| Season | Episode | Airdate | Episode Title | Story Line |
| 08.01 | 163 | 09/29/2005 | Alive and Schticking | The eighth-season opener centers on Karen, who's unaware that her presumed-dead spouse--the never seen Stan--is actually alive. Her friends are reluctant to tell her. |
| 08.02 | 164 | 10/06/2005 | I Second That Emotion | Stan's return rattles Karen, who feels "lied to." Will offers solace -- sort of. Meanwhile, Grace gets a rep as a homophobe on Jack's talk show, thanks to injudicious editing that she seeks to set straight in no uncertain terms. |
| 08.03 | 165 | 10/13/2005 | The Old Man and the Sea | Grace goes on a blind date with a cheery though clueless goof who's an old pal of Karen's tempestuous beau, Malcolm. Elsewhere, Will takes swimming lessons from Jack. |
| 08.04 | 166 | 10/20/2005 | Steams Like Old Times | A reclusive buttinsky figures in Will and Grace's 10th annual trivia game. In other events, Stan reappears--sort of--in a very steamy steam room, where he's confronted by Malcolm. |
| 08.05 | 167 | 11/03/2005 | The Hole Truth | Jack's new flame is a flighty egotist who had 15 minutes of TV fame as a preteen when he fell into a hole. Now he's a participant in Will's corny carnival, where Grace is a reluctant date for Malcolm. |
| 08.06 | 168 | 11/10/2005 | Love is in the Airplane | While en route to London, Will and Grace spot Grace's ex-husband Leo on their flight. Meanwhile, Jack tries to reunite Karen and Rosario, but her new maid gets in the way. |
| 08.07 | 169 | 11/17/2005 | Birds of a Feather Boa | Will is thrilled to help Jack look for another apartment, but after getting involved in an effort to help two gay penguins stay together at the zoo, he has second thoughts about the move. Meanwhile, Karen and Grace attend Beverley's wife's memorial. |
| 08.08 | 170 | 11/24/2005 | Swish Out of Water | After another visit with her domineering mom, a frazzled Grace gets advice from Jack on how to deal with her. Meanwhile, on the first day of his new job, Will chases after a slumlord: Karen. |
| 08.09 | 171 | 12/08/2005 | A Little Christmas Queer | While spending the holidays at Will's mother Marilyn's house, Grace gets cozy with Will's brother and old flame Sam. Meanwhile, Jack helps Will's clearly gay nephew organize and perform a Christmas show. |
| 08.10 | 172 | 01/05/2006 | Von Trapped | Grace dresses like Maria for a sing-along screening of "The Sound of Music," but Will, her Capt. Von Trapp, winds up at the wrong theater, where he meets a cute stranger. Meanwhile, Karen gets herself into trouble with theater management. |
| 08.11 | 173 | 01/12/2006 | Bathroom Humor | Karen celebrates her birthday with some of New York's crème de la crème, but the festivities turn sour when she ends up crammed in the bathroom with Grace, Will and Jack, who have all embarrassed themselves at the party. |
| 08.12 | 174 | 01/19/2006 | Forbidden Fruit | Will gives Grace a guilt trip when his former boss Margot offers her a lucrative decorating job that conflicts with a job she has planned at a nursing home. Meanwhile, Jack's dying of curiosity about a "forbidden room" in Karen's mansion. |
| 08.13 | 175 | 01/26/2006 | Cop To It | Will and Grace are shocked when their seemingly happily married friends announce over dinner that they're splitting up. Then Will gets another jolt when their waiter turns out to be his ex-boyfriend Vince. Meanwhile, Jack helps a fan. |
| 08.14 | 176 | 02/02/2006 | I Love L. Gay | Will, Karen, and Grace journey to Los Angeles, where Jack and Elliot are touring UCLA. While Grace becomes star-struck in the celebrity saturated city, Will chances upon James and learns he's worried about being deported. |
| 08.15 | 177 | 02/09/2006 | The Definition of Marriage | The big day has finally arrived as Grace and James get ready for their green-card wedding. |
| 08.16 | 178 | 03/16/2006 | Grace Expectations | Grace decides it's finally time to tell Leo she is pregnant with his child, but when she finally works up enough courage to actually meet her ex-husband she receives some unexpected news. Will sees a side of James that he doesn't like. |
| 08.17 | 179 | 03/23/2006 | Cowboys and Iranians | Jack coerces Will into coming out with him to a gay cowboy bar to meet his new boyfriend Travis. Grace hires a second assistant. |
| 08.18 | 180 | 03/30/2006 | Buy Buy Baby | A large corporation takes over OutTV, completely revamping Jack's talk-show and giving him a conservative co-host. Karen decides to hire someone to have her baby. |
| 08.19 | 181 | 04/06/2006 | Blanket Apology | Will gets upset when his parents give Grace his boyhood blanket, resulting in a family squabble that escalates with devastating consequences. Meanwhile, Karen pushes an unemployed Jack to pursue his acting dream. |
| 08.20 | 182 | 04/27/2006 | The Mourning Son | At his father's funeral, Will grapples with their last encounter; Grace begins to doubt her potential to be a good mother. |
| 08.21 | 183 | 05/04/2006 | Partners 'n Crime | Will and Grace attend childbirth classes; Karen seeks comfort from very busy Jack. |
| 08.22 | 184 | 05/11/2006 | Whatever Happened to Baby Gin? | Vince's plans to move into a brownstone with Will do not include Grace; Jack's show premieres. |
| 08.23 | 185 | 05/18/2006 | The Finale | After eight seasons, the Emmy-winning sitcom comes to an end as Will and Grace continue to ponder raising her child together. |