List of Spin City episodes

In total, there are 145 episodes, with Michael J. Fox starring in the first 100 episodes, and Charlie Sheen starring in the last 45.

The episode list for the ABC series Spin City.

Series overview

SeasonEpisodesOriginally airedRankRating
First airedLast aired
124September 17, 1996 (1996-09-17)May 13, 1997 (1997-05-13)1711.7
224September 24, 1997 (1997-09-24)May 20, 1998 (1998-05-20)N/AN/A
326September 22, 1998 (1998-09-22)May 25, 1999 (1999-05-25)259.2
426September 21, 1999 (1999-09-21)May 24, 2000 (2000-05-24)249.1
523October 18, 2000 (2000-10-18)May 23, 2001 (2001-05-23)N/AN/A
622September 25, 2001 (2001-09-25)April 30, 2002 (2002-04-30)N/AN/A

Episodes

Season 1 (1996–97)

No.
overall
No. in
season
TitleDirected byWritten byOriginal air date
11"Prototype"Thomas SchlammeGary David Goldberg & Bill LawrenceSeptember 17, 1996 (1996-09-17)
Michael Flaherty (Michael J. Fox) and his City Hall team grapple with a garbage strike and a political gaffe when the Mayor accidentally insults gay people. Mike's girlfriend Ashley (Carla Gugino) questions Mike's commitment to their relationship when he is nervous about them moving in together.
22"The Great Pretender"Lee Shallat-ChemelSarah DunnSeptember 24, 1996 (1996-09-24)
Mike is named Sexiest Man in New York by Manhattan magazine and the staff must deal with Mayor Winston's problematic wife during an important dinner.
33"The Apartment"Lee Shallat-ChemelBill LawrenceOctober 1, 1996 (1996-10-01)
The continuing dilemma of the garbage strike keeps Mike and Ashley too busy to spend time together at their new apartment. Stuart makes a blunder when left in charge of the office.
44"Pride and Prejudice"Lee Shallat-ChemelBrian Buckner & Sebastian JonesOctober 8, 1996 (1996-10-08)
During a television interview, Mike makes an insensitive joke about his working relationship with Ashley. Carter goes over Mike's head and encourages the Mayor to support a controversial policy on HIV. A reporter (Gretchen Mol) is attracted to James.
55"The Rivals"Lee Shallat-ChemelAmy Cohen & Michelle NaderOctober 15, 1996 (1996-10-15)
The Mayor feels responsible for the death of his predecessor. Mike and Ashley try to avoid their new neighbors.
66"A Star is Born"Lee Shallat-ChemelKirk J. RudellOctober 22, 1996 (1996-10-22)
The Mayor's low approval ratings sink even lower when the Winston Administration supports a nominee with a checkered past.
77"Grand Illusion"Lee Shallat-ChemelAmy Cohen & Michelle NaderOctober 29, 1996 (1996-10-29)
Carter stages a mock wedding with Nikki, in protest of the Mayor's stance against same-sex marriage. Ashley is unhappy with the quality of her assignments at her new job.
88"The High and the Mighty"Lee Shallat-ChemelKirk J. RudellNovember 12, 1996 (1996-11-12)
Mike asks a powerful land developer (George Wendt) for a favor. As the Winston Administration celebrates a reduction in crime rates, Paul gets mugged.
99"Meet Tommy Dugan"Lee Shallat-ChemelTim HobertNovember 19, 1996 (1996-11-19)
A janitor at a local public school (Woody Harrelson) surprises the staff by winning the "New York City Mayor for a Day" contest. The Mayor tries to conform his image to the guidelines of a focus group. The second consecutive episode guest starring a Cheers alumnus.
1010"The Competition"Lee Shallat-ChemelSarah DunnNovember 26, 1996 (1996-11-26)
The Mayor's staff compete with the City Council as to who can serve the most homeless people on Thanksgiving. James tries to break up with his high school sweatheart (Jennifer Garner) who visits from Wisconsin. (Guest stars: Stephen Colbert as Frank, and former mayor Ed Koch as a city councilman.)
1111"Dog Day Afternoon"Lee Shallat-ChemelJeff LowellDecember 10, 1996 (1996-12-10)
