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Movies like Shady Lady (1945)

The best movies like Shady Lady (1945) are Heartbreakers (2001), Mr. Right (2016) and Mr. Lucky (1943). If Shady Lady hooked you with its comedy and crime, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Heartbreakers (2001)

    Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  2. Mr. Right (2016)

    A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  3. Mr. Lucky (1943)

    A conman poses as a war relief fundraiser, but when he falls for a charity worker, his conscience begins to trouble him.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  4. It's a Wonderful World (1939)

    Detective Guy Johnson's client, Willie Heywood, is framed for murder. While Guy hides him so he can catch the real killer, both of them are nabbed by the police, tried, convicted and sentenced to jail: Guy for a year with Willie to be executed. On the way to jail, Guy comes across a clue and escapes from the police.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  5. Shadow of the Thin Man (1941)

    While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Worth the HypeMovies like this
  6. How to Rob a Bank (2007)

    Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  7. Take the Money and Run (1969)

    Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Worth the HypeMovies like this
  8. Song of the Thin Man (1947)

    While attending a glamorous jazz cruise on New York’s East River, Nick and Nora Charles witness the fatal shooting of a wealthy patron. When suspicion falls on a young bandleader and his musicians, the couple steps in to clear their friends and uncover the real killer. Their investigation leads through a lively world of jazz clubs, radio personalities, high society, and backstage rivalries, where almost everyone has a secret and the next clue may be hidden in the music.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  9. One Night at McCool's (2001)

    On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  10. The Cheap Detective (1978)

    A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  11. Another Thin Man (1939)

    Nick and Nora Charles are back - and this time, they have a baby, a wealthy new client, and another murder to solve! Retired detective Nick is enjoying family life with Nora and their young son, Nick Jr., when eccentric industrialist Colonel MacFay asks for protection after receiving threatening messages. When MacFay is found dead at his isolated estate, Nick and Nora spring into action, questioning a houseful of suspicious guests and uncovering greed, blackmail, family secrets, and a dangerous inheritance plot. With their trademark wit and sophistication, the glamorous couple balances parenthood, parties, and peril as they race to expose the killer.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Worth the HypeMovies like this
  12. 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 & crime

    Popcorn FlickMovies like this
  13. My Favorite Brunette (1947)

    Ronnie Jackson is a lowly baby photographer who secretly fantasizes about being a private detective. When a lovely baroness actually mistakes him for one and asks him to help locate her missing husband, Baron Montay, Ronnie finds himself agreeing. Several days later he is on death row whiling away the hours until his execution by recounting to a group of reporters the bizarre tale of how he ended up there.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  14. Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)

    A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.

    Why it matches: Recommended by TMDB viewers · both crime & comedy

    Popcorn FlickMovies like this
  15. Wrong Cops (2013)

    A group of bad cops look to dispose of a body that one of them accidentally shot.

    Why it matches: Recommended by TMDB viewers · both crime & comedy

    Popcorn FlickMovies like this
  16. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  17. Breathless (2012)

    Lorna is a strong-willed Texas woman who’s had enough of her untrustworthy husband Dale’s criminal acts and lack of husbandry. Fed up, she enlists the help of her old friend, Tiny, to help her figure out what to do with Dale after his latest double-cross involving the theft of $100,000 from a bank.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  18. Two-Way Stretch (1960)

    Three criminals plan to break out of prison the day before their release in order to carry out a daring jewel robbery, intending to establish the perfect alibi by returning to jail afterwards. First however they must get out, a task made more difficult by a new, stricter prison officer.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  19. Sheroes (2023)

    When four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a heart-pumping battle for survival.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  20. 68 Kill (2017)

    Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  21. The Ice Harvest (2005)

    A shady lawyer attempts a Christmas Eve crime, hoping to swindle the local mob out of some money. But his partner, a strip club owner, might have different plans for the cash.

    Why it matches: Similar story and style · both crime & comedy

  22. A Thief Catcher (1914)

    Two criminals chase a plainclothes policeman who, while taking out his dog, witnesses their crime.

