| Jon Hamm | Don Draper |
| Elisabeth Moss | Peggy Olson |
| Vincent Kartheiser | Pete Campbell |
| January Jones | Betty Francis |
| Christina Hendricks | Joan Harris |
| Aaron Staton | Ken Cosgrove
(credit only) |
| Rich Sommer | Harry Crane |
| Kiernan Shipka | Sally Draper |
| Jessica Paré | Megan Draper |
| Kevin Rahm | Ted Chaough
(credit only) |
| Christopher Stanley | Henry Francis |
| Jay R. Ferguson | Stan Rizzo |
| Ben Feldman | Michael Ginsberg |
| Mason Vale Cotton | Bobby Draper |
| Robert Morse | Bertram Cooper |
| John Slattery | Roger Sterling |
| Talia Balsam | Mona Sterling |
| Peyton List | Jane Sterling |
| Linda Cardellini | Sylvia Rosen |
| James Wolk | Bob Benson |
| Teyonah Parris | Dawn Chambers |
| Beth Hall | Caroline |
| Charlie Hofheimer | Abe Drexler |
| Michael Gaston | Burt Peterson |
| Tyler Francavilla | Lawrence |
| Pamela Dunlap | Pauline Francis |
| Trevor Einhorn | John Mathis |
| Brian Markinson | Dr. Arnold Rosen |
| Ray Abruzzo | Jonesy |
| David Starzyk | Bob Grange |
| Kalani Queypo | Master of Ceremonies |
| Loanne Bishop | Barb |
| Patrick Mapel | PFC Dinkins |
| Elizabeth Rice | Margaret Hargrove |
| Derek Ray | Brooks Hargrove |
| Rob Brownstein | Dr. Levy |
| Pat Skipper | Tom Pruitt |
| Michael Bunin | Photographer |
| Kerris Dorsey | Sandy
(as Kerris Lilla Dorsey) |
| Barbara Tarbuck | Hazel Tinsley |
| Wes Robinson | Danny |
| Brett DelBuono | Moon |
| Jesse James | Zal |
| Rod McLachlan | Terry |
| Steve West | Jules |
| Matt Corboy | Dave |
| Wendy Benson-Landes | Cathy |
| Stephanie Drake | Meredith |
| Kit Williamson | Ed |
| Patrick John Hurley | Bruce Pike |
| Ann Benson | Mildred |
| Marcia Ann Burrs | Dorothy |
| Barrett Shuler | Scott Hagan |
| Tracy Silver | Margie Koch |
| Erica Shaffer | Patty Grange |
| Mike Peebler | State Trooper |
| Alison Abernathy | Cooper's Secretary
(uncredited) |
| Nancy Linsky | Beach Girl
(uncredited) |
| Ryan McGrady | Peeing Hippie
(uncredited) |
| Cheyenne Nugent | SC&P Secretary
(uncredited) |
| Jamie Owen | Makeup Artist
(uncredited) |
| Hudson Phillips | SCDP Male
(uncredited) |
| Jay Renshaw | Photographer's Assistant
(uncredited) |
| Robert Stilwell | Butler
(uncredited) |