Movies Like I Love You to Death
If you loved I Love You to Death's Comedy and Crime storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks

Loverboy
Randy Bodek works as a pizza delivery boy at Señor Pizza to make a few extra bucks. Some customers are special, though: When the order is for a pizza with extra anchovies, it means the female customers are looking for some loving. But, as Randy soon learns, life as a professional gigolo can get pretty complicated.

People, Places, Things
Will Henry is a newly single graphic novelist balancing being a parent to his young twin daughters and teaching a classroom full of college students, all the while trying to navigate the rich complexities of new love and letting go of the woman who left him.

Romance & Cigarettes
Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.

Heartburn
She's a magazine writer who gives up her career for love and family. He's a playboy newspaper columnist who can't quite give up his old tricks. And if that combination doesn't give a relationship heartburn, nothing will.

The Heartbreak Kid
Three days into his Miami honeymoon with needy and unsophisticated Lila, Lenny meets tall, blonde Kelly. This confirms his fear that he has made a serious mistake and he decides he wants to be with Kelly instead.

The Roses
Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while Ivy's own ambitions take off, a tinderbox of fierce competition and hidden resentment ignites.

Before We Go
A woman who is robbed on her way to catch the 1:30 train to Boston is left stranded in New York City. She meets a man who helps her during the course of the night and the two form a romance.

Funny Girl
The life of famed 1930s comedienne Fanny Brice, from her early days in the Jewish slums of New York, to the height of her career with the Ziegfeld Follies, as well as her marriage to the rakish gambler Nick Arnstein.
More Movies Like I Love You to Death

She's Funny That Way
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

Young Adult
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.

The Proposal
When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.

Focus
Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.

Almost Friends
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become closer, the line between friendship and intimacy is blurred, and the situation forces both to examine where they are in their lives.

You Will Meet a Tall Dark Stranger
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

Which Brings Me to You
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

A Guy Thing
Paul Morse is a good guy. When his friends throw him a wild bachelor party, he just wants to keep his conscience clean -- which is why he's shocked when he wakes up in bed with a beautiful girl named Becky and can't remember the night before. Desperate to keep his fiancée, Karen, from finding out what may or may not be the truth, he tells her a teensy lie. Soon his lies are spiraling out of control and his life is a series of comical misunderstandings.

Celebrity
The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of Manhattan, but as he jumps from one lavish party to another and engages in numerous empty romances, he starts to doubt the worth of his work. Meanwhile, top TV producer Tony falls for Robin and introduces her to the world of celebrity.

Numb
Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

Little Italy
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

Top Five
Though he began in stand-up comedy, Andre Allen hit the big-time as the star of a trilogy of action-comedies about a talking bear but now he wants to be taken seriously. His passion project about the Haitian Revolution, a movie called Uprize, was panned by the NY Times film critic. A couple days before the wedding to his reality star fiancée, he's forced to spend the day with Chelsea Brown, a profile writer for the New York Times. Unexpectedly, he opens up to her, and as they wind their way across New York, he tries to get back in touch with his comedic roots.
Why These Movies Are Similar
These recommendations share core qualities with I Love You to Death (1990): Comedy and Crime themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of I Love You to Death.
See full details for I Love You to Death (1990)