| Jon Hamm | Don Draper |
| Elisabeth Moss | Peggy Olson
(credit only) |
| Vincent Kartheiser | Pete Campbell |
| January Jones | Betty Draper |
| Christina Hendricks | Joan Harris |
| Bryan Batt | Salvatore Romano
(credit only) |
| Michael Gladis | Paul Kinsey |
| Aaron Staton | Ken Cosgrove |
| Rich Sommer | Harry Crane |
| John Slattery | Roger Sterling
(credit only) |
| Kiernan Shipka | Sally Draper |
| Alison Brie | Trudy Campbell |
| Chelcie Ross | Connie |
| Christopher Stanley | Henry Francis |
| Anne Dudek | Francine Hanson |
| Mark Metcalf | Mayor Johnson |
| Ned Vaughn | Ed Lawrence |
| Nina Rausch | Gudrun |
| Federico Dordei | Fabrizio |
| Giuseppe Raucci | Luca |
| Joanne Baron | Saleswoman |
| Julie McNiven | Hildy |
| Deborah Lacey | Carla |
| Jared Gilmore | Bobby Draper
(as Jared S. Gilmore) |
| Jeanne Simpson | Marilyn Farrelly |
| Edoardo Beghi | Bellboy |
| Josiah Polhemus | Ernie Hanson |
| Jared Dante | Vespa Rider
(uncredited) |
| Vincent De Paul | Roman Waiter
(uncredited) |
| Michael Mallory | Town Hall Trustee
(uncredited) |
| Ivo Nandi | Various
(voice) (uncredited) |
| Jasen Salvatore | Skinny Cigarette Guy
(uncredited) |
| Arne Starr | The Artist
(uncredited) |