The Bachelor is a 1999 American satirical romantic comedy fantasy adventure film directed by Gary Sinyor and written by Steve Cohen. It is a remake of the 1925 film Seven Chances and stars Chris O'Donnell and Renée Zellweger. The film received negative reviews from critics and grossed $36.9 million against its $21 million budget.


A confirmed bachelor, after spoiling his would-be and half-hearted proposal to his girlfriend of three years (whereupon she leaves the country on assignment for work), discovers that his eccentric grandfather has died and left him the family business under the conditions that he be married by 6:05 p.m. on his 30th birthday (which, unfortunately for the bachelor, is the very next day), that he not be apart from his bride for more than a week at a time over the next 10 years of their marriage, and that they must attempt to produce a child sometime during the first five years of their marriage, leading to the bachelor, his friends, his grandfather's friends, and a priest to scramble over the next few hours in search of a bride.

If Jimmy fails, business competitor Oden Sports will buy the company. Shannon Billiards would not last a week. Meanwhile, Anne has second thoughts and returns to her apartment, which she shares with her sister Natalie (Marley Shelton). Natalie talks Anne into going home to go visit their parents in Napa for the night.

A desperate Jimmie opens a shoebox full of photos of old girlfriends, and begins to track them down. First he sees Stacey (Rebecca Cross), an oil futures trader, who turns out to be engaged. Second is Zoe (Stacy Edwards), a clingy window dresser. Jimmie goes to see her, but just after promising he'd never leave her for another woman, he runs off after a woman in the street whom he incorrectly thinks is Anne. He returns to find Zoe has set a mannequin on fire in effigy of him.

He strikes out with a melodramatic opera singer (Mariah Carey) his orphanage (Sarah Silverman) a tough-as-nails cop (Jennifer Esposito) and a woman cooker (Kathryn Towne). Soon his list is depleted, but his last choice accepts— brittle, chain-smoking socialite Buckley (Brooke Shields), who detests Jimmie but wants his money to prop up her family's waning fortune. As the priest tries to conduct the ceremony, she gradually learns the other conditions of the will: she and Jimmie must have children within five years, spend no more than one night apart per month, and stay married for at least ten years. Horrified, she drives away.

Anne misses Jimmie and heads back to the city. Trying to locate him, she calls Marco to arrange dinner with Jimmie. Desperate, Marco had earlier placed an ad for a bride in the newspaper. He figures a few women will show up at the appointed time and church for the offer.

As everyone scrambles to help Jimmie save the family business, Jimmie realizes the "effect" of marriage, as the kindly priest reveals how he took on the priesthood after his beloved wife died, and that he was proud to be married and produce a wonderful family in the process.

Realizing that he truly loves Anne and is ready to 'take the plunge', Jimmie, after being up all night, rests in the church where Marco had promised to deliver a bride. He awakens to find hundreds of women dressed as brides waiting for him. After trying to settle the women down, Marco lies and says it was all a prank. This angers them, and they try to rip the two men to shreds. Marco reveals that Anne is on her way back, so Jimmie flees to the train station, ordering a cake on the way. He makes it there after escaping the would-be brides. He finds Anne in the train, but she has discovered a newspaper with its front page asking, "Would you marry this man for $100 million?" with Jimmie's picture beside. She is upset, but he professes his love for her and they reconcile.

Natalie finds a discarded wedding dress in the station, and Anne puts it on in the bathroom. She opens the door to see hundreds of would-be brides run past, chasing Jimmie. Jimmie flees. He eventually climbs up a flight on a fire escape ladder and shouts for Anne, as the would-be brides gather en masse below. The priest begins to conducts the ceremony over a loudspeaker from inside a police car, causing many 'brides' to attack the car, and chaos ensues. Anne, in the crowd, makes her way through and up to Jimmie. Natalie yells at everybody to "Shut up!". Anne convinces the other women to be happy and let it be her day.

The priest finishes the ceremony by pronouncing them husband and wife, to cheers from all, and Jimmie and Anne kiss. They made it just in time before the deadline of 6:05 p.m. to inherit a 100 million dollars. She then tosses her bouquet into the teeming crowd below.


Chris O'Donnell - Jimmie Shannon/Narrator

Renée Zellweger - Anne Arden Artie Lange - Marco

Mariah Carey - Ilana

Edward Asner - Sid Gluckman

Hal Holbrook - Roy O'Dell

James Cromwell - The Priest

Marley Shelton - Natalie Arden

Peter Ustinov - Grandad James Shannon

Katharine Towne - Monique

Rebecca Cross - Stacey

Stacy Edwards - Zoe

Sarah Silverman - Carolyn

Jennifer Esposito - Daphne

Brooke Shields - Buckley Hale-Windsor

Anastasia Horne - Peppy Boor

Pat Finn - Bolt