Skip to content

Movies like The Sergeant Was a Lady (1961)

The best movies like The Sergeant Was a Lady (1961) are Iliza Shlesinger: War Paint (2013), Private Valentine: Blonde & Dangerous (2008) and 2 Minutes of Fame (2020). If The Sergeant Was a Lady hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Iliza Shlesinger: War Paint (2013)

    Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her first stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. Private Valentine: Blonde & Dangerous (2008)

    When fluffy, bubble gum movie star Megan Valentine suddenly finds herself broke and humiliated in the public eye, she wanders from the wreckage of a car accident and witlessly enlists in the U.S. Army hoping in vain that it will change her life.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. 2 Minutes of Fame (2020)

    An up-and-coming stand-up comic moves to L.A. to pursue a film career after video clips of his act make him an online sensation.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Held Up (1999)

    What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.

    Why it matches: Recommended by TMDB viewers · both comedy

  5. Dave Chappelle: The Dreamer (2023)

    From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Dave Chappelle: The Unstoppable... (2025)

    Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. Ricky Gervais: Out of England 2 (2010)

    The comic performs at the Chicago Theatre.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. Johnny English Strikes Again (2018)

    Disaster strikes when a criminal mastermind reveals the identities of all active undercover agents in Britain. The secret service can now rely on only one man - Johnny English. Currently teaching at a minor prep school, Johnny springs back into action to find the mysterious hacker. For this mission to succeed, he’ll need all of his skills - what few he has - as the man with yesterday’s analogue methods faces off against tomorrow’s digital technology.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. Hot Shots! (1991)

    The gang that created Airplane! and The Naked Gun sets its sights on Top Gun in this spoof. Topper Harley is a talented but unstable fighter pilot with an axe to grind: clearing the family name. His mission is to avenge his father and save a mission sabotaged by greedy weapons manufacturers. He also gets involved in a relationship with Ramada Thompson, a woman with an unusually talented stomach. Hot Shots! makes fun of a variety of other films, from Dances with Wolves to The Fabulous Baker Boys.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. American Dreamer (2022)

    In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.

    Why it matches: Recommended by TMDB viewers · both comedy

  13. Jimmy Carr: His Dark Material (2021)

    Jimmy Carr finds humor in the darkest of places in this stand-up special that features his dry, sardonic wit — and some jokes he calls "career enders."

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Carry On Sergeant (1958)

    Sergeant Grimshawe wants to retire in the flush of success by winning the Star Squad prize with his very last platoon of newly called-up National Servicemen. But a motley bunch they turn out to be, and it's up to Grimshawe to put the no-hopers through their paces.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. Adam Sandler: Love You (2024)

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Buck Privates (1941)

    Petty con artists Slicker Smith and Herbie Brown mistakenly join the Army evading the cops. The cop chasing them winds up as their drill instructor. A rich young man and his former working class chauffeur are not only in the same unit, they're vying for a pretty girl who seems attracted to both.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Eddie Murphy Raw (1987)

    Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Cadet Kelly (2002)

    Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. The Ladies Man (1961)

    After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this

Like The Sergeant Was a Lady and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Sergeant Was a Lady?

The closest matches to The Sergeant Was a Lady are Iliza Shlesinger: War Paint (2013), Private Valentine: Blonde & Dangerous (2008) and 2 Minutes of Fame (2020). Below are 17 more, each with the reason it matches.

What should I watch after The Sergeant Was a Lady?

Start with Iliza Shlesinger: War Paint (2013), the closest match to The Sergeant Was a Lady.

What is the highest-rated movie like The Sergeant Was a Lady?

Eddie Murphy Raw (1987), rated 7.2/10 by 394 TMDB users.

What is the newest movie like The Sergeant Was a Lady?

Driver's Ed (2026) is the most recent release on this list.

Are there English movies like The Sergeant Was a Lady?

Yes: Iliza Shlesinger: War Paint (2013), Private Valentine: Blonde & Dangerous (2008) and 2 Minutes of Fame (2020).

How are movies similar to The Sergeant Was a Lady chosen?

First come films that Trakt’s viewers watch alongside The Sergeant Was a Lady, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page