "Scary Movie 5" in Hollywood on April 11, 2013. (Michael Buckner / Getty Images) Back to slideshow navigation
  3. Talking it out

    Lohan appears outside the studios where "Late Show With David Letterman" is taped in New York on April 9, 2013. She reminisced with Letterman on the show about her first appearance on his "Late Night," when she was 6. (James Devaney / WireImage) Back to slideshow navigation
  4. Getting mugged

    Lohan, in mug shots, through the years: From top, left to right: July 24, 2007, Nov. 15, 2007, July 20, 2010; bottom left to right: Sept. 24, 2010, Oct. 19, 2011 and March 19, 2013. (Handout / Reuters) Back to slideshow navigation
  5. Here comes the judge

    Lohan and her attorney Mark Heller appeared at an L.A. Superior Court hearing on March 18, 2013 to determine whether she would go back to jail or could avert a trial based on charges that she lied to police over a June 2012 car crash. She accepted a plea deal that sent her to rehab for 90 days. (Reed Saxon / Pool via Getty Images) Back to slideshow navigation
  6. Feeling charitable

    Lohan attends amFAR's New york Gala on Feb. 6, 2013 in a borrowed $1,750 Theia gown that becomes damaged at some point in the evening, and is returned as a mini-dress. (Stephen Lovekin / Getty Images) Back to slideshow navigation
  7. New lawyer, same fight

    Lohan appears in Los Angeles Suoperior Court with her new attorney Mark Heller, left, for a pretrial hearing, on Jan. 30, 2013, in a case filed over the actress' June 2012 car crash. Lohan faces three misdemeanor charges and a return to jail if convicted in the case or if a judge finds she violated her probation. (David Mcnew / AP) Back to slideshow navigation
  8. Duck and cover

    Lohan covers her face with a coat as she leaves the 10th precinct in New York after being arrested on an assault charge in the early morning of Nov. 29, 2012. Lohan allegedly punched a woman at Club Avenue in the city's Chelsea neighborhood. (INFphoto.com) Back to slideshow navigation
  9. A scarlet Liz

    Lohan arrives for a private dinner celebrating the premiere of her Lifetime original movie "Liz & Dick" at the Beverly Hills Hotel on Nov. 20, 2012. Lohan stars in the film as Elizabeth Taylor. (Jason Redmond / Reuters) Back to slideshow navigation
  10. Oh, the paparazzi

    Lohan portrays actress Elizabeth Taylor in the Lifetime film "Liz & Dick" The TV movie recounts the scandalous and tumultuous romance between Taylor and British actor Richard Burton in the 1960s and '70s. (Lifetime via Reuters) Back to slideshow navigation
  11. Live, from New York!

    Lohan, center with black shorts, stars in a "Saturday Night Live" skit with actors Kristen Wiig, Andy Samberg, Abby Elliott, Fred Armisen, Jason Sudeikis and Bill Hader on March 3, 2012. (NBC) Back to slideshow navigation
  12. No more court

    Lohan arrives for her latest probation hearing in Los Angeles on March 29, 2012. The actress was placed on informal probation for the remainder of her 2011 jewelry theft conviction after Judge Stephanie Sautner found she has completed all of her required community service and psychotherapy sessions for her 2007 DUI conviction and probation violations. (Toby Canham / Getty Images) Back to slideshow navigation
  13. Another step toward freedom

    Lohan leaves the Airport Courthouse after her probation update hearing in Los Angeles on Feb. 22, 2012. The actress, 25, received a glowing report from Los Angeles Superior Court Judge Stephanie Sautner and she is one court appearance away from putting her 2007 drunken driving case behind her. (Kevork Djansezian / Getty Images) Back to slideshow navigation
  14. A quick visit

    Lohan leaves the Airport Courthouse after a probation progress hearing in Los Angeles on Jan. 17, 2012. The actress received another positive report and was dismissed by the judge in no time. (Michael Nelson / EPA) Back to slideshow navigation
  15. No award, just a party

    Lohan arrives at The Weinstein Company's 2012 Golden Globe Awards after party held at The Beverly Hilton hotel in Beverly Hills, Calif., on Jan. 15, 2012. (Frazer Harrison / Getty Images) Back to slideshow navigation
  16. Post-Playboy fit

