Canadian Old School Hip Hop

Canadian old school hip hop, emerging in the late 1980s and thriving throughout the 1990s, is characterized by its unique blend of rugged, jazzy instrumentation, laid-back drum patterns, and introspective, socially conscious lyrics. Born out of Toronto's diverse cultural landscape, this genre drew inspiration from American hip hop, Caribbean rhythms, and Canadian folk music, forging a distinct sound. Notable for its storytelling tradition, Canadian old school hip hop often addressed issues of social justice, personal struggle, and Canadian identity. This era of hip hop played a pivotal role in shaping the country's urban music scene, paving the way for future generations. With its fusion of underground sensibilities and mainstream appeal, Canadian old school hip hop stands out from its American counterpart, boasting a more relaxed, roots-oriented flavor.

Latest Canadian Old School Hip Hop Release
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OH SHIT!!!
Single - Released July 18, 2025
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Snow
Kardinal Offishall
Evil Ebenezer
SonReal
Classified
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RecentMusic users are tracking 20 Canadian Old School Hip Hop artists for new releases, and have access to the full timeline of 680 releases .

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  1. July 18, 2025
  2. July 4
  3. June 27
  4. June 20
  5. June 6
  6. May 23
  7. May 9
  8. May 9
  9. May 6
  10. April 25
  11. April 11
  12. March 28
  13. March 7
  14. February 28
  15. February 21
  16. January 24
  17. January 21
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    Music
    10 tracks
  18. January 17
  19. January 10
  20. January 9
  21. January 7
  22. December 27, 2024
  23. December 19
  24. December 13
  25. December 6
  26. December 6
  27. December 6
  28. November 29
  29. November 28
  30. November 22
  31. November 15
  32. November 8
  33. November 6
  34. October 25
  35. October 18
  36. October 18
  37. October 11
  38. October 4
  39. October 2
  40. September 27
  1. February 21, 2025
  2. January 24
  3. January 21
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    Music
    10 tracks
  4. December 6, 2024
  5. December 6
  6. November 15
  7. October 25
  8. October 18
  9. October 4
  10. October 2
  11. September 27
  12. September 24
  13. August 23
  14. August 16
  15. July 26
  16. July 25
  17. June 28
  18. June 23
  19. May 10
  20. April 26