Drake Drops New Tracks 'When to Say When' and 'Chicago Freestyle': Listen

By Dominic Patten, Patrick Hipes

Drag queen T Rex is sitting in her Chicago apartment on a Monday afternoon, trying to find new ways to fill her time. "I've been trying to, like, clean and do responsible things," she says over the phone. "It's all I can do when I just want to f---ing sleep."

Chicago Med has plenty of reason to celebrate these days. After getting renewed for three additional seasons alongside Chicago Fire and Chicago P.D., the NBC drama will ring in its milestone 100th episode on Wednesday, March 18 at 8/7c. The hour promises to be an explosive one as long-standing secrets come to light.

Chicago West seems to know that we all need a little cheering up right now. On her Instagram Saturday, Kim Kardashian shared a video of her two-year-old daughter singing "Rain Rain Go Away" to her baby brother, Psalm.

Quelle Chris has announced a new album that features Earl Sweatshirt, billy woods, Tune-Yards’ Merrill Garbus, Denmark Vessey, Homeboy Sandman, Pink Siifu, comedian Josh Gondelman, and more. It’s called Innocent Country 2 and it arrives April 24 via Mello Music Group. He’s also shared a new track from the record, titled “LIVING HAPPY” (featuring Chicago’s Joseph Chilliams and New Orleans-based rapper Cavalier).

By David Robb

Lil Yachty is celebrating the fourth anniversary of Lil Boat with a new song and its music video. The track is “Oprah’s Bank Account” and it features DaBaby and Drake. In the video, made by Director X, Yachty portrays Oprah. Watch below.

By Greg Evans

Jussie Smollett’s efforts to get his recent felony disorderly conduct charges dropped have proved unsuccessful.

Ohmme—the Chicago-based duo of Sima Cunningham (who works for the company that helps produce Pitchfork Music Festival) and Macie Stewart—have announced their new album. The follow-up to 2018’s Parts is called Fantasize Your Ghost and it’s out June 5 via Joyful Noise. Check out the video for the duo’s new song “3 2 4 3,” directed by Alejandra Villalba García, below.

Over the weekend, Drake shared “Chicago Freestyle” as part of a surprise two-track drop. Upon first listen, many fans speculated that the guest vocals on the song belonged to Sampha, who previously collaborated with Drake on “The Motion” and “4422.”

Drake thrilled fans over the weekend (February 29-March 1, 2020) by dropping an extended music video featuring two new tracks.

Drake has shared a video for two new songs called “When to Say When” and “Chicago Freestyle.” On Saturday night, the rapper surprised fans by dropping the Theo Skudra-directed visual, which was filmed in Brooklyn and his hometown of Toronto. On “When to Say When,” Drake notably utilizes the same sample as JAY-Z’s “Song Cry,” while “Chicago Freestyle” features a lyrical nod toward Eminem’s “Superman” and a guest spot by newcomer, Giveon.

Drake's surprise new tracks "When to Say When" and "Chicago Freestyle" are already hits among fans. On Saturday (Feb. 29), the Toronto MC delivered a late night surprise in the

Drake is releasing new music – and stirring up controversy.

Drake’s fans awoke to some surprise good news on Sunday morning after the Toronto rapper unveiled two new tracks late Saturday night, “When to Say When” and “Chicago Freestyle”

Now we know what Drake was filming in Brooklyn’s Marcy Projects last month: The rapper dropped two new songs late Saturday night, “When to Say When” and “Chicago Freestyle,” which are merged into a single video. The footage, directed by Theo Skudra, was also shot in Manhattan’s Diamond district and Drake’s hometown of Toronto.

Drake has shared two new tracks, “When to Say When” and “Chicago Freestyle.” “When to Say When” features the same sample as JAY-Z’s “Song Cry,” and “Chicago Freestyle” interpolates Eminem’s “Superman.” The latter song features guest vocals from Giveon. Check out the new video combining the two songs, which arrived by surprise Saturday night (February 29), below.