1. Artists From Chicago

Chance the Rapper
Albums: Acid Rap (2013)

Mixtapes: 10 Day (2012)

2. Artists From Chicago

Chief Keef
Albums: Finally Rich (2012)

Mixtapes: The Glory Road (2011), Bang (2011), Back from the Dead (2012), For Greater Glory Vol. 1 (2012), For Greater Glory Vol. 2 (2012), For Greater Glory Vol. 2.5 (2012), Bang Pt. 2 (2013), Almighty So (2013)

3. Artists From Chicago

Common

Albums: Can I Borrow a Dollar (1992), Resurrection (1994), One Day It’ll All Make Sense (1997), Like Water for Chocolate (2000), Electric Circus (2002), Be (2005), Finding Forever (2007), Universal Mind Control (2008), The Dreamer/TheBeliever (2011)

4. Artists From Chicago

Cool Kids
Albums: When Fish Ride Bicycles (2011)

EPs: Totally Flossed Out (2007), The Bake Sale (2008), Merry Christmas (2009)
Mixtapes: That’s Stupid! (2007), Cool Ass Ninjas (2008), Gone Fishing (2009), Tacklebox (2010)

5. Artists From Chicago

Da Brat

Albums: Funkdafied (1994), Anuthatantrum (1996), Unrestricted (2000), Limelite, Luv & Niteclubz (2003)

6. Artists From Chicago

GLC
Albums: Love, Life & Loyalty (2010)

Mixtapes: Hood Celebrity (2004), Drive Slow Mixtape (2006), Honor Me (2007), The Good, The Bad, The Ugly (2007), I Ain’t Even On Yet (2008), Windy City Of Angels (2008), Similar To The Letters (2008), Respect My Come Up Vol. 1 “Pimp Dilemmas” (2009), Respect My Come Up 2 (The Ism) (2010), Best of the Ism (2010), The Fellowship of the Ism (2011), etc.

7. Artists From Chicago

Kanye West

Albums: The College Dropout (2004), Late Registration (2005), Graduation (2007), 808s & Heartbreak (2008), My Beautiful Dark Twisted Fantasy (2010), Watch the Throne (2011), Cruel Summer (2012), Yeezus (2013)

8. Artists From Chicago

Kidz In The Hall
Albums: School Was My Hustle (2006), The In Crowd (2008), Land of Make Believe (2010), Occasion (2011)

Mixtapes: Detention (2007), Geniuses Need Love Too (2008), The Professional Leisure Tour (2009), Semester Abroad (2011)

9. Artists From Chicago

King Louie

Mixtapes: #ManUpBandUp (2010), The Motion Picture (2011), Chiraq Drillinois (2011), #ManUpBandUp2 (2011), SHowtime (2012), Drilluminati (2012), March Madness (2013), Jeep Music (2013), Drillumnati 2 (2013)

10. Artists From Chicago

Lil Bibby

Mixtapes: Free Crack (2013)

11. Artists From Chicago

Lil Durk
Albums: Remember My Name (2014)

Mixtapes: I’m A Hitta (2011), I’m Still A Hitta (2012), Life Ain’t No Joke (2012), Signed To The Streets (2013), Coke Boys 4 (2014)

12. Artists From Chicago

Lupe Fiasco
Albums: Food & Liquor (2006), The Cool (2007), Lasers (2011), Food & Liquor II: The Great American Rap Album Pt. 1 (2012)

Mixtapes: Fahrenheit 1/15 Part 1: The Truth Is Among Us (2006), Fahrenheit 1/15 Part II: Revenge Of The Nerds (2006), Fahrenheit 1/15 Part III: A Rhyming Ape (2006), Enemy of the State: A Love Story (2009), Friend of the People: I Fight Evil (2011)

13. Artists From Chicago

Rhymefest
Albums: Blue Collar (2006), El Che (2010)

Mixtapes: Brand New (2004), A Star Is Born, Vol. 1 (2005), Plugg City: City on My Back (2006), Mark Ronson Presents: Man in the Mirror (2008), El Che: The Manual Mixtape (2009), Dangerous: 5-18 (2010), Man in the Mirror 2.0 (2010)

14. Artists From Chicago

Rockie Fresh
Albums: Self Made Vol. 3 (2013)

Mixtapes: Rockie’s Modern Life (2009), The Otherside (2010), The Otherside Redux (2011), Driving 88 (2012), Electric Highway (2013), The Birthday Tape (2013), Fresh Veggies (2013)

15. Artists From Chicago

Shawnna
Albums: Worth tha Weight (2004), Block Music (2006)

Mixtapes: Block Music: the Mixtape (2006), Nappy Boy All Stars Vol. 1 (2009), Bitch Like Me (2010), She’s Alive (2012)

16. Artists From Chicago

Twista
Albums: Runnin’ Off at da Mouth (1992), Resurrection (1994), Adrenaline Rush (1997), Kamikaze (2004), The Day After (2005), Adrenaline Rush (2007), Category F5 (2009), The Perfect Storm (2010)

Mixtapes: The Calm Before The Storm (2009), Reloaded (2012)

17. Artists From Chicago

Vic Mensa

Mixtapes: Straight Up (2010), Innanetape (2013)

18. Artists From Chicago

Yung Berg
Albums: Look What You Made Me (2008)

EPs: Almost Famous (2007)
Mixtapes: Yung Boss Or Die Vol. 1 (2008), Passport Swag (2008), Yung Boss Or Die Vol. 2 (2008), Red Carpet Treatment (2008), Yes We Can (2009), Twitter Muzic Vol. 1 (2009), Twitter Muzic Vol. 2 (2009), Back 2 Business (2009), Twitter Muzic Vol. 3 (2009), Back 2 Business Vol. 2 (2009), The Show, The Afterparty & The Hotel (2010), etc

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