Jack & Jill

The BEST episodes of Jack & Jill

Every episode of Jack & Jill ever, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Jack & Jill!

JACK & JILL was a romantic drama about life and loves of young people in New York, Jacqueline "Jack" Barrett and David "Jill" Jillefsky, and their friends, Mikey Russo, Barto Zane, Elisa Cronkite and Audrey Hriffin. The show follows their lifes after college, as they are trying to reach over to the adult life, forgetting about their childhood, exploring their sexuality, and finding the difference between a fairy tale and real life.

Last Updated: 8/4/2022Network: The WB
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Bad Timing and Dirty Laundry
star
8.00
5 votes

#1 - Bad Timing and Dirty Laundry

Season 1 - Episode 11 - Aired 1/23/2000

Barto takes Audrey to meet his snobbish parents after she overhears his mother's invitation on the answering machine. Meanwhile, Elisa finally gets to man, and Jack and Jill get stuck in the laundry room, ruining their dates with Matt and Allison.

Directors: Mel Damski
Caution: Parents Crossing
star
8.00
3 votes

#2 - Caution: Parents Crossing

Season 2 - Episode 3 - Aired 1/24/2001

Jill's mother and Jack's parents visit the newly engaged couple at Jack's aprtment. Jack hits it off with her future mother-in-law, but Jill has lesss success with his in-laws-to-be. Elsewhere, Audrey is interviewed about her new movie on a local morning talk show and she reveals an embarrassing secret, while Barto uncomfortably watches on a television board in Times Square.

Directors: David Petrarca
Men Will Be Boys
star
7.67
3 votes

#3 - Men Will Be Boys

Season 1 - Episode 8 - Aired 11/21/1999

When Jill's co-worker Stan takes credit for his idea, Jill challenges him to a boxing match at Mikey's Office Fight Night at the bar. Jack and Matt cover the story of Jill's fight for WNKW and which causes Jill's jealousy to rise. Meanwhile, Barto asks Audrey out to celebrate a good review of her musical and Elisa feels a connection with a stranger she passes on the street.

Directors: Bethany Rooney
Watch Now:Amazon
To Be Perfectly Honest
star
7.67
3 votes

#4 - To Be Perfectly Honest

Season 1 - Episode 10 - Aired 1/16/2000

Jill's suspicions are aroused when he sees Matt with another women, and he contemplates telling Jack. Meanwhile, Jill's tactless girlfriend offends Mikey.

Directors: Sandy Smolan
Animal Planet (2)
star
7.67
3 votes

#5 - Animal Planet (2)

Season 1 - Episode 14 - Aired 2/13/2000

Jack chooses between Jill and Matt; and Eliza swears to Jonathon that she doesn't want anything for Valentine's Day. Meanwhile, Audrey injures her leg.

Directors: Mel Damski
Watch Now:Amazon
The #@$%!*& Future
star
7.67
3 votes

#6 - The #@$%!*& Future

Season 1 - Episode 15 - Aired 2/20/2000

Relationships become strained as Jack and Jill realize they're revealing too much about their love lives to their friends, Audrey and Barto.

Directors: Dennie Gordon
Watch Now:Amazon
The Awful Truth
star
7.50
4 votes

#7 - The Awful Truth

Season 1 - Episode 2 - Aired 10/3/1999

While up for a promotion, Jack's ex-fiancé shows up at her job and asks for her forgiveness and a chance at reconciliation. As Jill and Elisa try to adjust to living together, Jill's job is in jeopardy if he doesn't find a prototype toy he borrowed and lost. Meanwhile, Mikey moves into an unwilling Barto's apartment.

Directors: Stephen Cragg
Watch Now:iTunes
Pseudos, Sex and Sidebars
star
7.50
4 votes

#8 - Pseudos, Sex and Sidebars

Season 1 - Episode 9 - Aired 12/19/1999

Jill is sued for breaking up a marriage and Jack begins to doubt her relationship with Matt when Jill insinuates that Jack may not be the only lady in Matt's life. Meanwhile, Audrey frets when Barto starts hanging out with a female study buddy; Elisa continues to hunt for her mystery man; and Mikey gets an unwanted promotion that requires him to fire one of the waitresses.

