| Jon Hamm | Don Draper |
| Elisabeth Moss | Peggy Olson |
| Vincent Kartheiser | Pete Campbell |
| January Jones | Betty Draper |
| Christina Hendricks | Joan Holloway |
| Bryan Batt | Salvatore Romano |
| Michael Gladis | Paul Kinsey
(credit only) |
| Aaron Staton | Ken Cosgrove |
| Rich Sommer | Harry Crane |
| John Slattery | Roger Sterling |
| Robert Morse | Bertram Cooper |
| Mark Moses | Duck Phillips |
| Laura Ramsey | Joy |
| Philippe Brenninkmeyer | Willy |
| Justine Eyre | Rocci di Persia |
| Bjorn Johnson | Klaus |
| Peyton List | Jane Siegel |
| Charles Shaughnessy | Saint John Powell |
| Alan Blumenfeld | George Rothman |
| Rudolf Martin | Christian |
| Kevin Christy | Stu Rogison |
| Emilio Roso | Carlos |
| Nina Franoszek | Greta |
| Patrick Cavanaugh | Smitty Smith |
| Edin Gali | Kurt Smith |
| Brandon Hayes | Alec Martin |
| Alexia Aleman | Bikini Babe
(uncredited) |
| Lolly Allen | Betty Doppelganger
(uncredited) |
| Candice Cunningham | Secretary
(uncredited) |
| Eve Curtis | Secretary
(uncredited) |
| Evelyn Edwards | Secretary
(uncredited) |
| Emelle | Secretary
(uncredited) |
| John F. Kennedy | Self
(archive footage) (uncredited) |
| Jennifer McGraw | Secretary
(uncredited) |
| Kelly O'Leary | Stephanie
(uncredited) |
| Dusty Sorg | Convention Guy
(uncredited) |