Paul and Carter lose the body of a beloved police dog on its way to burial. Mike buys an air hockey table to help the staff relax.
1212"Criss Cross"Lee Shallat-ChemelBrian Buckner & Sebastian JonesDecember 17, 1996 (1996-12-17)
When the Mayor comes down with a cold, Mike must debate Ashley on a political talk show.
Last appearance of Ashley.
1313"Bye Bye Love"Lee Shallat-ChemelKirk J. Rudell & Bill LawrenceJanuary 7, 1997 (1997-01-07)
Mike breaks up with Ashley. Paul sets a New Year's resolution to be less gullible.
1414"Starting Over"Lee Shallat-ChemelJeff LowellJanuary 14, 1997 (1997-01-14)
Michael is uncomfortable being newly single with assistant DA Danielle Brinkman (Courtney Thorne-Smith). Paul meets the president of his fan club, Claudia Sacks (Faith Prince), who has arranged the "group's" first meeting. Carter and Stuart have a little too much to drink and end up in an uneasy situation.
First appearance of Claudia.
1515"Gabby's Song"Lee Shallat-ChemelJeff Lowell & Tim HobertJanuary 28, 1997 (1997-01-28)
Mike's attempts to woo a new member of the City Council (Constance Marie) are thwarted when she decides to play dirty. Claudia tries to seduce Paul.
1616"Kiss Me, Stupid"Lee Shallat-ChemelSarah DunnFebruary 11, 1997 (1997-02-11)
Carter is reunited with his ex, Spence (Luke Perry), who is engaged to a woman. Mike goes on a disastrous first date with Nikki's friend Veronica (Kim Dickens).
1717"An Affair to Remember"Lee Shallat-ChemelMichelle Nader & Amy CohenFebruary 18, 1997 (1997-02-18)
As the Mayor's 50th birthday approaches, the media react to rumors he is having an affair. James edits the Mayor's birthday video, which features cameos by Rosie O'Donnell, Patrick Ewing, David Letterman, Larry King, the cast of Rent, and George Stephanopoulos; whom nobody believes that Paul is good friends with.
1818"Snowbound"Lee Shallat-ChemelBrian Buckner & Sebastian JonesFebruary 25, 1997 (1997-02-25)
A massive blizzard hits New York. Mike is approached by a high school crush (Amanda Peet) for a one-night stand. Carter and Stuart get trapped in the boiler room. Paul lands in hot water over a remark about the Mayor.
1919"Striptease"Lee Shallat-ChemelJeff Lowell & Tim HobertMarch 4, 1997 (1997-03-04)
Mike dates a law student (Cynthia Watros) who happens to work part-time as a stripper. Nikki uses the advice of a guy she is dating to freak out Stuart.
2020"Deaf Becomes Her"Lee Shallat-ChemelKirk J. Rudell & Sarah DunnMarch 18, 1997 (1997-03-18)
When an office temp's attempt at sign language offends the deaf community, a leading advocate (Marlee Matlin) for deaf rights threatens to demonstrate at City Hall. Claudia moves in with Paul after he suffers a leg injury.
2121"Hot in the City"Lee Shallat-ChemelJay Scherick & David RonnApril 1, 1997 (1997-04-01)
Mike's ex-girlfriend Carrie (Daphne Zuniga) desperately wants to bear his child, so she steals his sperm. A gaffe by the Mayor threatens to break up the reunion of a popular rock band.
2222"Bone Free"Lee Shallat-ChemelStory by: Michael Craven & Richard Childs
Teleplay by: Michelle Nader & Amy Cohen
April 29, 1997 (1997-04-29)
Rumors about the Mayor's health abound, when he refuses to stand during a press conference. The guys don't approve of Nikki's freeloading screenwriter boyfriend.
2323"The Mayor Who Came to Dinner"Lee Shallat-ChemelTim Hobert & Kirk J. RudellMay 6, 1997 (1997-05-06)
Mike must deal with a new roommate: The Mayor. Isaac Mizrahi helps the Mayor with a charity fashion show, and gives Nikki the chance of a lifetime.
2424"Mayor Over Miami"Lee Shallat-ChemelStory by: Sarah Dunn
Teleplay by: Brian Buckner & Sebastian Jones
May 13, 1997 (1997-05-13)
The Mayor deals with his recent separation by taking Paul on a trip to Miami, leaving Mike to cover for him at City Hall. Stuart is strangely affected by his new girlfriend (Marin Hinkle).

