The 20 Best Canadian Rap Songs of All Time

Image via Complex Original/Akarts

  • 20. Dream Warriors, “My Definition of a Boombastic Jazz Style”


  • 19. Ghetto Concept f/ Maestro, Kardinal Offishall, Saukrates, Red1, Ironside, and Snow, “Still Too Much”


  • 18. Classified, “The Maritimes”


  • 17. Houdini and Burna Bandz, “Late Nights”


  • 16. Dubmatique, “La force de comprendre” ​​​​​​​


  • 15. Nav, “Myself”


  • 14. Belly f/ The Weeknd, “Might Not”


  • 13. Choclair, “Let’s Ride”


  • 12. Jelleestone, “Money Pt. 1”


  • 11. Michie Mee and L.A. Luv, “Jamaican Funk—Canadian Style”


  • 10. Team Rezofficial, “Lonely”


  • 9. Haviah Mighty, “In Women Colour”


  • 8. Rascalz f/ Barrington Levy and K-os, “Top of the World”


  • 7. Baby Blue Soundcrew, “Money Jane”


  • 6. Drake, “Back to Back”


  • 5. K-os, “Crabbuckit”


  • 4. Kardinal Offishall, “Ol’ Time Killin”


  • 3. Maestro, “Let Your Backbone Slide”


  • 2. Rascalz f/ Checkmate, Choclair, Kardinal Offishall, and Thrust, “Northern Touch”


  • 1. Drake, “Know Yourself”

The Best Moments From Drake’s All Canadian North Stars Show

Image via Will Orellana
  • Image via ofthesaint

    Drake pays tribute to Sidhu Moose Wala

  • Image via ofthesaint

    Drake pays tribute to the architects of Toronto’s hip-hop scene

  • Image via Will Orellana

    Shawn Desman shows us how we rock it in the T-Dot

  • Image via Will Orellana

    Drake joins k-os to perform “Headlines”

  • Image via Wil Orellana

    Jully Black dominates the stage

  • Image via Will Orellana

    Drake introduces Keshia Chanté: ‘My first girlfriend I ever had in my life’

  • Image via Will Orellana

    Saukrates powers through


  • Drake sings “I’m Like a Bird” with Nelly Furtado

  • Image via Will Orellana

    ‘It’s national anthem time’

Drake Announced The Night One Lineup For The October World Weekend Fest

Drake has big plans for the return of his OVO Fest. In a recent Instagram post, the Toronto fixture said, “I am currently working on bringing OVO FEST around the world in 2023 for the 10th Anniversary. But of course, we wanted to turn the city up for the summer!!!” Enter October World Weekend, a mini-festival of sorts at History Toronto that is being dubbed as part of the October World Weekend Tour. Drake has Lil Baby and Chris Brown playing on Friday, July 29th and Nicki Minaj, Lil Wayne, and a full blown Young Money Reunion on Monday, August 1— ’cause what is a weekend anyway [Editor’s note: August 1 is Civic Holiday in Toronto, and is known by many other names throughout Canada]? But now, the “Jimmy Crooks” rapper has announced the lineup for Thursday’s big kick-off and it tips a cap to The Six, of course.

The night one lineup for October World Fest on Thursday, July 28 is what Drake calls the All Canadian Northstars. In a separate Instagram post, Drake said the lineup is, “A celebration of the music that paved the way for all of us.” Canadian hip-hop lifers on the bill include Choclair, Frank-N-Dank, Keshia Chanté, K-Os, Glenn Lewis, Maestro French Wes, Rascalz, In Essence, Jully Black, Saukrates, Kardinal Offishall, and Shawn Desman. There are also more special guests that have yet to be announced.

Tickets are now on sale here.