Directors: David Petrarca
When You Wish Upon A Car
star
7.33
3 votes

#9 - When You Wish Upon A Car

Season 1 - Episode 12 - Aired 1/30/2000

In the morning, Jack and Jill lie sleeplessly in their respective beds when a passing ice cream truck sets off a loud car alarm. Both of them run out to shut it off, but Jill must finally yank out a wire. The Ice Cream Man is so grateful that he promises to grant Jill his greatest wish. The next day, at Major Toys, Jill's boss announces that he is putting one of Jill's creations, Zantopia, into development. Jill tells the great news to Allison, who focuses on the career implications. Later, Jill becomes concerned when his boss makes changes to the project. Jack understands Jill's disappointment and sympathizes with him, while Allison thinks Jill shouldn't be upset since he is going to be promoted to vice president. Meanwhile, Jack is deeply in debt. She refuses to let Matt lend her money, choosing instead to work as a waitress at the @ Bar, where Mikey is a bartender. She is a terrible waitress and must quit. She pawns an antique brooch that her grandmother gave her. Matt buys it and g

Animal Planet (1)
star
7.33
3 votes

#10 - Animal Planet (1)

Season 1 - Episode 13 - Aired 2/6/2000

As Jack ponders Jill's passionate declaration of his feelings for her, she learns Matt has gotten an offer for a job in Washington, D.C.

Directors: Dennie Gordon
Watch Now:Amazon
Lovers and Other Strangers
star
7.33
3 votes

#11 - Lovers and Other Strangers

Season 1 - Episode 17 - Aired 3/5/2000

Barto starts seeing the ghost of his mad school cadaver after he tries and fails to save a bystander suffering a heart attack, Jill asks Jack to pose nude for his photography class.

Directors: David Petrarca
Watch Now:Amazon
A Key Exchange
star
7.33
3 votes

#12 - A Key Exchange

Season 1 - Episode 18 - Aired 3/12/2000

Elisa and Mikey find that being roommates is difficult. Elisa is a complete slob, and Mikey eats all of her food. Mikey and Elisa hire Belinda as their maid. Meanwhile, Jill leaves a key to his apartment with Jack after locking himself out for the third time in a week. Jack sneaks a peek at Jill's journal and reads about the best sex of his life—with another woman. Paranoid, she asks Mikey for advice, then surprises Jill by seducing him in a new way. Audrey and Barto's relationship is jeopardized when Barto gets a new study partner, Annie. While Barto contemplates an internship in Atlanta, Audrey gets a movie offer in Los Angeles. Barto scores a top grade in his final examination and celebrates with Annie. A jealous Audrey sees them together.

Directors: Mike Pavone
Starstruck
star
7.33
3 votes

#13 - Starstruck

Season 1 - Episode 19 - Aired 3/19/2000

Audrey's Agent strokes her infatuation with Hollywood, leaving Barto feeling neglected and vulnerable to sympathy from Annie. Meanwhile, Jack and Jill consider moving in together.

Directors: Alan Myerson
Seriously, All Coma Proposals Aside...
star
7.33
3 votes

#14 - Seriously, All Coma Proposals Aside...

Season 2 - Episode 2 - Aired 1/17/2001

Jill has a big question to ask Jack concerning their future and he frets over just how to do it. Barto and Mikey offer Jill advice on how to broach the subject. Meanwhile, Audrey and Barto try to mend their relationship by taking it one day at a time.

Directors: Peter Petraca
Chivas and Lies
star
7.33
3 votes

#15 - Chivas and Lies

Season 2 - Episode 5 - Aired 2/7/2001

Jill is hired by a wealthy financier for a personal photo shoot, and Jill tells the tycoon that his pal Mikey is trying to buy the @ bar, but needs a business partner. Meanwhile, Audrey discovers that her movie is a theatrical flop, and Elisa is concerned about her relationship with a new man.

Crazy Like a Fox, Hungry Like the Wolf...
star
7.33
3 votes

#16 - Crazy Like a Fox, Hungry Like the Wolf...

Season 2 - Episode 7 - Aired 2/28/2001

Jack pitches an idea to her new boss for a newscast segment that she would produce and appear in; Jill and Mikey try out a karaoke machine for the bar. Elsewhere, Barto is jealous of Sarah's crowded social schedule, so he decides to pursue other women; Audrey interviews potential roommates and meets a guy who may perfect for her.