Season 2 (1997–98)

No.
overall
No. in
season
TitleDirected byWritten byOriginal air date
251"Paul Flew Over the Cuckoo's Nest"Andy CadiffBill LawrenceSeptember 24, 1997 (1997-09-24)
Mike is attracted to his opponent, Mayor's wife's divorce lawyer, Laurie Parres (Paula Marshall). The press thinks that Paul has suffered a nervous breakdown, so Michael hires a psychiatrist to pronounce Paul sane, but Dr. Benjamin unexpectedly commits Paul to an institution.
262"Porn in the U.S.A."Andy CadiffJeff LowellOctober 1, 1997 (1997-10-01)
After announcing a crackdown on public access pornography, the Mayor is caught on tape, entering an x-rated video store. Mike and Nikki fight over who can spend time with Laurie. Stuart and James lust after Paul's mom (Raquel Welch).
273"Wonder Woman"Andy CadiffJay Scherick & David RonnOctober 8, 1997 (1997-10-08)
Mike stalks Laurie, and meets her mother. Stuart changes the engine of James' remote controlled boat. Mike tells Laurie he loves her, which left her speechless.
284"The Goodbye Girl"Andy CadiffGayle AbramsOctober 15, 1997 (1997-10-15)
Mike has to make a decision about his relationship with Laurie, after he discovers that she doesn't want a serious commitment. The Mayor falls for a younger woman (Marla Maples). (First Appearance: Stacey (Jennifer Esposito))
295"In the Heat of the Day"Andy CadiffStephen GodchauxOctober 22, 1997 (1997-10-22)
While jogging, Carter is mistaken for a mugger and arrested in Central Park. Paul is afraid he's a racist.
306"Radio Daze"Andy CadiffKirk J. RudellOctober 29, 1997 (1997-10-29)
When a radio shock jock challenges the Mayor to a mock election, Mike becomes determined to win at all costs. (Guest Stars: Regis Philbin and Kathie Lee Gifford)
317"The Thirty Year Itch"Andy CadiffMichelle Nader & Amy CohenNovember 5, 1997 (1997-11-05)
Mike goes to the Empire State Building to fulfill a promise made to his high school sweetheart (Tracy Pollan). The Mayor asks Carter to determine if his nephew is gay.
328"My Life is a Soap Opera"Andy CadiffTom HertzNovember 12, 1997 (1997-11-12)
Mike dates a writer for All My Children and sees his personal life being portrayed on television. Stuart uses the rumor that he is gay as a way to get closer to the women at City Hall.
339Family Affair (Part 1)Andy CadiffBrian Buckner & Sebastian JonesNovember 19, 1997 (1997-11-19)
Mike's mother (Meredith Baxter) comes to visit. The Mayor is photographed giving money to a known prostitute. Paul gets sued by the security guard who shot him.
3410Family Affair (Part 2)Andy CadiffStory by: Brian Buckner & Sebastian Jones
Teleplay by: Jeff Lowell & Tom Hertz
November 26, 1997 (1997-11-26)
Mike's mother could be the key to clearing the Mayor from claims that he solicited a prostitute. Paul appears on The People's Court to settle his lawsuit. (Guest Stars: Former New York City Mayor, Ed Koch and Alan Dershowitz)
3511"They Shoot Horses, Don't They?"Andy CadiffLaurie ParresDecember 10, 1997 (1997-12-10)
The Mayor's daughter (Alyssa Milano) participates in an animal rights protest to get back at him. Paul arranges to meet his pen pal.
3612"Miracle Near 34th Street"Andy CadiffStephen Godchaux & Gayle AbramsDecember 17, 1997 (1997-12-17)

