Browse 915 jazz bands for hire in Windsor, Ontario, Canada, from intimate jazz trios to larger swing ensembles for weddings and events. Acts listed here have received 1,991 reviews from real clients with an average rating of 5 out of 5, and prices start from $250, averaging $950.
Local jazz groups cover styles including traditional standards, smooth jazz, gypsy jazz, ragtime, Dixieland and contemporary pop arranged in a vintage jazz style. Many offer flexible lineups, so you can book a smaller act for a cocktail hour and scale up for an evening reception.
Of the 915 suppliers listed here, 8 are based within 30 miles of Windsor. The other 907 are willing to travel there.
Available in Windsor, Ontario
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Book from $1500 (USD)
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Live jazz groups bring a polished, adaptable sound to weddings and events near you. These professional musicians handle everything from soft background music during dinner to high-energy dance sets, adjusting their repertoire and volume to suit your venue and occasion. Most jazz acts offer flexible lineup sizes, so a trio that plays your cocktail hour can expand to a quintet or larger group for the evening.
The most popular format is a three or four-piece jazz group for wedding receptions and corporate functions, with a classic combination of piano or guitar, bass, drums and sometimes saxophone or vocals. Smaller duos work well for ceremonies and intimate settings, while larger ensembles with brass and dedicated vocalists suit bigger venues and dance-focused events. Many jazz musicians locally also offer themed sets, including 1920s Gatsby-era jazz, bossa nova, and modern pop songs rearranged in a swing style.
Jazz bands in Windsor currently range from $250 for smaller ensembles to $3,200+ for larger groups or extended performances, with an average booking cost of $950. Price typically reflects the number of musicians, set length, travel requirements, and any custom arrangements. Trios and quartets offer good value for most events, while full big band setups command a higher fee but deliver a richer, more dynamic sound.
The average price for Jazz Bands available in Windsor, Ontario, Canada is $950 (CAD). Above you will also find a budget price and high end price. Contact the supplier you like for an accurate quote.
Based on 432 enquiries for Jazz Bands at events in Canada, made through this site in the last two years. Updated 12 October 2026.
Randal V. Wilson
"Thank you, Thank you, Thank you!
The band was OUTSTANDING and I appreciate all of the talent and commitment that went into the evening. We were so impressed.
Sheila"
Kevin Krieger saxophonist
"Kevin was amazing! We hired him to help celebrate my parents 50th wedding anniversary and they had a blast. Kevin played a broad range of music, entertaining the kids and grandparents all the same. Definitely recommend!"
Victor Samalot / Guitar Instrumentalist
"“A fantastic event at the Rock and Roll Hall of Fame this week was made even better by the fabulous guitar playing of Victor Samalot. This was was a networking event for our firm. Victor fit in perfectly and enhanced the ambiance. Thank you Victor!”"
Eastbound formally Ikembe
"Awesome group of professional people! Ikembe showed up early to set up for my private party. As dinner was being served they played at an appropriate volume so people could have dinner conversation
The lead singer was engaging and entertaining to the crowd. When I asked their leader yo change to some dance music, they were politeand accommodating."
Jazz Connection
"10/10! Jazz Connection delivered an unforgettable performance. Their musicianship was top-notch, with every note full of energy and precision. They seamlessly blended classic jazz with modern vibes, keeping the audience captivated from start to finish. The chemistry between the band members was palpable, and their improvisations were nothing short of brilliant. Highly recommended for anyone looking to experience the best in live jazz!"
Rick Holland's Uptown Society Orchestra
"All Music Review
Thom Jurek
The title of this set is an apt one. While much of the music presented by the Rick Holland-Evan Dobbins Little Big Band, it hearkens back -- in terms of its sophistication, confidence and outright jazz literacy, not nostalgically -- to an era when progressive jazz, and big bands (this one numbering 10 pieces) flourished on the scene. This is one sophisticated outfit. Featuring the arrangement and compositional skills of Brent Wallarab, Jim Martin, Bill Dobbins and Kerry Strayer, this band struts out the tradition and make some joyous, complex, and elegant music that reflects its own unique identity. The résumés of all these players are impressive and reflected in the confidence of the date. It opens with "SUNY-Triangle," a Martin composition that works its artful sleight-of-hand over Antonio Carlos Jobim's "Triste." Martin uses the rhythmically complex samba and drapes some tough, knotty twists and turns over it. The intro is a beautiful and raucous wake-up call, while the head of the tune, with its staggered entrances and exits -- including some fine soloing by John Viavattine on tenor and John Nyerges on piano -- give this tune a unique identity. "Creature Comfort" is a beautiful mid-tempo ballad by Wallarab with edgeless yet multi-dimensional dissonances written into its harmonics. It swings beautifully and includes a fine, punchy solo by tenorman Glenn Cashman. Besides the originals, there are some fine readings here as well. There's Wallarab's arrangement of Duke Ellington's "Black and Tan Fantasy" that's a thoroughly modern exercise losing none of Ellington's humor or rhythmic complexity. Likewise, Gerry Mulligan's haunting, wee-hours, "Night Lights," is given expert treatment here by Strayer, and Dean Keller's baritone saxophone playing combines Mulligan's sense of lyric and Ben Webster's sense of time. In Time's Shadow reveals that innovation need not sacrifice accessibility or swing. It is convincing evidence that the big band form is alive, well and full of surprises."