    Why it matches: Similar story and style · both comedy & crime

  23. The Olsen Gang in Jutland (1971)

    The Olsen gang in Jutland. Ones again Egon Olsen has a plan when he gets out of Vridslose State Prison. He has found out that the Germans left a large sum of money (in American dollars and gold bars) in one of their commando bunkers, when they were defeated in 1945; the only problem it's in Jutland. Egon, Benny and Kjeld "appropriate" a car and drives to Jutland along with Kjelds wife and child Yvonne and Borge. They look forward to fooling the the people in Jutland, but of course, things don't go quite as planed. It ends with Benny, Kjeld, Borge and Yvonne sitting in the train back to Copenhagen, were they are overtaken by Egon in his car on the road next to the track. This is the last time the Olsen gang goes to Jutland.

    Why it matches: Similar story and style · both comedy & crime

    Worth the HypeMovies like this
  24. The Olsen Gang on the Track (1975)

    Egon and his two cronies managed to sneak a fortune with them to Spain. Here they live a life in a whirl of pleasures, but they are not truly happy. While Egon always has the money chained to him, Bøffen still manages to steal them. Egon ends up in jail once again, and when he comes out, he has a brilliant plan.

    Why it matches: Similar story and style · both comedy & crime

    Worth the HypeMovies like this
  25. Arsène Lupin (2004)

    As the daring thief Arsène Lupin ransacks the homes of wealthy Parisians, the police, with a secret weapon in their arsenal, attempt to ferret him out.

    Why it matches: Similar story and style · both romance & crime

  26. Nothing to Lose (1997)

    Advertising executive Nick Beame learns that his wife is sleeping with his employer. In a state of despair, he encounters a bumbling thief whose attempted carjacking goes awry when Nick takes him on an involuntary joyride. Soon the betrayed businessman and the incompetent crook strike up a partnership and develop a robbery-revenge scheme. But it turns out that some other criminals in the area don't appreciate the competition.

    Why it matches: Similar story and style · both comedy & crime

    Popcorn FlickMovies like this
  27. Nuns on the Run (1990)

    Set up by their boss to be knocked off following a final heist, soon-to-retire crooks Brian Hope and Charlie McManus get wind of their impending demise and run off with the spoils of their crime. Fleeing their boss, the drug dealers they robbed, the police, and Brian's angry girlfriend, the duo take refuge in a training convent for nuns. In disguise, they convince Sister Superior that they're nuns, a charade they're forced to maintain as their enemies arrive.

    Why it matches: Similar story and style · both comedy & crime

  28. Crooks (2018)

    A love circle between a dishonest government employee, a freelance actress, a passionate dancer, and godmother of a local mafia cartel. It could be serious if it wouldn’t be so funny.

    Why it matches: Similar story and style · both comedy & romance

  29. The Stoolie (1972)

    Roger Pitman is a petty thief who makes a deal with the police to use bait money to trap other criminals. But when he gets the cash, Roger can't resist the temptation and steals part of it. He runs off to Miami Beach, but now lives in fear of the crooks that he set up as well as the police.

    Why it matches: Similar story and style · both comedy & crime

  30. Copposites (2012)

    A cop and a crook are exposed to a DNA altering formula that switches them into each other's bodies and forces them to work together in order to switch back.

    Why it matches: Similar story and style · both comedy

Like Shady Lady and something else?

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

Frequently asked questions

What are the best movies like Shady Lady?

The closest matches to Shady Lady are Heartbreakers (2001), Mr. Right (2016) and Mr. Lucky (1943). Below are 27 more, each with the reason it matches.

What should I watch after Shady Lady?

Start with Heartbreakers (2001), the closest match to Shady Lady.

What is the highest-rated movie like Shady Lady?

Take the Money and Run (1969), rated 7.1/10 by 815 TMDB users.

What is the newest movie like Shady Lady?

Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025) is the most recent release on this list.

Are there English movies like Shady Lady?

Yes: Heartbreakers (2001), Mr. Right (2016) and Mr. Lucky (1943).

How are movies similar to Shady Lady chosen?

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

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