Sydney's oldest son quits college.
Guest Stars:
Larry Dorn Jr., William Hubbard Knight, Charmin Lee, Donna Magnani
Sydney sentences a divorced football star to a weekend in jail for not visiting his son, but it soon appears she may have made a bad call.
Guest Stars:
Pamela Brull, Larry Cedar, Michael Kagan, Eric Allan Kramer, Jana Robbins
Sydney peeks at an FBI file to find out why she was passed over for a spot on a White House committee—and finds out something startling about Neal.
Guest Stars:
Christopher Darga, Donna Lynn Leavy
Sydney confiscates Marshall's computer after she discovers he released onto the Internet a video of her giving birth to Ellis.
Guest Stars:
Larry Cedar, John Apicella, Jim Caciola, R.J. Knoll
A Bozo the Clown show brings back a not-so-happy childhood memory for Greer involving a shiny new bike that Sydney proudly won on the show as a kid.
Guest Stars:
Jeff Corey, Keith Diamond, Patrick Kerr
With the minutes of her life ""ticking away."" Sydney grows desperate for a romantic relationship.
Guest Stars:
Alastair Duncan, Roger Eschbacher, Will Jeffries, Michael Kaufman, Kevin Maloney
Neal is itching to get into an elite private school, but when she's put on the waiting list, Sydney has to start scratching a lot of backs to get her in.
Guest Stars:
Keith Diamond, Mike Hagerty, Robert Harper, Kymberly Newberry
The hapless new presiding judge, Walter Ragsdale, decides to make Sydney's life miserable after she insults him, and he reassigns her from family court to more onerous duties.
Guest Stars:
Keith Diamond, Chad Cox, Jeff Doucette, Dan Hedaya, Marc Segal
Judge Ragsdale wants to steal Ernie away from Sydney; and, given the way Sydney treats him, Ernie's tempted to make the move.
Guest Stars:
Keith Diamond, Mike Hagerty, Dan Hedaya, Jeanine Jackson, Ron Karabatsos
A wealthy and attractive divorcee gives Mia a gig as her gofer, but Sydney fears he's just going to be a gigolo.
Guest Stars:
Mary Kay Adams, Louan Gideon, Tim Haldeman, Zack Phifer, Studs Terkel
Sydney roughs up a mugger during an attempted purse snatching, and the court orders her to attend an anger-management workshop, where she finds the sources of her displaced hostility: her ex-husband Jeffrey.
Guest Stars:
Patrick Kerr, Susanne Blakeslee, Robert Curtis Brown, Carlos Jacott, Andrew Hill Newman
Sydney may have found the perfect man when she begins dating a hunky fireman who rescued her from a locked bathroom, but his penchant for gourmet cooking, meticulous housekeeping -- and weeping over sensitive ""chick flicks"" -- leaves Sydney feeling a bit smothered.
Guest Stars:
Ramy Zada
St. Patrick's Day gets a wee bit out of hand for Sydney, who's held hostage in her courtroom by 9-year-old Patrick who wants her to stop Chicago's annual parade because he is ashamed of his diminutive father's participation as a leprechaun. Elsewhere, a giddy Greer tries to entice Neal to join her on a suitably goofy float.
Guest Stars:
John Apicella, Roger Eschbacher, Mike Hagerty, Bradley Pierce, Heather Rattray
Sydney gets Mike a job working with Leo, the courthouse maintenance man who has a thing for Sydney.
Guest Stars:
Mike Hagerty
When Neal wants to date a young car thief she meets, Sydney is reminded of her own youthful fling with a bad boy who stole her heart.
Guest Stars:
Mike Hagerty, M.C. Gainey
Mike takes Sydney's advice and bails out on his floundering rock band -- just before they finally hit the big time.
Guest Stars:
Mike Hagerty, John Livingston, Demetrius Navarro, David Packer, Iqbal Theba
Sydney's widowed dad Karl arrives in Chicago with a fiancé, and he can't wait to consummate their marriage; but his bride-to-be can wait -- forever.
Guest Stars:
Allen Bloomfield, Dona Hardy, Bill Macy, Angela Paton, Harper Roisman
Marshall is stricken with guilt after he makes out with a girl during a relative's funeral.
Guest Stars:
Anna Berger, Stephen Kay, Annie Korzen, Ralph Manza, Leelee Sobieski