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We are dedicated to providing our clients with the greatest music of all time, which produces enjoyment and fun for all by means of a fantastic collection of music (80,000 + Titles from 1920 to Current,) experienced & professional Disc Jockeys and top quality sound and lighting systems.

We are in the entertainment business because of our love of music, and have no greater thrill and satisfaction than knowing that we have helped make another celebration special, fun and memorable.

Our size, 5 mobile systems with 9 professional DJ's on staff allows for the ultimate in both quality control and in security. In the interest of maintaining excellence Windy City takes pride in receiving a written 10-point post event evaluation from each client.

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Frequently asked questions

What is the starting price for wedding DJ services?


What is included in the starting price?

Travel Expenses
Sound/PA System

What is included in the price of your most popular wedding package?

Disco Ball
Sound/PA System
Travel Expenses

What is the starting price for uplighting?


What music genres do you specialize in?

Hip Hop
Top 40

What services do you offer?

Liability Insurance
One Event Per Day

What additional equipment do you offer?

Flat Screen
Sound/PA System
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Reviews of Windy City Hitman

4.9 out of 5 rating
4.9 out of 5 rating
48 Reviews
97% recommend it
  • Quality of service
    4.9 out of 5 rating
  • Average response time
    4.9 out of 5 rating
  • Professionalism
    4.9 out of 5 rating
  • Value
    4.7 out of 5 rating
  • Flexibility
    4.9 out of 5 rating
Taylor Sent on 11/19/2017
5 out of 5 rating
Gary was such an awesome addition to our wedding day - very responsive throughout the planning process and so nice to work with. Nearly all of my ceremony music was special request and he made sure to get all of it for us.

A few of my guests said it was the best mix of music theyve ever had at a wedding. We definitely recommend windycity!
Darren Sent on 06/18/2017
5 out of 5 rating
Got the recommendation to use Windy City from my mom as one of the DJs had done her wedding years ago! We got Bob as our DJ and he was great. The dance floor stayed packed and he played every song we requested and even took requests with no issues. The only time the dance floor was empty was because people were tired and needed water from all the dancing! Great guys, very accommodating (especially when everything got delayed!) and it was a pleasure working with Bob and Gary.
Caitlyn Sent on 09/04/2014
5 out of 5 rating
AMAZING!! kept our dance floor packed, very professional, great songs!!
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WeddingWire Couples' Choice Awards 2012 Winner
WeddingWire Couples' Choice Awards 2011 Winner
WeddingWire Couples' Choice Awards 2010 Winner

Professional Network & Endorsements

1 Endorsement
Bristol Court Banquets Bristol Court Banquets Banquet Halls

The Windy City Hitman have been coming to our facility for years and pleasing guests with great service. Their sound system quality is excellent and the DJs are always personal and know how to make the event special.


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