The Mayor accidentally tells a little boy that there is no Santa Claus. James receives a care package from his parents.

Note: In 1999, TV Guide ranked this episode # 46 on its "The 50 Funniest TV Moments of All Time" list.[1]
3713"Same Time Next Year"Andy CadiffStory by: Michelle Nader & Amy Cohen & Kirk J. Rudell
Teleplay by: Jay Scherick & David Ronn
January 7, 1998 (1998-01-07)
The staff all have trouble remembering what happened at the Mayor's New Year's Eve Party.
3814"The Paul Lassiter Story"Andy CadiffBill LawrenceJanuary 21, 1998 (1998-01-21)
Mike tries to put his life in perspective as he waits for the results of his physical. Paul tries to convince the Mayor to put him in his autobiography. (Guest Star: Donald Trump)
3915"Gentleman's Agreement"Andy CadiffTim HobertJanuary 28, 1998 (1998-01-28)
The Mayor comes under fire for his membership in a club that doesn't allow women. Mos Def guest stars.
4016"Deaf Man Walking"Andy CadiffJeff LowellFebruary 25, 1998 (1998-02-25)
The Mayor tries to hide the fact that he's lost his hearing. After helping Stacey move into her own apartment, Stacey's grandmother puts a curse on Mike.
4117The Marrying MenAndy CadiffStory by: David Ronn & Jay Scherick
Teleplay by: Michelle Nader & Amy Cohen
March 4, 1998 (1998-03-04)
Paul decides to propose to Claudia. Laurie returns in hopes of restarting her relationship with Mike.
4218One Wedding and a FuneralAndy CadiffTom HertzMarch 11, 1998 (1998-03-11)
Mike announces that he and Laurie are engaged. Paul gets cold feet about asking Claudia to marry him.
4319"A River Runs Through Me"Andy CadiffLaurie ParresMarch 18, 1998 (1998-03-18)
The staff are required to take drug tests. The Mayor breaks a Native American artifact before it can be donated to a museum.
4420"The Pope of Gracie Mansion"Andy CadiffStory by: Michelle Nader & Amy Cohen
Teleplay by: Stephen Godchaux
April 1, 1998 (1998-04-01)
After the Pope visits City Hall, the Mayor tries to be more holy and Mike feels guilty for his sinful ways in City Hall.
4521"Bye, Bye, Birdie"Andy CadiffStory by: Kirk J. Rudell
Teleplay by: Brian Buckner & Sebastian Jones
April 29, 1998 (1998-04-29)
The men and women play pranks against each other at Paul and Claudia's bachelor/bachelorette parties. Mike, James, and Carter get trapped in a hardware store when it is robbed.
4622"The Lady or the Tiger"Andy CadiffGayle Abrams & Kirk J. RudellMay 6, 1998 (1998-05-06)
Mike dates an insane magician, and then has trouble ending their relationship. Stuart and Carter open a gay bar.
4723"Single White Male"Carl LautenMichael Lisbe & Nathan RegerMay 6, 1998 (1998-05-06)
Financial troubles cause Stuart and Carter to become roommates.
4824"The Paul-Bearer"Andy CadiffTim HobertMay 20, 1998 (1998-05-20)
Mike accidentally mixes up the date for Paul's wedding with the date of a city function, causing the chapel to be double booked. Carter has trouble confessing his sexuality to his childhood priest.

