Milk + Cookies 2027: SA is guessing the headliner, and it is dividing the timeline
Milk + Cookies Festival returns to Cape Town and Joburg in January 2027. With the headliner still secret, one Olivia Dean guess has X debating who belongs on the bill.
The Milk + Cookies festival, which began in South Africa in 2024, is preparing for its return in January 2027. The first edition took place in 2025, with headliners Kaytanada and Gunna, followed by Majid Jordan in the second year. The festival is known for its lack of restrictions, with headliners chosen based on the preferences of the attendees rather than music genres.
On September 28, the festival announced its return to Cape Town and Johannesburg with a "Save the Date" graphic on social media asking, "Who will be there?" Shortly after, the organizers confirmed the dates, stating that the event will take place in Cape Town on January 29 and Johannesburg on January 31. However, the headline act and venue remained undisclosed, sparking speculation among fans.
One user, @imbali_s, suggested that British singer Olivia Dean could be the headline act, sharing a screenshot of her Instagram profile and garnering significant attention with over 348,000 views, 2,000 likes, and 387 reposts within a day. However, not everyone agreed with this choice. Some fans, like @kagisodits, expressed their preference for other artists, such as Tyler, the Creator, Iman, ICEMAN, SZA, and Jhené Aiko.
Festival head of marketing Chase Freeman stated that the organizers book acts for the people in attendance, not based on genre. This approach has allowed for a diverse lineup, with headliners spanning various musical styles in previous years. The festival organizers are currently planning the remaining details, including the South African artists to perform and the full programming, which will be revealed in the coming weeks.
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