[3][4][5] In 2021, she portrayed Monica Lewinsky in the third season of the FX anthology series American Crime Story: Impeachment.

[17] Feldstein received recognition with a more significant role in the comedy film Neighbors 2: Sorority Rising, alongside Seth Rogen and Zac Efron.

She co-starred alongside Saoirse Ronan and Laurie Metcalf in Greta Gerwig's solo directorial debut, Lady Bird, which was released to critical acclaim in 2017.

[21] In 2019, Feldstein had a recurring role as Jenna in the first season of the television horror comedy series What We Do in the Shadows, an adaptation of the film of the same title.

Her performance garnered widespread critical acclaim and a nomination for the Golden Globe Award for Best Actress–Motion Picture Comedy or Musical.

[24] She later portrayed the British lead character Johanna Morrigan in the coming-of-age comedy film How to Build a Girl, which was an adaptation of Caitlin Moran's 2014 novel of the same title.

[28] Feldstein starred in the drama film The Humans, based on Stephen Karam's one-act play of the same title.

[29] On August 6, 2019, it was announced that she would star as Monica Lewinsky in the third season of American Crime Story, subtitled Impeachment.

[30] On August 29, 2019, it was announced that Feldstein would be starring in Richard Linklater's film adaptation of Merrily We Roll Along, which would be shot over the course of twenty years.

Jesse Green at The New York Times called her "good" but "not stupendous," while Adrian Horton at The Guardian opined that Feldstein "simply isn't" a "power singer.