Season 3 (1998–99)

No.
overall
No. in
season
TitleDirected byWritten byOriginal air date
491"Dead Dog Talking"Andy CadiffTom HertzSeptember 22, 1998 (1998-09-22)
City Hall prepares for the mayor's bid for re-election announcement. Carter adopts his family's 19-year-old dog. And, Paul teaches Stacey how to get a sick day without being sick. Conan O'Brien guest stars.
502"There's Something About Heidi"Andy CadiffAmy Cohen & Michelle NaderSeptember 29, 1998 (1998-09-29)
After Mike's picture with model Heidi Klum is in the tabloids, people assume he's dating her. Nikki reveals to Carter that she has a secret crush on Mike. The Mayor can't stop laughing at inappropriate times.
513"Gone with the Wind"Andy CadiffStephen GodchauxOctober 6, 1998 (1998-10-06)
Mike must keep his relationship with Heidi Klum a secret. Paul creates an incident involving a fan and ashes.
524"The Deer Hunter"Andy CadiffBrian Buckner & Sebastian JonesOctober 13, 1998 (1998-10-13)
Mike is handling a political donor in the hope of receiving a donation. Stuart has been named as Stacey's boss for the day. Guest star: Barry Corbin
535"It Happened One Night"Andy CadiffGayle AbramsOctober 20, 1998 (1998-10-20)
Mike considers adopting an abandoned baby. Cameo appearances by Mike's former girlfriends.
546"Three Men and a Little Lady"Andy CadiffTim HobertOctober 27, 1998 (1998-10-27)
Mike tries to improve the Mayor's macho image. Stuart's girlfriend takes over Carter's apartment. (First appearance: Deidre (Beth Littleford))
557"An Officer and a Gentleman"Andy CadiffDavid S. RosenthalNovember 3, 1998 (1998-11-03)
Mike's childhood friend returns from a stint in the Navy to reveal he's gay and Mike is jealous when Carter starts dating him. Guest star: Lou Diamond Phillips
568"Quest for Fire"Andy CadiffJay Scherick & David RonnNovember 10, 1998 (1998-11-10)
Mike suggests a dinner date with Nikki's fictitious boyfriend named Arthur. Mike tries to take a vacation, but the Olympic torch-carrier gets lost in New York; and Paul tries to fit in when he moves into Janelle's Harlem neighborhood.
579"The Kidney's All Right"Andy CadiffBill Callahan & Philip WenNovember 17, 1998 (1998-11-17)
The mayor makes a promise to give a 14-year old boy (Frankie Muniz) his kidney. Guest stars: Jeff Gordon and Jayson Williams.
5810"Gobble the Wonder Turkey Saves the Day"Andy CadiffTom HertzNovember 24, 1998 (1998-11-24)
The mayor hosts a televised Thanksgiving dinner. Stacey has a startling moment with Stuart.
5911"Local Hero"Andy CadiffKirk J. RudellDecember 8, 1998 (1998-12-08)
While everyone prepares for the office costume party, Stuart tries to fake an affair with Nikki in order to break up with Deidre.
6012"Monkey Business"Andy CadiffStephen GodchauxDecember 15, 1998 (1998-12-15)
Mike is challenged by the intelligence of the city zoo's new Chimpanzee.
6113"Taxi Driver"Andy CadiffTim HobertJanuary 5, 1999 (1999-01-05)
Faced with a taxi driver's strike, Mike impersonates a cabbie in order to make a play on Nikki, by driving her boyfriend to the airport.
6214"The Nutty Deputy Mayor"Andy CadiffBrian Buckner & Sebastian JonesJanuary 12, 1999 (1999-01-12)
Mike agrees to use a fat suit for a day to appease the overweight community.
6315"Not in the Line of Fire"Carl LautenMichelle Nader & Amy CohenJanuary 26, 1999 (1999-01-26)
The mayor doubts his Deputy Mayor's loyalty, when news footage shows Mike fleeing during an assassination attempt.
6416"Internal Affairs"Andy CadiffGayle AbramsFebruary 9, 1999 (1999-02-09)
Nikki is arrested for prostitution during a tryst with Mike.
6517"Dick Clark's Rockin' Make-Out Party '99"Andy CadiffTom HertzFebruary 16, 1999 (1999-02-16)
Stuart breaks up with Deidre, who sues him for sexual harassment in revenge. Can Mike save his friend from losing his job, or is he next?. Stacey's aunt (Priscilla Presley[2]) takes a liking to James.
6618"Back to the Future IV: Judgment Day[3]"Andy CadiffDavid S. RosenthalFebruary 23, 1999 (1999-02-23)
Christopher Lloyd[4] guest-stars as Mike Flaherty's political mentor from years past. Lloyd and Fox make several joking references to the Back to the Future trilogy films they starred in.
6719"Politically Incorrect"Andy CadiffDavid Ronn & Jay ScherickMarch 2, 1999 (1999-03-02)
The Mayor appears on Politically Incorrect and reveals that he is dating his secretary. Carter dates a boxer afraid to come out of the closet. Guest star: Bill Maher
6820"That's Entertainment"Andy CadiffStory by: Tim Hobert & Gayle Abrams
Teleplay by: Amy Cohen & Michelle Nader
March 16, 1999 (1999-03-16)
Forced to work on Oscar Sunday, the staff have movie themed flashbacks. (Clip show)
6921"The Last Temptation of Mike"Andy CadiffJ.O.S. Hartung & Clayton HamiltonApril 6, 1999 (1999-04-06)
Mike agrees to be Paul and Claudia's sperm donor. The Mayor keeps bothering James while he writes an article for Sassy Magazine.
7022"Carter & Stuart & Bennett & Deirdre"Andy CadiffMike RoyceApril 13, 1999 (1999-04-13)
Carter and Stuart become friends with each other's ex's in order to get back at each other. A temp at City Hall (subbing for Stacey, who is not seen in this episode) thinks Mike is in love with her.
7123"The Mayor With Two Brains"Andy CadiffStory by: Brian Buckner & Sebastian Jones
Teleplay by: Stephen Godchaux & Kirk J. Rudell
May 4, 1999 (1999-05-04)
When a reporter gives Carter the limelight in an article meant to be about the Deputy Mayor, Mike becomes jealous.
7224"Wall Street"Andy CadiffPhilip Wen & Bill CallahanMay 11, 1999 (1999-05-11)
Mike helps James invest his life savings. The mayor gets his own action figure. Guest star: Jon Stewart
7325Klumageddon (Part 1)Andy CadiffKirk J. RudellMay 18, 1999 (1999-05-18)
When The Mayor appoints Heidi Klum to work on an Animal Rights project with Mike, the supermodel tries to rekindle their previous relationship.
7426Klumageddon (Part 2)Andy CadiffStory by: David Ronn & Jay Scherick
Teleplay by: Bill Callahan & Philip Wen
May 25, 1999 (1999-05-25)
When Nikki overhears Mike agreeing to dump the Mayor for Janelle, she thinks he's breaking up with her. Stuart gives Carter's dog to Heidi Klum. (Last appearance of Stacey)

