Movies like Dennis & Henry's Post-Divorce Checklist (2022)
The best movies like Dennis & Henry's Post-Divorce Checklist (2022) are St. Vincent (2014), Phffft (1954) and The Rebound (2009). If Dennis & Henry's Post-Divorce Checklist hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedRed, White & Royal Blue (2023)7.9/10 from 1,672 votes
- NewestThe Map That Leads to You (2025)Released 2025
St. Vincent (2014)
A young boy whose parents just divorced finds an unlikely friend and mentor in the misanthropic, bawdy, hedonistic, war veteran who lives next door.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisPhffft (1954)
Robert and Nina Tracey resolve to live separate lives when their eight-year marriage dissolves into disagreements and divorce. But their separate attempts to get back out on the dating scene have a funny way of bringing them together.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Rebound (2009)
Upon discovering her husband's infidelity, Sandy leaves the suburbs and moves into the city. There, she befriends Aram, a guy whose wife only married him so she could get a green card. Sandy hires Aram to be her nanny, and it isn't long until Aram and Sandy find out they get along wonderfully and start to date. But is their relationship real or is it, in fact, just a rebound for both of them?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisRed, White & Royal Blue (2023)
After an altercation between Alex, the president's son, and Britain's Prince Henry at a royal event becomes tabloid fodder, their long-running feud now threatens to drive a wedge in U.S./British relations. When the rivals are forced into a staged truce, their icy relationship begins to thaw and the friction between them sparks something deeper than they ever expected.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisThe F**k-It List (2020)
After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWhat's Your Number? (2011)
Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Best of Me (2014)
A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisHigh Society (1956)
With socialite Tracy Lord about to remarry, her ex-husband - with the help of a sympathetic reporter - has 48 hours to convince her that she really still loves him.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Mighty (1998)
Kevin, an intelligent guy helps out Maxwell to improve his reading skills. In return, Kevin wants Maxwell to take him out places since he is not authorized to go out. Being the social outcasts of the town, Kevin and Maxwell come to realize that they are similar to each other and accept that they are "freaks" and nothing will stop them.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisClueless (1995)
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisBye Bye Love (1995)
With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Other Woman (2014)
After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Map That Leads to You (2025)
Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life choices test their bond, her path changes forever.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAdopt a Highway (2019)
Russ Millings has just been released from prison after serving 21 years for a 3rd strike conviction for possessing an ounce of marijuana. As he tries to adapt to a world he doesn’t recognize – including trying to learn how to use the internet – he finds an abandoned baby in a dumpster behind the fast food restaurant where he works as a dishwasher. Unsure of what to do, and caught between impulses of kindness and panic, Russ soon realizes this could be his chance at redemption.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOne Day (2011)
After spending the night together on the eve of their college graduation, Dexter and Emma are shown each year on the same date to see where they are in their lives. They are sometimes together, and sometimes not.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRacing with the Moon (1984)
In a small coastal California town, Henry and Nicky are pals from blue collar families with only a short time before they ship off to World War II. Henry begins romancing new-to-town Caddie Winger, believing her to be wealthy. Mischievous and irresponsible, Nicky gets into trouble which forces the other two to become involved, testing their relationship, as well as the friendship between the boys.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCreed III (2023)
After dominating the boxing world, Adonis Creed has thrived in his career and family life. When a childhood friend and former boxing prodigy, Damian Anderson, resurfaces after serving a long sentence in prison, he is eager to prove that he deserves his shot in the ring. The face-off between former friends is more than just a fight. To settle the score, Adonis must put his future on the line to battle Damian — a fighter with nothing to lose.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisSt. Elmo's Fire (1985)
Reluctant to let go of college life, a close-knit team of seven friends--irresponsible saxophone player Billy, young Republican Alec, his girlfriend Leslie, struggling journalist Kevin, drama queen Jules, lovesick waiter Kirby, and Wendy, a social worker with a heart of gold--realise the party is over. And as the burdens of maturity close in on the young dreamers, the complexities of adulthood and the daily struggle of growing up put their sacred friendship to the test. But everyone knows life is not a bed of roses. It won't be easy, but when all is said and done, what will it take for St. Elmo's clique to find its place in the real world?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSidelined: The QB and Me (2025)
Dallas, a burdened but headstrong dancer, is determined to get into the best dance school in the country—her late mother’s alma mater. However, that dream is suddenly derailed when the cheeky yet secretly grieving football star, Drayton, crashes into her life with a unique story of his own. Will the two of them be able to grow into their dreams together, or will their dreams be sidelined?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisTable 19 (2017)
Eloise, having been relieved of maid of honor duties after being unceremoniously dumped by the best man via text, decides to attend the wedding anyway – only to find herself seated with five fellow-unwanted guests at the dreaded Table 19.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Dennis & Henry's Post-Divorce Checklist?
The closest matches to Dennis & Henry's Post-Divorce Checklist are St. Vincent (2014), Phffft (1954) and The Rebound (2009). Below are 17 more, each with the reason it matches.
What should I watch after Dennis & Henry's Post-Divorce Checklist?
Start with St. Vincent (2014), the closest match to Dennis & Henry's Post-Divorce Checklist.
What is the highest-rated movie like Dennis & Henry's Post-Divorce Checklist?
Red, White & Royal Blue (2023), rated 7.9/10 by 1,672 TMDB users.
What is the newest movie like Dennis & Henry's Post-Divorce Checklist?
The Map That Leads to You (2025) is the most recent release on this list.
Are there English movies like Dennis & Henry's Post-Divorce Checklist?
Yes: St. Vincent (2014), Phffft (1954) and The Rebound (2009).
How are movies similar to Dennis & Henry's Post-Divorce Checklist chosen?
First come films that Trakt’s viewers watch alongside Dennis & Henry's Post-Divorce Checklist, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.