    Lohan attends a party hosted by the Weinstein Company and Audi to celebrate awards season at Chateau Marmont in Los Angeles on Jan. 11, 2012. (John Shearer / Getty Images) Back to slideshow navigation
  17. Something to smile about

    Lindsay Lohan is seen arriving for and attending a probation progress report hearing in Los Angeles on Dec. 14, 2011. The hearing lasted less than 10 minutes as a judge told the actress she is doing well under her strict new probation routine of counseling and working at the county morgue. (Getty Images, EPA) Back to slideshow navigation
  18. Confident pose

    Lohan is shown on the cover of the January/February 2012 issue of Playboy Magazine in a photo released Dec. 10, 2011. "Sex and sexuality are a part of nature, and I go along with nature," the "Mean Girls" star says of her in-the-buff photos, which are an homage to the late Marilyn Monroe's own iconic Playboy spread. "Knowing yourself and your body is so important because it gives you confidence, and in life, women need confidence." (Handout / Reuters) Back to slideshow navigation
  19. Sentenced to 30 days

    Lohan, center, arrives for her probation violation hearing at the Airport Courthouse in Los Angeles on Nov. 2, 2011. Judge Stephanie Sautner formally determined that the actress violated terms of her sentence on a theft charge earlier in 2011 and a 2007 drunken driving charge. Lohan was sentenced to 30 days in jail. (Toby Canham / Getty Images) Back to slideshow navigation
  20. Cuffed and taken into custody

    Lohan is led away in handcuffs after her probation progress report hearing at the Airport Courthouse in Los Angeles on Oct. 19, 2011. A judge was not happy with the actress after she was terminated by the Downtown Women's Center for repeatedly failing to appear for court-ordered community service. (Mark Boster / Pool via Getty Images) Back to slideshow navigation
  21. Far from perfect

    Lohan and her attorney Shawn Chapman Holley appear in court during a probation progress report hearing at Airport Branch Courthouse in Los Angeles on Oct. 19, 2011. "We're dealing with someone on probation," said Holley. "Most people on probation don't always do things perfectly." (Mark Boster / Pool via Reuters) Back to slideshow navigation
  22. Smile for the cameras

    Lohan attends the premiere of the video game "Saints Row: The Third" in Los Angeles on Oct. 12, 2011. The actress caught grief the next day from various celebrity media outlets for what appeared to be a lack of dental hygiene. (Valerie Macon / Getty Images) Back to slideshow navigation
  23. Red, white and boo

    Lohan is seen on a photoshoot for designer Philipp Plein at Villa Serbelloni in Bellagio on Lake Como, Italy in September 2011. (Mr Cool/vicinoiorio / Splash News) Back to slideshow navigation
  24. She'll take the work

    Designer Philipp Plein and Lohan attend a news conference to introduce Lindsay as the new face of the Philipp Plein S/S 2012 campaign during Milan Fashion Week Womenswear S/S 2012 on Sept. 24, 2011. (Tullio M. Puglia / Getty Images) Back to slideshow navigation
  25. Plenty of work to do

    Lohan is pictured alongside her attorney during a case review conference in Los Angeles on July 21, 2011. A judge told Lohan she needs to speed up her community service to make sure she meets a deadline to complete 480 hours within a year. Lohan appeared in court to update Superior Court Judge Stephanie Sautner on the progress of her probation in drunken driving and misdemeanor theft cases. (Kevork Djansezian / AP) Back to slideshow navigation
  26. Back in court

    Lohan arrives in court in Los Angeles on June 23, 2011. While serving a home detention sentence, the actress was ordered back to court on an allegation she violated probation by drinking alcohol. (Lucy Nicholson / Reuters) Back to slideshow navigation
  27. No deal

    On March 10, 2011, Lindsay Lohan rejected a plea agreement offered by prosecutors that would have meant a guaranteed return to jail for the actress in her jewelry theft case. She'll return to court in April for a preliminary hearing. (Mario Anzuoni / Reuters) Back to slideshow navigation
  28. Not staying out of spotlight

    Her court adventures aren't keeping Lohan home alone. She joined Jimmy Kimmel live after the Oscars on Feb. 27, 2011 for the comedian's "After the Academy Awards" show on ABC. She appeared in a skit called Hottie Body Humpilates, which mocked exercise infomercials. (ABC) Back to slideshow navigation
  29. Let's make a deal