Season 4 (1999–2000)

No.
overall
No. in
season
TitleDirected byWritten byOriginal air date
751"Catcher in the Bronx"Andy CadiffTom HertzSeptember 21, 1999 (1999-09-21)
Mike tries to remember what happened between him and Heidi Klum the night before. Mike also has to find a Senate campaign manager for the mayor. Guest stars: James Carville, Roger Clemens (First appearance: Caitlin Moore (Heather Locklear))
762"James and the Giant Speech"Andy CadiffStephen GodchauxSeptember 28, 1999 (1999-09-28)
Caitlin makes her presence known around City Hall by firing James as the speech writer and taking over Paul's office. The Mayor cheats at golf. Guest star: Nipsey Russell
773"All the Mayor's Men"Andy CadiffJon PollackOctober 5, 1999 (1999-10-05)
Mike plans a break-in of the Mayor's office in order to find out what dirt Caitlin has on him.
784"These Shoes Were Made for Cheatin'"Andy CadiffTad QuillOctober 12, 1999 (1999-10-12)
Mike tricks Nikki into a couples therapy session. Stuart wants to join a gay gym. The mayor tries to pass an eighth grade quiz.
795"Rebel Without a Chair"Andy CadiffJay Scherick & David RonnOctober 19, 1999 (1999-10-19)
After being nominated for "Activist of the Year", Carter begins to feel unworthy of the award. Mike interrupts an interview, that results in a homosexual newspaper printing that he and the Mayor are an item.
806"The Mayor May Not"Andy CadiffTom HertzNovember 2, 1999 (1999-11-02)
Bickering between Mike and Caitlin causes the Mayor to drop out of the Senate race. Paul and James wage a practical joke war against Stuart. Guest star: Al D'Amato.
817"The Great Debate"Andy CadiffJill CargermanNovember 9, 1999 (1999-11-09)
After Caitlin bankrupts the Mayors Senate campaign, Mike woos a socialite (Amy Irving) to help raise funds. Nikki falls for an intern.
828"How to Bury a Millionaire"Andy CadiffChristopher CaseNovember 16, 1999 (1999-11-16)
During a rescue attempt of a baby trapped in a well, the Mayor falls down a rescue shaft. Paul appears on Who Wants To Be A Millionaire?. Guest star: Regis Philbin
839"The Thanksgiving Show"Andy CadiffRichard DayNovember 23, 1999 (1999-11-23)
Paul thinks Caitlin is hitting on him. To not confuse a senator, Mike and Caitlin pretend that they are a couple and must share a room. Stuart and Deirdre are back together. Nikki and Janelle protect Sparky the turkey from James's evil clutches.
8410"The Doorman Always Rings Twice"Andy CadiffTim HobertNovember 30, 1999 (1999-11-30)
With the Mayor out of town campaigning, Mike becomes the interim mayor and sets off a citywide doorman strike. Paul opens a politically themed restaurant.
8511"Mustang Mikey"Carl LautenJay Scherick & David RonnDecember 7, 1999 (1999-12-07)
Mike and Caitlin go for a joyride in the Mayor's classic 1966 Ford Mustang and accidentally get it towed. James regains his speech writing duties and hires Deirdre to be Mike's new secretary.
8612"My Dinner with Caitlin (a.k.a. Christmas 1999)"Andy CadiffBill Callahan & Philip WenDecember 21, 1999 (1999-12-21)
Mike throws a Christmas party and invites Caitlin, then cancels the party so he can be alone with her. When she shows up with her own date, Mike has to get some guests.
8713"A Tale of Two Sisters"Andy CadiffJon PollackJanuary 12, 2000 (2000-01-12)
Challenged to find a way to get over his crush on Caitlin, Mike makes a date with another woman: Caitlin's sister (Christine Taylor)
8814"Casino"Andy CadiffTim HobertFebruary 2, 2000 (2000-02-02)
After a raffle snafu messed up by Paul, Mike must come up with $500,000, so he takes Paul to Atlantic City to count cards. Stuart and Carter blackmail Caitlin.
8915"The Marry Caitlin Moore Show"John FortenberryTad QuillFebruary 9, 2000 (2000-02-09)
Mike needs to hire a director to film the Mayor's newest Senate commercial and ends up hiring Caitlin's ex-husband. After a nasty rash, Paul becomes addicted to using makeup. Guest stars: Star Jones, Joy Behar, Lisa Ling, & Meredith Vieira
9016"Suffragette City"Andy CadiffTom HertzFebruary 16, 2000 (2000-02-16)
Caitlin's rekindled relationship with her ex-husband drives Mike crazy. Carter enlists Stuart to help him bust a discriminating landlord by posing as a couple.
9117"Mike's Best Friend's Boyfriend"Andy CadiffDawn UrbontFebruary 23, 2000 (2000-02-23)
Mike thinks Carter's boyfriend is hitting on him.
9218"The Pig Whisperer"Andy CadiffJay Scherick & David RonnMarch 8, 2000 (2000-03-08)
Mike enlists James' help to evict a squatting Tomato farmer, by forcing him to enter a pig contest.
9319"Uneasy Rider"Andy CadiffTim Hobert & Jon PollackMarch 22, 2000 (2000-03-22)
The Mayor's father dies and Mike urges him to get in touch with his feelings. James thinks that Caitlin is attracted to him. Carter is upset that the office staff are using Paul's "Magic 8 Ball" instead of him for advice.
9420"About Last Night"David S. RosenthalTad QuillApril 19, 2000 (2000-04-19)
Preparing for a visit by the President, members of the staff deemed "Non-vital personnel" drown their sorrows at the local bar. Paul schemes to get his picture taken with the President.
9521"Don't Get on the Bus"Andy CadiffPhilip Wen & Bill CallahanApril 26, 2000 (2000-04-26)
Upon learning that Caitlin and her ex are getting re-married, Mike hits him with the Mayor's tour bus. Paul and James try to look like Carter in attempt to be treated smarter around the office.
9622"Airplane!"Andy CadiffJay Scherick & David RonnMay 3, 2000 (2000-05-03)
Mike tries to win over Caitlin during a flight to San Francisco. The Mayor tries to change a light bulb in his office. Guest star: Patrick Ewing.
9723"An American Deputy Mayor in Paris"Andy CadiffBill Callahan & Philip WenMay 10, 2000 (2000-05-10)
Mike flies to Paris to stop Caitlin from getting re-married.
9824"The Commitments"Andy CadiffJill CargermanMay 17, 2000 (2000-05-17)
To show Caitlin that their relationship is more than physical, Mike abstains from sex for a week.
9925Goodbye (Part 1)Andy CadiffSarah DunnMay 24, 2000 (2000-05-24)
City Hall is threatened by a reporter to reveal that the Mayor has mob connections. Guest star: Michael Gross as Mike's therapist.
10026Goodbye (Part 2)Andy CadiffBill LawrenceMay 24, 2000 (2000-05-24)
Mike fires himself to save everybody else. Mike says goodbye to the mayor and the staff and walks out of City Hall for the last time until a brief return in season 6. (Last appearances of James, Nikki, and Janelle)

