The DJ – who has remained friends with the troubled actress since they split in 2009 – turned up at the Century Regional Detention Facility in Lynwood, California, at around 1.40pm, where she spent about an hour inside talking with Lindsay.
After being asked how the 24-year-old star was coping in jail, Samantha said: "How do you think she's doing? What a stupid f***ing question."
The prison usually only allows inmates to be visited by friends and family on weekends, but because of security reasons, the detention centre has allowed Lindsay to see people outside these hours for her own safety.
She was previously visited by her mother Dina and sister Ali on Wednesday (21.07.10), just one day after she started her 90-day prison sentence for violating the terms of her probation for her 2007 driving under the influence (DUI) charge.
After visiting Lindsay yesterday, Samantha, 32, chatted to the actress' lawyer Shawn Chapman Holley, who had visited her client with her former attorney Blair Berk earlier in the day.
Despite Samantha's negative remark, Shawn is adamant Lindsay is learning to cope with life inside.
She said: "She's good. She's doing better every day."
Lindsay is expected to serve around two weeks of her sentence, leaving either on August 1 or August 2.
Within 24 hours of her release, she will need to check into a rehabilitation centre for 90 days.
Although she is taking visitors, the 'Mean Girls' actress has banned her estranged father Michael Lohan from seeing her.
The blogger's ex-fiancee Kate Major filed a restraining order against him on Wednesday (21.07.10), claiming he threw her out of a chair into a wall and kicked her in the face on Monday (19.07.10) He has now been charged with second degree harassment relating to the incident.
He said: "I have more important issues to deal with than Kate Major. The last few months have been hard with her, and dozens of people will come forward to say why. I'm tired of being used by people who need to make up stories to make money off of others."