1920s Era Musicians & Bands for Hire in Kitchener

Discover 116 professional 1920s era musicians and bands available for hire in Kitchener, Ontario, Canada, with an average rating of 5 out of 5 from 319 reviews from real clients. These local vintage jazz ensembles specialize in authentic 1920s entertainment and Great Gatsby-style performances.

Local booking prices start from $300, with an average cost of $950 for professional 1920s musicians near you. Many acts offer both traditional jazz standards and modern songs arranged in authentic 1920s style, ideal for themed weddings, corporate events, and private parties.

Rated Excellent (5/5) from 319 reviews of 1920s Era Musicians & Bands
Home > 1920s Era Musicians & Bands > Canada > Kitchener
Throwing a Fun Party, Gala Event, Elegant Cocktail/Dinner or Romantic Wedding?

Canada

Toronto, Ontario

Available in Kitchener, Ontario

(5)

Book from POA

Add to favourites
Recreating the gypsy swing music of 1930-40's Django Reinhardt style

Canada

Toronto, Ontario

Available in Kitchener, Ontario

No reviews yet

Book from POA

Add to favourites
Vocal guitar duo that plays well known international cover songs

Canada

Toronto, Ontario

Available in Kitchener, Ontario

No reviews yet

Book from POA

Add to favourites
1920-1940s Traditional Delta Blues music

Canada

St. Catharines, Ontario

Available in Kitchener, Ontario

No reviews yet

Book from $500 (CAD)

Add to favourites
9 piece swing ensemble of 8 musicians and a featured female vocalist

United States

Tonawanda, New York

Available in Kitchener, Ontario

No reviews yet

Book from POA

Add to favourites
Cross genre cocktail hour, restaurant/bar ambience and corporate events

Canada

Kingston, Ontario

Available in Kitchener, Ontario

(12)

Book from $300 (CAD)

Add to favourites
10 piece Little Big Band

United States

Grand Rapids, Michigan

Available in Kitchener, Ontario

(29) Replies in ~1 hr

Book from $1500 (USD)

Add to favourites
Jazz, singer songwriter, swing music, solo/duo/trio/quartet and more!

United States

Horsham, Pennsylvania

Available in Kitchener, Ontario

No reviews yet

Book from $300 (USD)

Add to favourites
10 to 16 piece swing band playing the classics of the 20s to the 40s.

United States

Philadelphia, Pennsylvania

Available in Kitchener, Ontario

No reviews yet

Book from $3275 (USD)

Add to favourites
Hot jazz band playing the music of the 1920's and 1930's

Canada

Montréal, Quebec

Available in Kitchener, Ontario

No reviews yet

Book from $500 (CAD)

Add to favourites
Flexible & eclectic pop & soul-driven ensemble performing reimagined covers!

United States

Milwaukee, Wisconsin

Available in Kitchener, Ontario

(4)

Book from $300 (USD)

Add to favourites
A Jazz Soul singer/band available for weddings, parties and corporate events.

United States

Manhattan, New York

Available in Kitchener, Ontario

(3)

Book from $300 (USD)

Add to favourites
Trumpet Performer

United States

New York

Available in Kitchener, Ontario

No reviews yet

Book from POA

Add to favourites
1920s- 1930s jazz vocal trio. Boswell sisters, Andrew’s sisters, originals

United States

New York

Available in Kitchener, Ontario

No reviews yet

Book from $1200 (USD)

Add to favourites
We play the greatest songs of yesterday and today.

United States

Charleston, South Carolina

Available in Kitchener, Ontario

(4)

Book from $5500 (USD)

Add to favourites
Showing 1-15 of 116 results

Need help finding 1920s Era Musicians & Bands available in Kitchener?

Tell us about your event and we'll suggest suppliers, or talk to our team.

A guide to booking

Hire 1920s Era Musicians & Bands in Kitchener, Ontario, Canada

Professional 1920s era musicians and bands in Kitchener, Ontario, Canada bring the sophisticated sounds of the jazz age to modern celebrations. These vintage performers specialize in authentic period music, featuring traditional jazz standards, swing rhythms, and the distinctive musical styles that defined the Roaring Twenties.

