Movies Like Dentist in the Chair

If you liked Dentist in the Chair (1960), a comedy movie directed by Don Chaffey, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Welcome to Collinwood (2002)
★ 6.1/10Also comedy
Five hapless inner-city low-lifes attempt to burgle a pawnbroker's safe, but end up being plagued by bad luck.
2
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
3
The Ladykillers (1955)
★ 7.3/10Also comedy
Five oddball criminals planning a bank robbery rent rooms on a cul-de-sac from an octogenarian widow under the pretext that they are classical musicians.
4
The Hot Rock (1972)
★ 6.5/10Also comedy
Dortmunder and his pals plan to steal a huge diamond from a museum. But this turns out to be only the first time they have to steal it...
5
Take the Money and Run (1969)
★ 7.1/10Also comedy
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
6
The Paleface (1948)
★ 6.1/10Also comedy
Bob Hope stars in this laugh-packed wild west spoof co-starring Jane Russell as a sexy Calamity Jane, Hope is a meek frontier dentist, "Painless" Peter Potter, who finds himself gunslinging alongside the fearless…
7
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy
After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
8
A Shot in the Dark (1964)
★ 7.2/10Also comedy
Inspector Jacques Clouseau, smitten with the accused maid Maria Gambrelli, unwittingly turns a straightforward murder investigation into a comedic series of mishaps, testing the patience of his irritable boss Charles…
9
Shadow of the Thin Man (1941)
★ 7/10Also comedy
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…
10
Mr. Bones (2001)
★ 6/10Also comedy
A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
11
Two-Way Stretch (1960)
★ 6.7/10Also comedy
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…
12
Sherlock Jr. (1924)
★ 8/10Also comedy
A film projectionist longs to be a detective, and puts his meager skills to work when he is framed by a rival for stealing his girlfriend's father's pocketwatch.
13
You're Never Too Young (1955)
★ 6.6/10Also comedy
When an aspiring barber becomes inadvertently involved in the theft of a valuable diamond, necessity forces him to masquerade as a 12 year-old child - with humorous consequences.
14
Legal Eagles (1986)
★ 6/10Also comedy
Assistant District Attorney Tom Logan is set for higher office, at least until he becomes involved with defence lawyer Laura Kelly and her unpredictable client Chelsea Deardon. It seems the least of Chelsea's crimes is…
15
After the Fox (1966)
★ 6.1/10Also comedy
A criminal mastermind sets up a phony film production as part of a plan to smuggle stolen gold.
16
The Honey Pot (1967)
★ 6.5/10Also comedy
In Venice, a millionaire hires an actor to help him prank three greedy exes into thinking he's dying and leaving his fortune to one of them.
17
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
18
Home Alone (1990)
★ 7.5/10Also comedy
Eight-year-old Kevin McCallister makes the most of the situation after his family unwittingly leaves him behind when they go on Christmas vacation. When thieves try to break into his home, he puts up a fight like no…
19
Schizopolis (1997)
★ 6.2/10Also comedy
A man works for the unpleasant guru of a Scientology-like movement.
20
The Pink Panther Strikes Again (1976)
★ 6.9/10Also comedy
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.