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Ugh, by the looks of it Andy Milonakis will never leave rap music alone. Here, the comedian (because calling him a rapper would be an insult to the culture) links up with the always exciting and unpredictable, Chief Keef. This is the first we’ve heard from Keef in a while and judging from this lame collaboration I hope that his next outing is better than this one. Check out Chief Keef and Andy Milonakis’ “Runnin'” after the jump.

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tree-treestyles

Don’t sleep on Tree, even if his moniker is corny. This Chicago emcee has a style he calls “soul trap” and you’ll see why as soon as you hit that play button. Here he’s continuing doing what he does best: Give you that pure, unadulterated ish. Check out Tree’s “Trafikka Bambaataa” after the jump.

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Lil Bibby looks to continue delivering the goods on his Free Crack series with the third installment dropping later this season. Sharing his “You Ain’t Poppin'” remix, Bibby goes in on Rico Richie’s 808 Mafia’s beat, which was first used by Rico Richie. Check out Bibby’s take on “You Ain’t Poppin'” after the jump.

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montana300-computers

Ah, good ol’ drill. I miss 2012 when drill was popping off in Chicago and the whole world was going crazy. Now it seems as though drill is on its way out; Chief Keef has gotten stranger and weirder, Lil Durk had one too many creative bricks, and King Louie is maintaining his status in the Chi by being a consistent street rapper. But what about Montana of 300? This dude gets little to no love and he’s a spitter–a rarity in the drill scene. Here he tacks on Shmurda’s “Computers” and completely murks the beat. He’s also joined by one $avage who is A-ok. Check it out after the jump.

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Chance the Rapper and Donnie Trumpet are finally sharing the long-awaited Social Experiment album entitled Surf. In case you didn’t know: Chance the Rapper is in a band called the Social Experiment, which features Chance, Donnie Trumpet, Peter Cottontale, and Lido. Their long-teased new album Surf, credited to Donnie Trumpet and the Social Experiment, is out right now on iTunes. Chance has called Surf “the first Social Experiment project” rather than a proper Chance the Rapper release. Check it out after the jump!

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Lil Durk’s major label debut album is finally out this year, as it arrives less than a month away. June 2nd marks the debut of Lil Durk’s Remember My Name and here he’s reunited with fellow Chicagoan Young Chop for “What Your Life Like.” Listen to the track after the jump.

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vic-mensa-kanye-west

A lot of rare Kanye West stuff is being unearthed as of late. First we have a Kendrick Lamar remix of “All Day” and now we’re being treated to a sneak peek of ‘Ye’s verse on Vic Mensa’s “U Mad” track. This track has been circulating for the last month or so, mostly byway of Vic Mensa’s live performances. But now we have Kanye’s full verse! You can check it out after the jump. As the kids say: it’s hard.

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faneto-remix

Chicago’s best young talent teams up on Chief Keef’s “Faneto” remix. DJ Pharris brings together Sosa, Lil Bibby, Lil Herb and King Louie for the seven minute “Faneto” remix. Who do ya’ll think had the best verse overall? Check it out after the jump.

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In case you haven’t heard, 2015 kicked off with the return of Harlem’s beloved Dipset. The group dropped a stellar cut in “Have My Money” and followed that up with their “Victory” freestyle, which is equally dope. Their return has sparked some nostalgia and that’s all gravy because we here at iHipHop often find ourselves reminiscing about simpler times. Chief Keef, who was probably no more than eight years old when Dipset dropped their iconic Diplomatic Immunity record, is nevertheless paying tribute to the supergroup. Keef has dropped a track entitled “Dipset.” The tribute to Cam and company is set to appear on Keef’s upcoming DJ Holiday-hosted Dedication mixtape. Check it out after the jump!

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Lil Durk’s debut album Remember My Name is set to drop May 12th via Def Jam. Durk has already shared “Get That Money” and “Different.” Now he’s teaming up with fellow Chicago neighbor (quite literally, the two grew up on the same street) Lil Reese for a freestyle over Big Sean’s “Blessings.” Get at it after the jump.

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Lil Durk’s debut album Remember My Name is set to drop May 12th via Def Jam and he’s already shared “Get That Money” the first lead single from the forthcoming album. It features French Montana and Chris Brown. You can listen to it here. Now Durk is sharing another Remember My Name cut in “Different.” Listen to it after the jump.

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Chance the Rapper has remained awfully quiet since he broke through with his excellent Acid Rap tape. His Surf project with Donnie Trumpet and The Social Experiment is forthcoming but for solo Chance there hasn’t been much. He’s kept busy with various other endeavors including acting. In Collin Tilley’s short film called Mr. Happy, Chance the Rapper stars as Victor, a depressed guy who discovers a website—MrHappy.com—where he can hire a hitman to kill him. Check out the trailer after the jump.

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Drake-If-Youre-Reading-This

Lil Durk has put out a steady stream of mixtapes over his short career, but the Chicago emcee is finally looking at a release date for his debut album. Remember My Name is set to drop May 12th via Def Jam and he’s sharing “Get That Money” the first lead single from the forthcoming album. It features French Montana and Chris Brown. Listen after the jump.

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