| Jon Hamm | Don Draper |
| Elisabeth Moss | Peggy Olson |
| Vincent Kartheiser | Pete Campbell |
| January Jones | Betty Francis |
| Christina Hendricks | Joan Harris |
| Aaron Staton | Ken Cosgrove |
| Rich Sommer | Harry Crane |
| Kiernan Shipka | Sally Draper |
| Jessica Paré | Megan Draper |
| Kevin Rahm | Ted Chaough |
| Christopher Stanley | Henry Francis
(credit only) |
| Jay R. Ferguson | Stan Rizzo |
| Ben Feldman | Michael Ginsberg
(credit only) |
| Mason Vale Cotton | Bobby Draper |
| Robert Morse | Bertram Cooper |
| John Slattery | Roger Sterling |
| Alison Brie | Trudy Campbell |
| Mark Moses | Duck Phillips |
| James Wolk | Bob Benson |
| Teyonah Parris | Dawn Chambers |
| Harry Hamlin | Jim Cutler |
| Elizabeth Rice | Margaret Hargrove |
| Derek Ray | Brooks Hargrove |
| Morgan Rusler | Mack Johnson |
| Rich Hutchman | Bud Campbell |
| Jim Holmes | Charles |
| David Dean Bottrell | Preacher |
| Richard Bekins | William |
| Beth Hall | Caroline |
| Brandon Killham | Young Dick Whitman |
| Timi Prulhiere | Nan Chaough |
| Alexandra Ella | Clara |
| Timothy Brennen | Jack Flynn |
| Allan Havey | Lou Avery |
| Craig Calman | SC&P Employee
(uncredited) |
| Zak Lee | Drunk Jail Inmate #1
(uncredited) |
| Gina Manegio | Lady of Ill Repute
(uncredited) |
| Cheyenne Nugent | SC&P Secretary
(uncredited) |
| Hudson Phillips | SCDP Male
(uncredited) |
| Shaun Rylee | Secretary
(uncredited) |
| Lisa Y. Sheeler | SCDP Secretary
(uncredited) |