Browse 82 rappers and hip hop artists available in Windsor, Ontario, Canada, rated 5 out of 5 across 51 reviews from real clients. From solo rap performances to full hip hop collectives, the range covers live sets and freestyle shows for parties, weddings and corporate events.
Of the 82 suppliers listed here, one is based within 30 miles of Windsor. The other 81 are willing to travel there.
Also covers suppliers based in Detroit.
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Book from $1500 (USD)
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Book from $600 (USD)
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Book from $250 (USD)
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Book from $1500 (USD)
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Book from $500 (USD)
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Prices for rappers and hip hop artists in Windsor range from $150 to $2,400+, with performance length, group size and production requirements setting the level. Solo rap artists are the most cost-effective option, while full acts with live instrumentation and their own engineer command higher fees. The average cost of $700 reflects the spread of talent, from emerging performers to established touring acts. Contact the supplier you like for an accurate quote.
Based on 249 enquiries for Rappers / Hip Hop Artists at events in every location, made through this site in the last two years. Updated 19 October 2026.
Derek Prince Weems
"Perfect for my occasional. On time, professional and creative"
LzRDofOz
"Despite facing challenges in marketing his music and finding his place in the industry, LzRDofOz remains determined to evolve as an artist. Both online and offline, he stays connected with his fans through engaging social media posts and captivating live performances."
D'AYCH and The Next Level Band
"Used these guys for my event in September of 2023. I can always tell things are going to go well when the communication is clear. We were able to get exactly what we needed for both days of our two day event. The first day we wanted classic rock and/or light rap for the festivities to get the crowd amped up. People were walking around the fest jamming while shopping/eating, which is what we wanted. The second day we needed something far more subtle while dinner was served to our sponsors and guests. D'aych and The Next Level Band brought the old school JAZZ BAND sound. Wow!
We were originally going to go with 2 different bands but D'aych assured me that they could handle it all. THEY ABSOLUTELY DID.
The best parts:
1. On both days they dressed for the theme of our event!!
2. They arrived EARLY and I always say EARLY is on time!
3. They were professional
4. They did exactly what they were hired to do on both days... seamlessly
Definitely my go to band now and will use them at our event in 2024 as well. Thanks guys!"
Soular Rhythm music and entertainment
"Love this band, love these people....and that's all I gotta say!"
Pitch Black Studio Orchestra
"Roasted turned into a whole vibe with PBSO! I came to Roasted expecting a chill night and PBSO turned it into a full-blown soulful concert. The way they transformed the space with live instrumentation, powerhouse vocals, and their smooth blend of funk, jazz, and R&B was unmatched. The energy was intimate but electric, and the crowd couldn’t get enough. Real music, real talent, real Nashville vibes."
B'kem
"Such a Powerful & Positive Vibe, I could play this all Day the Gospel, with a mixture of Cultures I just ❤️ it"