    Lohan is escorted by Los Angeles County Sheriff's deputies as she arrives for a hearing at Los Angeles Airport Courthouse on Wednesday, Feb. 23, 2011. Some fashion observers criticized her top for being too low-cut for court. (Kevork Djansezian / Getty Images) Back to slideshow navigation
  30. Case of the stolen necklace

    Lohan was arraigned on a felony count of grand theft on Wednesday, Feb. 9, 2011, in Los Angeles. Lohan was charged with allegedly stealing a $2,500 necklace from a jewelry store in Venice, Calif. She entered a plea of not guilty. (Pool / Getty Images) Back to slideshow navigation
  31. All eyes on Lindsay

    Lohan, center, arrives at the Los Angeles Airport Courthouse on Wednesday, Feb. 9 to be arraigned on a felony grand theft charge. Her tight white dress came in for criticism as being inappropriate for court. (Jae C. Hong / AP) Back to slideshow navigation
  32. Rehab until the new year

    Actress Lindsay Lohan leaves court in Beverly Hills, Calif., on Friday, Oct. 22, after a probation hearing. Los Angeles Superior Court Judge Elden S. Fox ordered the 24-year-old troubled starlet back to rehab until Jan. 3, telling her she was an addict and faced jail time if she relapsed again. (Robyn Beck / AFP - Getty Images) Back to slideshow navigation
  33. Going back to jail

    Lohan arrives at the Beverly Hills Courthouse for a mandatory appearance in Beverly Hills, Calif., on Friday, Sept. 24, 2010. The actress was sent back to jail after she failed a court-ordered drug test a few weeks after being released from a previous jail stint and subsequent stay in drug rehabilitation. (Mario Anzuoni / Reuters) Back to slideshow navigation
  34. Maxim exposure

    Lohan is shown on the cover of Maxim magazine, on newsstands Aug. 10, 2010. The photo shoot took place on June 30, 2010, a week before she was sentenced to 90 days in jail for a probation violation. (Maxim) Back to slideshow navigation
  35. Orange glow

    Lohan is shown in her prison mug shot at the Lynwood Correctional Facility in Lynwood, Calif., on July 20, 2010. The actress was released to a Los Angeles rehab facility after serving 14 days of a 90-day sentence. (AFP - Getty Images) Back to slideshow navigation
  36. Last moments of freedom

    Lohan sits in court upon her arrival to surrender and begin serving her 90-day jail sentence for a probation violation in Beverly Hills, Calif., on Tuesday, July 20, 2010. "I don't know exactly how long the jail will keep her. I can only impose the sentence," Los Angeles Superior Court Judge Marsha Revel said. (Al Seib / EPA) Back to slideshow navigation
  37. Grand entrance

    Lohan, right, walks through a cloud of confetti tossed from the sidelines as she arrives at the Beverly Hills Courthouse on Tuesday, July 20, 2010. The actress has been on probation since August 2007 after pleading guilty to misemeanor drug charges and no contest to three driving charges. (Mark Ralston / AFP - Getty Images) Back to slideshow navigation
  38. Not a kind day in court

    Lohan reacts beside her attorney Shawn Chapman Holley as Judge Marsha Revel rules that the actress had violated her probation on a 2007 drunken driving charge in Beverly Hills, Calif., on Tuesday, July 6, 2010. Lohan was sentenced to 90 days in jail. (Reuters) Back to slideshow navigation
  39. Something to hide

    Lohan arrives at the 2010 MTV Movie Awards in Los Angeles on June 6, 2010. The actress sported a sparkly pantsuit in an effort to conceal a newly affixed alcohol monitoring device around her ankle. (Danny Moloshok / Reuters) Back to slideshow navigation
  40. Look who showed up

    Lohan, left, listens to her attorney Shawn Chapman Holley during a hearing in Beverly Hills, Calif., on Monday, May 24, 2010. The actress was back in court after missing a mandatory probation hearing in L.A. while partying in the south of France days earlier. Lohan had claimed her passport was stolen and the judge issued an arrest warrant for the actress, who later posted $100,000 bail. (Jae C. Hong / AP) Back to slideshow navigation
  41. Doing the Cannes-Cannes

    Lohan arrives for the Chopard 150th anniversary party during the 63rd Cannes International Film Festival in Cannes, France, on May 17, 2010. (Matt Sayles / AP) Back to slideshow navigation
  42. Milking her fame

