The Truth About Lindsay Lohan And Hilary Duff's Tumultuous Relationship
James Stevens
Published Mar 30, 2026
In addition to some relationship overlap, Carter broke up with Lohan after a few months, went back to Duff, then that couple broke up again shortly as well (via CheatSheet). Are you still following? Ok, exit the ex-boyfriend and add some more incidents to fuel the fire. Lohan then hosts "Saturday Night Live" in which features a caricature of Duff in her monologue, to which Duff attempts to take the high road, saying, "I'm not here to talk bad about her like she talks bad about me all the time."
By late 2004, Duff had moved on to date fellow celeb Joel Madden, but the feud continued (via Pop Sugar). Things reportedly got so bad that Madden was said to have denied Lohan's little brother an autograph until the "Mean Girls" alum apologized to Duff. Just as Duff and Madden moved on from each other, however, so did Duff and Lohan's feud. Perhaps it's a simple sign of maturity, or the fact that the young women were no longer direct rivals for the same spotlight. Either way, in 2007 Duff shared, "We are both adults and whatever happened, happened when we were young" (via People).
The two were since spotted acting friendly when at the same parties and smiling. Says Duff of Lohan "She's really fun. We were hanging out the other night and she's a nice girl." Proof, perhaps, that time heals all wounds.