Season 5 (2000–01)

No.
overall
No. in
season
TitleDirected byWritten byOriginal air date
1011"Hello Charlie"Ted WassTom HertzOctober 18, 2000 (2000-10-18)

Charlie Crawford spends his first day in office as New York City's Deputy Mayor. The Mayor has trouble adjusting to office life without Mike.

First appearance: Charlie Sheen as Charlie Crawford.
1022"Smile"Ted WassChris HenchyOctober 25, 2000 (2000-10-25)
The mayor's dentist dies in the middle of a procedure. Carter and Stuart deal with a bike messenger who keeps stealing their parking spot
1033"The Spanish Prisoner"Ted WassBill Callahan & Phillip WenNovember 1, 2000 (2000-11-01)
The media finds out that Charlie is taking a Spanish course, thanks to Caitlin's meddling. Meanwhile Paul and the mayor decide that the office needs some more water cooler-talk. (First appearance of Angie)
1044"The Bone Collectors"Ted WassJon Pollack & Tim HobertNovember 8, 2000 (2000-11-08)
Stuart and Paul are put in charge of an archaeological dig. The mayor takes a much needed vacation.
1055"Blind Faith"Ted WassMichelle NaderNovember 15, 2000 (2000-11-15)
Charlie's advice prompts Claudia to become a nun.
1066"Balloons over Broadway"Ted WassMark BankerNovember 22, 2000 (2000-11-22)
Paul convinces his mother that he is dating Caitlin, so she won't be upset that Claudia left him. Charlie tries to prove to Caitlin that his girlfriend isn't dumb. A quickly made balloon for the Thanksgiving parade goes awry in New York.
1077"Lost and Found"Ted WassBonnie Schneider & Hadley DavisNovember 29, 2000 (2000-11-29)
Caitlin and Charlie fight for the attention of Caitlin's new friend. Carter, Stuart and Paul compete for a trip to New Orleans with the mayor.
1088"All the Wrong Moves"Ted WassStacy TraubDecember 6, 2000 (2000-12-06)
An overworked Charlie causes problems after beating the mayor at racquetball. Paul's annual request for a raise is approved by the mayor after his loss of self esteem. Stuart hires an actor to go out with Carter.
1099"The Burgers of Wrath"Ted WassMark Torgove & Paul A. KaplanDecember 13, 2000 (2000-12-13)
Carter's behavior at a press conference results in the Mayor working a shift at a fast food restaurant. Stuart tries to impress the new secretary by posing as a biker.
11010"Toy Story"Ted WassChris HenchyDecember 20, 2000 (2000-12-20)
Paul struggles to find the best joke for the mayor's Christmas card. Carter convinces Caitlin to volunteer with him at a retirement community. The mayor's attempt to be more involved in the office process goes awry.
11111"The Perfect Dorm"Ted WassJon Pollack & Tim HobertJanuary 10, 2001 (2001-01-10)
Paul has to find a new place to stay after his ex-wife kicks him out, so he moves into a dorm.
11212"Hey Judith"Ted WassPaul A. Kaplan & Mark TorgoveJanuary 17, 2001 (2001-01-17)
The Mayor's new girlfriend clashes with Charlie over who should write an upcoming speech. Stuart is selected by ESPN to win a million dollars in a hockey contest. Guest star: Barry Melrose.
11313"The Gambler"Ted WassBill Callahan & Philip WenJanuary 24, 2001 (2001-01-24)
The guys invite Charlie to play poker. Caitlin helps the Mayor become more self sufficient.
11414"In the Company of Dudes"Ted WassMichelle NaderFebruary 7, 2001 (2001-02-07)
When the Mayor is named in a lawsuit, Charlie hires an old college buddy (Jason Priestley) to defend him. Paul and Stuart compete to win the affections of a new worker.
11515"The Image Maker"Ted WassBill Callahan & Philip WenFebruary 14, 2001 (2001-02-14)
Caitlin hires an image consultant to make over the Mayor. A woman from Stuart's past comes back to haunt him. Guest star: Rosie O'Donnell
11616"Trainstopping"Ted WassJon Pollack & Tim HobertFebruary 21, 2001 (2001-02-21)
When the Mayor takes a ride on the NYC Subway to prove its safety and efficiency, it breaks down, making Charlie late for an important date.
11717"Rain on My Charades"Ted WassPeter SchneiderFebruary 28, 2001 (2001-02-28)
Charlie realizes that he is ready for a committed relationship.
11818"You've Got Male"Ted WassMark Torgove & Paul A. KaplanApril 25, 2001 (2001-04-25)
Caitlin and Charlie compete for an important account. The Mayor is criticized for not being more sensitive to women's issues.
11919"Minor League"Ted WassBill Callahan & Philip WenMay 2, 2001 (2001-05-02)
Charlie tries out for a minor league team. The Mayor receives a death threat in the mail from an unlikely source. (Special guest voice: Bob Costas)
12020"Science Friction"Ted WassReese BryantMay 9, 2001 (2001-05-09)
The media's reaction to the Mayor's ex-wife's tell-all book leads to humiliation and a boycott of the press. Caitlin dates a philanthropist (Scott Wolf) who's really into science fiction. Guest star: Roy Firestone.
12121"Brotherly Love"Ted WassStacy Traub & Bonnie Schneider & Hadley DavisMay 16, 2001 (2001-05-16)
Charlie attempts to interfere with Caitlin and Tim's burgeoning relationship. Meanwhile, Carter hires his sister to work at City Hall and will go to any length to avoid people discovering their connection.
12222A Shot in the Dark (Part 1)Ted WassPaul A. Kaplan & Mark TorgoveMay 23, 2001 (2001-05-23)
While on a police drive along, Charlie is shot. Carter and Stuart's friendship is seen in a different light.
12323A Shot in the Dark (Part 2)Ted WassTim Hobert, Jon PollackMay 23, 2001 (2001-05-23)
Charlie dates a mentally unstable woman (Vanessa Marcil) to save face in front of Caitlin and her new boyfriend.

Season 6 (2001–02)