    Lohan, top, arrives at the "Chanel Ready to Wear" show as part of the Paris Womenswear Fashion Week Fall/Winter 2011 at Grand Palais in Paris on Tuesday, March 9. On the same day, it was reported that Lohan filed a lawsuit against E*Trade for its commercial about a "milkaholic" baby she claims is named for her. She is seeking $100 million in damages and demands that the company stop airing the ad. (Getty Images, E*TRADE) Back to slideshow navigation
  43. Runway debut

    Lohan, right, walks the runway with Spanish designer Estrella Archs at the end of her Spring/Summer 2010 collection for Emanuel Ungaro during Paris Fashion Week on Sunday, Oct. 4, 2009. Lohan served as an adviser for the collection. (Jacky Naegelen / Reuters) Back to slideshow navigation
  44. Off the rack

    Lohan checks out leggings from her 6126 line during Fashion's Night Out at Bloomingdale's 59th Street store in New York on Sept. 10, 2009. (Jerritt Clark / Getty Images) Back to slideshow navigation
  45. Businesswoman

    Lorit Simon, creator of Sevin Nyne, and Lohan speak at the launch of Sevin Nyne By Lindsay Lohan at Sephora in Santa Monica, Calif., on April 30, 2009. (Michael Buckner / Getty Images) Back to slideshow navigation
  46. Daddy issues

    The Suffolk County Police arrested Michael Lohan in Central Islip, N.Y., on April 6, 2009, on a misdemeanor charge of aggravated harassment. Lindsay's father surrendered to prosecutors after he allegedly made a threatening phone call to his girlfriend. (AP) Back to slideshow navigation
  47. Material Girl too

    "When I was little, every day after school I would come home and put in her 'The Immaculate Collection' disc and karaoke to it around the whole house," Lindsay Lohan said of her recreation of Madonna's 1984 MTV Video Music Awards "Like A Virgin" performance for Glamour's April 2009 Icons issue. (Brigitte Lacombe / Glamour via PR NEWSWIRE) Back to slideshow navigation
  48. Getting a leg up

    Lindsay Lohan attends the launch of her legging collection "6126" at Henri Bendel on October 13, 2008 in New York. (Andrew H. Walker / Getty Images) Back to slideshow navigation
  49. 'Chapter 27'

    Lindsay Lohan played Jude and Jared Leto, right, played Mark David Chapman in this 2008 film about the days leading up to the infamous murder of Beatle John Lennon. (Peace Arch Entertainment) Back to slideshow navigation
  50. In fashion

    Lindsay Lohan and girlfriend Samantha Ronson, left, attend the Charlotte Ronson 2009 Spring Collection on Sept. 6, 2008 in New York during Fashion Week. (Peter Kramer / AP) Back to slideshow navigation
  51. Popcorn princess

    Lohan arrives at the MTV Movie Awards on Sunday, June 1, 2008 in Los Angeles. The hottest thing about the event, though, was the smoldering remnants of a huge fire at Universal Studios nearby. (Chris Pizzello / AP) Back to slideshow navigation
  52. Cannes do

    Lohan attends the Dolce and Gabanna party at Baoli, Port Canto during the 61st International Cannes Film Festival on Friday, May 23, 2008 in Cannes, France. (Kristian Dowling / Getty Images) Back to slideshow navigation
  53. Not so ugly

    Actress Lindsay Lohan attends the "Ugly Betty" in New York preview party at Highbar on September 15, 2008 in New York City. (Andrew H. Walker / Getty Images) Back to slideshow navigation
  54. Things are getting 'Ugly'

    Lohan stars with America Ferrera, left, during a taping of the season finale of ABC's "Ugly Betty." Lohan plays an old schoolmate of Ferrera’s character Betty Suarez. (ABC) Back to slideshow navigation
  55. Film dishonor

    Lohan is shown in a scene from "I Know Who Killed Me." She was named worst actress for the role and the film was named worst movie, during the 28th Annual Golden Raspberry Awards, which dishonor worst achievements in film. (Tracy Bennett / AP) Back to slideshow navigation
  56. Channeling Marilyn

