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Festivals, Weddings, Parades, Corporate Events, and Community Gatherings

Windy City Ramblers
Book For The 25’-26’ Season

Booking a Live Music Performance with the Windy City Ramblers means bringing the heart and soul of authentic brass band energy to your event. This Chicago-based ensemble transforms any gathering into an unforgettable celebration — blending the rich traditions of New Orleans second line rhythms with Chicago’s own musical legacy of jazz, soul, and blues.

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The Windy City Ramblers deliver more than just music — they create experiences. Their dynamic performances infuse life, movement, and joy into parades, festivals, weddings, community celebrations, and private events. With every trumpet call and drumbeat, the Ramblers connect audiences across generations, inviting everyone to dance, celebrate, and feel part of something larger than themselves.

Windy City Ramblers Clients

CPS logo
City of Chicago logo
Hyde Park Jazz Fest logo
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Music Moves Chicago logo
DCASE logo
Andys Jazz Club logo
City of Evanston logo
Joliet Junior College logo
Park Forest logo
Chicago Black Hawks logo
Fitzgeralds Night Club logo
Cubs logo
Robert's Westside logo
Kennedy King College logo
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Windy City Ramblers Live!

By booking the Windy City Ramblers, you’re not just hiring a band — you’re supporting a professional nonprofit organization dedicated to uplifting Chicago’s youth through music education, mentorship, and cultural preservation. Every performance directly supports their mission to inspire and develop the next generation of musicians.

ABOUT
The Windy City Ramblers

The Windy City Ramblers are a Chicago-based brass band keeping the spirit of brass and Second Line culture alive. Blending New Orleans rhythms with Chicago’s jazz, blues, and gospel roots, they bring soulful energy and authenticity to every performance — creating music that celebrates heritage, joy, and unity.

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As a nonprofit, the Ramblers are devoted to inspiring the next generation of musicians. Through performances, parades, and free workshops, they help young artists grow in skill and confidence. From weddings to community celebrations, their sound moves both hearts and feet — capturing the true rhythm of Chicago.

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Windy City Ramblers Sponsors

Dale & Co. Media logo
Restoration Ministries logo
Matson logo

Chicago’s second-line brass collective empowering youth and neighborhoods through free music education, performances, and instrument access.

Harvey, Illinois

15331 Broadway Avenue, 60426

(504) 433-6032

(773) 791-3886

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© 2025 Windy City Ramblers. All rights reserved.

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