No.
overall
No. in
season
TitleDirected byWritten byOriginal air date
1241"The Arrival"Ted WassTom HertzSeptember 25, 2001 (2001-09-25)
The mayor begins a relationship with a judge (Farrah Fawcett) whose divorce is not finalized. Charlie confronts his feelings for Caitlin, but must take a backseat when Mike returns. *The episode originally was supposed to air on September 11th, but was delayed till the 25th due to the terrorist attacks that occurred in NYC earlier that day.
1252"A Tree Falls in Manhattan"Ted WassJon PollackSeptember 25, 2001 (2001-09-25)
Wanting to impress his new girlfriend, the Mayor accidentally chops down a historical landmark tree that was planted by George Washington. Charlie becomes involved with Jennifer Duncan (Denise Richards), who is a rival opponent's Campaign Manager. (First Appearance: Tom Amandes as Julian Wheeler)
1263"Wife with Mikey"Ted WassTim HobertOctober 2, 2001 (2001-10-02)
Mike returns to City Hall to work on the Mayor's re-election campaign and to break-up with his fianceé (Olivia d'Abo). (Last appearance of Mike)
1274"The Apartment II"Ted WassMichelle NaderOctober 9, 2001 (2001-10-09)
As polls show that the public disapproves of the Mayor's relationship with a married woman, Charlie finds his apartment being used as a secret hideaway. Caitlin asks Carter to go to a baby shower with her. Note that this episode uses the same title as episode 3 of season 1, but otherwise has no direct connection to that episode.
1285"Yet Another Stakeout"Ted WassChris HenchyOctober 16, 2001 (2001-10-16)
Wheeler begins a smear campaign on the Mayor. Stuart begins a relationship with the love of his life (Lori Loughlin), but objects to her being a surrogate for Carter.
1296"Yeah Baby!"Ted WassBill Callahan & Philip WenOctober 23, 2001 (2001-10-23)
Carter's surrogate announces that she's pregnant and that the baby might be Stuarts. The Mayor hires a psychic political advisor (Queen Latifah).
1307"Sleeping with the Enemy"Ted WassMark Torgrove & Paul A. KaplanNovember 6, 2001 (2001-11-06)
Charlie's continued relationship with Wheeler's campaign manager results in the Mayor having to reveal a secret to the press. Paul asks Caitlin to help him woo a member of the Winston campaign.
1318"She's Gotta Habit"Ted WassStacy TraubNovember 6, 2001 (2001-11-06)
After Jennifer admits to having a lesbian affair, Charlie fears she's falling for Caitlin. Paul arranges for the Mayor's girlfriend to arbitrate his divorce settlement.
1329"The Wedding Scammer"Ted WassBonnie Schneider & Hadley DavisNovember 13, 2001 (2001-11-13)
Caitlin's mother (Michelle Phillips) arrives in New York for a family wedding. Paul and Stuart go to a Victoria's Secret fashion show. (Guest Star: Rhea Durham)
13310"Fight Flub"Ted WassMark Torgrove & Paul A. KaplanNovember 20, 2001 (2001-11-20)
After Wheeler suffers a heart attack, his wife (Elizabeth Mitchell) runs for mayor in his place.
13411"Chinatown"Ted WassBill Callahan & Philip WenNovember 27, 2001 (2001-11-27)
On Election Day, the Mayor proposes to Claire and Charlie and Jennifer make a decision on the future of their relationship.
13512"An Office and a Gentleman"Ted WassTim HobertDecember 11, 2001 (2001-12-11)
Charlie evaluates the staff to determine who is more worthy of a new office. Caitlin agrees to go on a date with a City Hall Santa who refuses to remove his costume.
13613"O Mother, Where Art Thou?"Ted WassJon PollackJanuary 8, 2002 (2002-01-08)
Carter sets the Mayor up with a woman (Judith Light) who has a very personal history with the Winston Family. Caitlin and Charlie date a father and his daughter and end up in a family therapy session with them.(First Appearance: Tom (Perry King)).
13714"Rags to Riches"Ted WassMark Torgrove & Paul A. KaplanMarch 5, 2002 (2002-03-05)
Caitlin invites Charlie's father (Martin Sheen) to attend a surprise birthday dinner. Paul tries to help Carter mourn the death of Rags.
13815"Sex, Lies and Video Date"Ted WassMichelle NaderMarch 12, 2002 (2002-03-12)
The Mayor warns Charlie not to pursue his niece (Amy Jo Johnson). Paul appears on Blind Date. Guest Star: Roger Lodge.
13916"Eyes Wide Open"Ted WassChris HenchyMarch 19, 2002 (2002-03-19)
Called away to an important meeting, Carter asks Charlie to watch over a sixteen-year-old boy (John Francis Daley) he is mentoring. The Mayor has trouble sleeping.
14017"Age Against the Machine"Ted WassHugh WebberMarch 26, 2002 (2002-03-26)
Charlie starts to feel his age after nights of endless partying with a younger girl and her friends. Carter asks Stuart to be his wingman at a Gay fundraiser.
14118"An Affair Not to Remember"Ted WassBill Callahan & Philip WenApril 9, 2002 (2002-04-09)
While the Mayor acts as a Celebrity bartender, Caitlin reflects on her first love and realizes Charlie is to blame for losing him.
14219"Let's Give Them Something to Talk About"Ted WassStacy TraubApril 16, 2002 (2002-04-16)
Charlie tries to fulfill Caitlin's fantasies. Paul appears on a controversial radio talk show. (Guest Star: Larry Elder)
14320"Look Who's Not Talking"Ted WassHadley Davis & Bonnie SchneiderApril 23, 2002 (2002-04-23)
Caitlin ends her relationship with Tom and tells Charlie she's interested in dating him. When they go out on their first date, things are awkward... until they end up in bed together, that is. But are they ready for a real relationship? Meanwhile, the Mayor hires a temp, Pete, to fill in for Stuart while he's out, but Paul and Carter see him as a threat.
14421"A Tale of Four Cities"Ted WassReese BryantApril 30, 2002 (2002-04-30)
Unhappy with how Charlie interacts with an old flame, Caitlin tries to make Charlie jealous by showing interest in a reporter. The Mayors of New York and Los Angeles (Robert Hays) compete to make Paris their sister city.
14522"A Friend in Need"Ted WassStory by: Robert Cornick
Teleplay by: Tom Hertz
April 30, 2002 (2002-04-30)
Surveillance footage shows Charlie and Caitlin having sex in the Mayor's office. Carter finally gets a foster child, that won't stop crying unless it's held by Paul.

References

  1. TV Guide. January 23–29, 1999. pg. 22
  2. Fink, Mitchell (January 22, 1999). "Priscilla Presley still turning heads". New York Daily News.
  3. "SPIN CITY: BACK TO THE FUTURE IV: JUDGMENT DAY (TV)". The Paley Center for Media. February 23, 1999.
  4. "SONNY AND CHER: IT TOOK TWO". The Washington Post. February 21, 1999.
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