In which episode does Don Draper propose to Megan Calvet?

Don Draper proposes to Megan Calvet in “Tomorrowland,” the seventh episode of Mad Men’s fourth season.

The proposal comes after Megan comforts Don during Betty’s birthday dinner. Don is struck by Megan’s warmth, competence, and emotional steadiness—qualities that contrast with the increasingly bitter relationship he has with Betty. Later, at Don’s apartment, he tells Megan that he loves her and gives her the engagement ring he inherited from Anna Draper.

Megan accepts and immediately calls her mother, making the engagement a major turning point in Don’s personal life. The episode ends with Don announcing the news at Sterling Cooper Draper Pryce, surprising his partners and Peggy Olson. A common mix-up is “The Suitcase,” which focuses on Don’s relationship with Peggy, while “Tomorrowland” contains the actual proposal. Megan later becomes Don’s second wife after Betty and his third marriage overall, counting his earlier marriage to Anna as part of his assumed identity.