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The Bachelor

The Bachelor

One thousand brides. One hundred million dollars. Jimmie Shannon is about to discover the true value of love.

19995.11h 41m

Overview

Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

Directed by Gary Sinyor
Written by Roi Cooper Megrue, Steve Cohen
Produced by Bing Howenstein, Jeffrey T. Barabe, Lloyd Segan
Box OfficeBudget: $51.0MRevenue: $36.9M

Top Cast

Chris O'Donnell

Chris O'Donnell

Jimmie

Renée Zellweger

Renée Zellweger

Anne

Artie Lange

Artie Lange

Marco

Ed Asner

Ed Asner

Gluckman

Hal Holbrook

Hal Holbrook

O'Dell

James Cromwell

James Cromwell

Priest

Marley Shelton

Marley Shelton

Natalie

Peter Ustinov

Peter Ustinov

Grandad

Katharine Towne

Katharine Towne

Monique

Rebecca Cross

Rebecca Cross

Stacey

Themes & Keywords

san francisco, californiabachelorremakeinheritancewedding

About The Bachelor

The Bachelor is a comedy, romance film released in 1999 exploring themes of san francisco, california, bachelor, remake, inheritance, wedding. Directed by Gary Sinyor, it stars Chris O'Donnell, Renée Zellweger, Artie Lange. Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

Movies Similar to The Bachelor

Discover titles like The Bachelor — ranked by similarity and community votes

We found 15 movies similar to The Bachelor

If you enjoyed The Bachelor, you'll love these handpicked recommendations. Each title below shares similar themes, tone, and storytelling style. Our algorithm analyzes genres, keywords, director filmography, and cast connections to find the closest matches. Whether you're looking for the same emotional depth, narrative structure, or visual style, these picks are curated to deliver the best viewing experience for fans of The Bachelor.

The Wedding Planner
35% Match

San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

The Heartbreak Kid
35% Match

Eddie, the 40-year-old confirmed bachelor finally says "I do" to the beautiful and sexy Lila. But during their honeymoon in Mexico, the woman of his dreams turns out to be a total nightmare, and the guy who could never pull the trigger realizes he’s jumped the gun.

Father of the Bride
35% Match

George Banks is an ordinary, middle-class man whose 22 year-old daughter Annie has decided to marry a man from an upper-class family, but George can't think of what life would be like without his daughter. His wife tries to make him happy for Annie, but when the wedding takes place at their home and a foreign wedding planner takes over the ceremony, he becomes slightly insane.

Cousins
34% Match

Cousins(1989)

Movie6.0/10

When Larry and Maria learn that their respective spouses are cheating on them, they try to turn the tables on them by pretending to have an affair. However, they soon find themselves falling in love.

The Five-Year Engagement
34% Match

Exactly one year after Tom meets Violet, he surprises her with a wedding ring. By all accounts, Tom and Violet are destined for their happily ever after. However, this engaged couple just keep getting tripped up on the long walk down the aisle.

About Fate
33% Match

About Fate(2022)

Movie7.5/10

Two strangers believe in love but never seem to be able to find its true meaning. In a wild twist of events, fate puts each in the other's path on one stormy New Year's Eve.

American Wedding
31% Match

With high school a distant memory, Jim and Michelle are getting married — and in a hurry, since Jim's grandmother is sick and wants to see him walk down the aisle — prompting Stifler to throw the ultimate bachelor party. And Jim's dad is reliable as ever, doling out advice no one wants to hear.

Blind Date
31% Match

Blind Date(1987)

Movie6.0/10

When bachelor Walter Davis is set up with his sister-in-law's pretty cousin, Nadia Gates, a seemingly average blind date turns into a chaotic night on the town. Walter's brother, Ted, tells him not to let Nadia drink alcohol, but he dismisses the warning and her behaviour gets increasingly wild. Walter and Nadia's numerous incidents are made even worse as her former lover David relentlessly follows them around town.

Much Ado About Nothing
30% Match

In this Shakespearean farce, Hero and her groom-to-be, Claudio, team up with Claudio's commanding officer, Don Pedro, the week before their wedding to hatch a matchmaking scheme. Their targets are sharp-witted duo Benedick and Beatrice -- a tough task indeed, considering their corresponding distaste for love and each other. Meanwhile, meddling Don John plots to ruin the wedding.

The Wood
29% Match

The Wood(1999)

Movie6.6/10

In the panicky, uncertain hours before his wedding, a groom with prenuptial jitters and his two best friends reminisce about growing up together in the middle-class African-American neighborhood of Inglewood, California. Flashing back to the twenty-something trio's childhood exploits, the memories capture the mood and nostalgia of the '80s era.

My Best Friend's Wedding
28% Match

When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

Runaway Bride
28% Match

Having already left three grooms at the altar, Maggie Carpenter is branded "the runaway bride" by jaded New York journalist Ike Graham. But, after his facts are called into question, Ike races to Maggie's hometown to save his reputation and report on her upcoming fourth trip down the aisle – during which he's convinced she'll run again. Though he's there on a muckraking mission, Ike can't help but fall for this breathtaking heartbreaker.

Tomcats
28% Match

Tomcats(2001)

Movie5.1/10

College buddies chip in and promise that the group's last unmarried man will collect a cash pot. Seven years later, the kitty is worth $500,000 -- money Michael needs to pay a gambling debt. Problem is, the only other single guy is a hopeless womanizer!