    Lohan poses as Marilyn Monroe on the cover of New York magazine's Feb. 25, 2008 issue. Clad in not much more than diamonds and sheer fabric, Lohan is pictured inside assuming the same poses Monroe did in her infamous "last sitting" for photographer Bert Stern 46 years ago. (Bert Stern / AP) Back to slideshow navigation
  57. Making headlines in Italy

    Lohan holds the Capri Global Award at the Capri Film Festival in southern Italy on Monday, Dec. 31, 2008. LiLo's acting skills were upstaged by tabloid reports that she had hooked up with three men in a 24-hour period during her visit. (Pietro Coccia press office via AP) Back to slideshow navigation
  58. Under arrest

    Lohan was booked for drunk driving and drug possession on Tuesday, July 24, 2007 in Santa Monica, Calif. Lohan was busted 11 days after completing an alcohol treatment program following her arrest in May for similar charges. (Santa Monica Police via AFP - Getty Images) Back to slideshow navigation
  59. 'Prairie' girl

    Lindsay Lohan co-starred with Meryl Streep and Lily Tomlin in Robert Altman's "A Prairie Home Companion." Hollywood's new It girl has successfully made the jump from child star to adult actress. (Evan Agostini / Getty Images) Back to slideshow navigation
  60. Baring it all

    In a hotly debated Vanity Fair cover story, Lohan reportedly detailed some mild drug use and a battle with bulimia. She denied it, though the magazine stood by its story. But another cover story in Us Weekly detailed her eating woes and her friends' growing concern about her gaunt figure. A Miami hospital stay only added to the worries. Whether she's all better or still struggling with her health is an ongoing puzzle. (Vanity Fair via Reuters) Back to slideshow navigation
  61. All grown up

    There was no question Lohan had moved past her "Freaky Friday" days by the end of 2005. (Chris Pizzello / Reuters) Back to slideshow navigation
  62. Big debut

    Lohan appeared in December 2005 on MTV's "Total Request Live" as her new album, "A Little More Personal," was released. But the real talk was about her ongoing health concerns and partying (she'd cancelled a "Regis" appearance the same day), along with her ever-thinner figure. (Jeff Christensen / AP) Back to slideshow navigation
  63. A whole new Lindsay

    Lohan stirred yet more talk with the new svelte look she unveiled post-"Herbie." With her blond hair and thin body, she seemed ready to join "The Simple Life" with Paris Hilton. Lohan initially explained her look by saying she learned to eat right and exercise, but a different story would soon emerge. (Chris Polk / AP) Back to slideshow navigation
  64. Outgrowing Disney

    Lohan's big role in 2005 was in yet another Disney remake, "Herbie: Fully Loaded." Rumors circulated that Lohan's breasts were digitally reduced to allievate parents' concerns that Lohan looked too mature, but Lohan and the studio denied it. Still, the message was clear: It was time to move into more mature roles. (Walt Disney Pictures via Zuma Press) Back to slideshow navigation
  65. Young Raquel Welch

    Lohan stirred debate early in 2005 with her voluptuous body, which seemed to mature overnight. The actress insists that she has not had any plastic surgery. (Evan Agostini / Getty Images) Back to slideshow navigation
  66. Paparazzi favorite

    Lohan's reputation as a party girl put her into the media spotlight. During that time, she found time to date "That '70s Show's" Wilmer Valderrama. (Chris Polk / AP) Back to slideshow navigation
  67. Getting mean

    "Mean Girls" marked Lohan's first truly starring role. In the film, she plays an outcast who becomes part of an in-crowd and changes in the process. Amanda Seyfried, Rachel McAdams and Lacey Chabert play the other cool girls. (Michael Gibson / AP) Back to slideshow navigation
  68. Teen queen

    As she entered her teen years, Lohan continued remaking Disney kid flicks. This time she took on Jodie Foster's role in a remake of "Freaky Friday." In the 2003 film, she and her mother, played by Jamie Lee Curtis, wake up one morning to find themselves in each other's bodies. (Ron Batzdorff / AP) Back to slideshow navigation
  69. Double trouble

    For her first big-screen role, Lindsay Lohan recreated the Hayley Mills classic, "The Parent Trap." In the 1998 film, Lohan plays twins who try to bring their divorced parents (Dennis Quaid, Natasha Richardson) back together. (Corbis) Back to slideshow navigation
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Timeline: Ups and downs of Lindsay Lohan

Read about everything from her teen success to family woes to the latest scandals.

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