FitzGerald has appeared in
Love Simple, ''
It's Complicated, Gossip Girl'',
Whit Stillman's
Damsels in Distress,
Blue Bloods,
UnREAL and
Newlyweds. In 2010, FitzGerald starred in a production of
Hedda Gabler. The play was performed in a private house in
New York City to an audience of just twenty-five people. FitzGerald was excited to play "the greatest part written for a woman that isn’t Shakespeare".
Ben Brantley of
The New York Times said of her performance: "All legs, eyes and cheekbones, with a face that seems made for cinematic close-ups, she’s a hypnotic pleasure to look at." However, he felt she had insufficient gravitas, often bringing to mind "a newly transferred, intimidatingly classy high school senior, perhaps, who is so beyond being merely popular". In 2010 she also played the role of Benita in "
After Hours", the 10th episode of the 1st season of the
CBS crime drama
Blue Bloods. In 2012, FitzGerald starred in and co-wrote the screenplay for the independent film
Like the Water, set in Maine. The film focuses on the death of a childhood friend, inspired by the sudden death of FitzGerald's Riley School classmate
Sabrina Seelig. She also co-starred that year in
The Fitzgerald Family Christmas, reuniting with director
Ed Burns. In 2013, she starred as Liv in the independent romantic comedy ensemble
Mutual Friends directed by Matthew Watts. FitzGerald starred in the
Showtime period drama
Masters of Sex.
Indiewire has described her character as one of the most underrated in television: "Libby Masters is a character who could easily have come across as insipid instead of likable and poignant ... FitzGerald fully conveys Libby's willowy fragility, her fairly sheltered outlook and girlishness – she sometimes calls her husband 'Daddy'—while making it clear she isn't a simple stand-in for conservative values or cluelessness ... FitzGerald makes Libby's perceptiveness and her transparency clear." In 2015, she appeared in the indie comedy
Adult Beginners from director
Ross Katz as Kat, the girlfriend of Jake (
Nick Kroll) who dumps him after his tech startup fails and he moves back to his family home.
Rose Byrne and
Bobby Cannavale co-star. In June 2017, FitzGerald joined the cast of Robert Krzykowski's film
The Man Who Killed Hitler and Then the Bigfoot, co-starring with
Sam Elliott and
Aidan Turner. In 2018, she starred in Season 3 of
UnREAL. She played Serena, the star of the fictional reality show
Everlasting - mirroring a concept similar to
The Bachelorette. In 2025, when Caitlin FitzGerald appeared in
Othello at the Theatre Royal Haymarket, London, she projected 'a smooth blend of strength and fearfulness' in the role of Desdemona. == Personal life ==