Movies like Jack Benny Christmas Shopping Show (1957)
The best movies like Jack Benny Christmas Shopping Show (1957) are Held Up (1999), Chief Daddy 2: Going for Broke (2021) and Merry Christmas, Drake & Josh (2008). If Jack Benny Christmas Shopping Show hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedMerry Christmas, Drake & Josh (2008)7.3/10 from 241 votes
- NewestBill Burr: Drop Dead Years (2025)Released 2025
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
SnoozefestMovies like thisChief Daddy 2: Going for Broke (2021)
The Beecroft family are ready to spend all of Chief Daddy's inheritance, but not if the CEO of his company has anything to do with it.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMerry Christmas, Drake & Josh (2008)
Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisFun 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 thisRecess: All Growed Down (2003)
T.J. and The Recess Gang are kidnapped by the Third Street School's kindergartners, who are in turn being bullied by a new kid in their class.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCadet 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 thisEasy Money (1983)
To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Bones (2001)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWho's Minding the Store? (1963)
Norman Phiffer, a proud man in a humble life, doesn't know that his girlfriend, Barbara, is heir to the Tuttle Department Store dynasty. Mrs. Tuttle, Barbara's mother, is determined to split the two lovers, and hires Norman in an attempt to humiliate him enough that Barbara leaves him. Will she ruin their love, or will he ruin her store?
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChris Rock: Kill the Messenger (2008)
An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPrep & Landing: Naughty vs. Nice (2011)
Lanny and Wayne are at it again! With the Big 2-5 fast approaching, Wayne and Lanny must race to recover classified North Pole technology which has fallen into the hands of a computer-hacking Naughty Kid! Desperate to prevent Christmas from descending into chaos, Wayne seeks out the foremost Naughty Kid expert to aid in the mission: a bombastic member of the Coal Bucket Brigade who also happens to be his estranged brother, Noel.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisA Bad Moms Christmas (2017)
Amy, Kiki and Carla – three under-appreciated and over-burdened women – rebel against the challenges and expectations of the Super Bowl for mothers: Christmas. And if creating a more perfect holiday for their families wasn’t hard enough, they have to do all of that while hosting and entertaining their own mothers.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Christmas Story Christmas (2022)
Follows Ralphie, now adult, who returns to the house on Cleveland Street to give his kids a magical Christmas like the one he had as a child, reconnecting with childhood friends, and reconciling the passing of his Old Man.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHow to Irritate People (1969)
A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBottle Rocket (1993)
Dysfunctional friends Dignan and Anthony plan and execute a robbery with their pot-growing friend, Bob. The short film that inspired Wes Anderson’s feature debut.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI Love My Dad (2022)
A hopelessly estranged father catfishes his son in an attempt to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisBill Burr: Drop Dead Years (2025)
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisClick & Collect (2018)
To save his daughter's Christmas, Andrew goes on a road trip with Dev, his neighbour from hell, to buy an elusive Sparklehoof the Unicorn Princess.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Jack Benny Christmas Shopping Show?
The closest matches to Jack Benny Christmas Shopping Show are Held Up (1999), Chief Daddy 2: Going for Broke (2021) and Merry Christmas, Drake & Josh (2008). Below are 17 more, each with the reason it matches.
What should I watch after Jack Benny Christmas Shopping Show?
Start with Held Up (1999), the closest match to Jack Benny Christmas Shopping Show.
What is the highest-rated movie like Jack Benny Christmas Shopping Show?
Merry Christmas, Drake & Josh (2008), rated 7.3/10 by 241 TMDB users.
What is the newest movie like Jack Benny Christmas Shopping Show?
Bill Burr: Drop Dead Years (2025) is the most recent release on this list.
Are there English movies like Jack Benny Christmas Shopping Show?
Yes: Held Up (1999), Chief Daddy 2: Going for Broke (2021) and Merry Christmas, Drake & Josh (2008).
How are movies similar to Jack Benny Christmas Shopping Show chosen?
First come films that Trakt’s viewers watch alongside Jack Benny Christmas Shopping Show, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.