Directors: Michael Katleman
The Time-Sex Continuum
star
7.33
3 votes

#17 - The Time-Sex Continuum

Season 2 - Episode 9 - Aired 3/14/2001

Jack and Jill agree to premarriage counseling with a priest in order to secure the church they want to get married in. Also, Barto learns that Mikey has a rare medical condition and asks his pal to appear in one of his classes; and Audrey tries to cool her relationship with Russell.

Directors: Adam Nimoy
Moving On
star
7.25
4 votes

#18 - Moving On

Season 1 - Episode 3 - Aired 10/10/1999

In an attempt to meet new women, Jill and Barto throw a party. Jill invites Elisa thinking she'll feel too uncomfortable to go, but she shows up anyway and causes him to feel jealous the whole night while Barto spends his night trying to talk to Audrey. Meanwhile, Jill tries to have a one night stand to get over Danny.

Watch Now:Amazon
Welcome to the Working Week
star
7.25
4 votes

#19 - Welcome to the Working Week

Season 1 - Episode 4 - Aired 10/17/1999

Jill's boss, Mr. Ashton dies before he can give Jill a promised promotion. Jill insults his new boss during a business meeting. Jack takes a job at a dirty restaurant in order to get a story on poor restaurant sanitation. Audrey is afraid to break up with her director boyfriend after he gets her an important role. Jack tries to help Elisa and Jill get back together but Elisa can't help feeling that there is something between Jack and Jill. Jill contemplates leaving Major Toys but later makes peace with the new boss, Theodore.

Directors: Stephen Cragg
Not Just a River in Egypt
star
7.25
4 votes

#20 - Not Just a River in Egypt

Season 1 - Episode 5 - Aired 10/24/1999

While on an assignment together, Elisa and Jack get into a fight over the kiss with Jill that Jack lied about. Jill goes on a date with a woman he had a crush on in high school. When Jill starts falling in love with her, he realizes that she is not being completely honest with him and Jack realizes that she is in denial over having feelings for him. Meanwhile, Barto tries to start things up with Audrey by helping her get over her fear of singing a solo.

Directors: Dennie Gordon
Watch Now:Amazon
She Ain't Heavy
star
7.25
4 votes

#21 - She Ain't Heavy

Season 1 - Episode 6 - Aired 11/7/1999

Jill's younger sister Abby comes to visit. Elisa goes to dinner and to a play solo. Audrey and Barto sleep together. Mikey takes Abby to a night club and Jill goes to find her. Jill and Abby have a fight but later part on good terms. Barto sees Audrey hanging out with Travis, the director again and he is crushed.

Directors: John Whitesell
Fear and Loathing in Gotham
star
7.25
4 votes

#22 - Fear and Loathing in Gotham

Season 1 - Episode 7 - Aired 11/14/1999

Jack agrees to have dinner with Jill, intending to tell him that she can't date him because of her friendship with Elisa, but when a new reporter, Matt Prophet, comes to WNKW, Jack cancels her dinner plans in order to work with Matt. Meanwhile, Barto's grades suffer because he can't stop thinking about his one-night stand with Audrey; Audrey begins to doubt her relationship with Travis; and Mikey attends a singles sminar with Elisa.

Directors: Bruce Seth Green
Under Pressure
star
7.00
3 votes

#23 - Under Pressure

Season 1 - Episode 16 - Aired 2/27/2000

New roommates Mikey and Eliza clash when she becomes too chummy with one of Mikey's dates. Meanwhile, Jack and Jill spar over saying ""I love you.""

Directors: Michael Katleman
What Weddings Do to People
star
7.00
4 votes

#24 - What Weddings Do to People

Season 2 - Episode 1 - Aired 1/10/2001

The duo and their friends attend the wedding of one of Jill's ex-girlfriends. While guy pal Mikey sees the event as a chance to score with some lonely single women, Elisa dreads appearing as one of them.

Directors: Mike Pavone
Watch Now:Amazon
California Dreamin'
star
7.00
3 votes

#25 - California Dreamin'

Season 2 - Episode 4 - Aired 1/31/2001

Jack, Jill and their friends prepare for a trip to L.A. to attend the premiere of Audrey's new movie, but Barto plans to stay in New York to study for an exam and avoid an awkward encounter with his ex. Also, Mikey sets out to purchase a bar, and he asks Barto's father to invest in the venture.

Directors: Mel Damski

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