Drake Surprises Fans with ‘When To Say When’ & ‘Chicago Freestyle’ Drop


Drake surprised fans with the release of two new tracks on Feb. 29. The OVO leader’s song “When To Say When” and “Chicago Freestyle” showed up on SoundCloud late in the evening, but Drizzy also shared a video for his latest work via YouTube.

“When To Say When” features Drizzy rapping over a sample of JAY-Z’s “Song Cry” while “Chicago Freestyle includes him putting his spin on Eminem’s “Superman.” The Theo Skudra-directed visuals for both cuts show the 6 God in Brooklyn and his hometown of Toronto. The songs weren’t a total surprise. The 6 God mentioned “When To Say When” in a December interview, but didn’t say if or when it would be released. In December, he also confirmed that he’s working on a sixth album to be released in 2020.


Watch “When To Say When” and “Chicago Freestyle” video above. Stream the tracks below.

HEADER IMAGE is from the music video