The fifth season of Will & Grace premiered on September 26, 2002 and concluded on May 15, 2003. It consisted of 24 episodes. Cast and characters Main cast Eric McCormack as Will Truman Debra Messing as Grace Adler Megan Mullally as Karen Walker Sean Hayes as Jack McFarland Shelley Morrison as Rosario Salazar Recurring cast Harry Connick Jr. as Dr. Marvin "Leo" Markus Tim Bagley as Larry Jerry Levine as Joe Tom Gallop as Rob Leigh-Allyn Baker as Ellen Michael Angarano as Elliott Minnie Driver as Lorraine Finster Leslie Jordan as Beverley Leslie Marshall Manesh as Mr. Zamir Special guest stars Rip Torn as Lionel Banks Kevin Bacon as himself Gene Wilder as Mr. Stein Eileen Brennan as Zandra Tom Skerritt as Dr. Jay Markus Judith Ivey as Eleanor Markus Debbie Reynolds as Bobbi Adler Katie Couric as herself Elton John as himself Andy Garcia as Milo Seth MacFarlane as Pencil Sharpener (voice) Demi Moore as Sissy Palmer-Ginsburg Madonna as Liz Macaulay Culkin as Jason Towne Nicollette Sheridan as Dr. Danielle Morty Guest stars Laura Kightlinger as Nurse Sheila Mary Beth McDonough as Mom Reginald VelJohnson as Dr. Kaplan Jason Marsden as Kim Emily Rutherfurd as Joanne Ethan Sandler as Doctor Matthew Glave as Kirk Dan Futterman as Barry Rosanna Arquette as Julie Kathleen Wilhoite as Sally Bruno Campos as Anton Steven W. Bailey as Vin Clark Gregg as Cameron Jamie Kaler as Gary Episodes References 5 2002 American television seasons 2003 American television seasons Television episodes directed by James Burrows