Nearby 1920s Entertainment Options

Jazz ensembles near you typically offer a range of lineup sizes, from intimate piano and vocal duos to full period orchestras complete with brass sections and vintage styling. Many groups provide both traditional 1920s repertoire and contemporary songs reimagined in authentic jazz arrangements, ensuring entertainment that appeals to all guests while maintaining period authenticity.

Pricing for 1920s Musicians in Your Area

Rates for 1920s era musicians and bands in Kitchener range from $300 to $4,000+, with an average booking cost of $950. Pricing typically reflects the size of the ensemble, performance duration, and additional services such as period costumes or vintage equipment. Smaller jazz combos represent excellent value for intimate gatherings, while larger orchestras provide spectacular entertainment for major themed celebrations.

How much does it cost to hire 1920s Era Musicians & Bands available in Kitchener, Ontario, Canada?

$Low price
from$300CAD
$$Average price
from$950CAD
$$$High price
from$4,000CAD

The average price for 1920s Era Musicians & Bands available in Kitchener, 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.

What our enquiries show

Based on 783 enquiries for 1920s Era Musicians & Bands at events in every location, made through this site in the last two years. Updated 11 October 2026.

Most requested for
Corporate events
28% of enquiries, the same as weddings
Typical first reply
Within two hours
78% of enquiries get a reply within a day
How early people enquire
About two months
29% enquire less than a month before the event
How far suppliers travel
About 40 miles
For the 71% based outside the event's town

Reviews of 1920s Era Musicians & Bands available in Kitchener, Ontario, Canada

5/5 from 319 reviews
Photo of The Kensie Jazz and Dance Band The Kensie Jazz and Dance Band "Perfect Jazz Band! Secured The Kensie Jazz Band for our 30th Anniversary corporate event. From start to finish they were perfect. Perfect background music while guests are engaging in the social circuit. Perfect background music while being seated and served for dinner. The band can adjust their sound level to your preference. They play a range of music. A live band is a classy touch and adds ambience to any event rather than a standard DJ. It is a completely different vibe. Nice group of people! Good pricing as well. Thank you!" Based in Toronto, Ontario (58 miles from Kitchener) Jenifer F. - Cocktail and Dinner Music Photo of Euro Café Duo Euro Café Duo "Thank you Euro Café Duo! Your romantic and charming jazzy Parisian and Italian inspired music really set the stage for our Soirée Salus event, held recently at the French Embassy in Ottawa. Andrea’s vocals were beautiful and together your collaboration filled the room with such a warm and inviting ambiance. We really can’t say enough how much your music was such a hit with Salus organizers and all our guests in attendance. Thank you again!" Based in Kingston, Ontario (208 miles from Kitchener) 11th December 2025 Andrea O-B - SoirĂ©e Salus Photo of Rick Holland's Uptown Society Orchestra 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." Based in Grand Rapids, Michigan, United States (262 miles from Kitchener) Tom Jurek - AMG Photo of Crook & Company Crook & Company "Robert and I are so over the moon grateful for the way Crook & Company graciously serenaded us and our guests for our wedding. You all did a phenomenal job with every detail. You were all professional, had amazing energy and extremely talented! You guys made the night perfect! I will definitely recommend your band in the future." Based in Milwaukee, Wisconsin, United States (373 miles from Kitchener) Caroline D. - Wedding Photo of Leah Hinton Band Leah Hinton Band "Leah and her guitarist Noe sang/played at my wedding ceremony and reception and added SO much to the romantic yet playful ambience I had going on. Her voice is absolutely gorgeous and flexible, accommodating jazzy/soul numbers to indie and pop numbers alike. She was extremely communicative and helpful in choosing songs, playlists and had great suggestions that made my wedding absolutely perfect Thank you so much Leah and Noe!!" Based in Manhattan, New York, United States (382 miles from Kitchener) Carro S. - Wedding Ceremony and Reception Photo of Andrew Thielen Big Band Andrew Thielen Big Band "WE were so glad we found Andrew Thielen Big Band. They are a real band that has been together for over twenty years perfecting their music, showmanship and dazzling variety of music that kept our dance floor jammed. WE almost got swayed into one of these chain bands called Empire something where they throw together bands for one night until we figured out you cannot be a 3 piece band one week and a 12 piece band the next. WE wanted a real band where the band leader has had repeat performances for the most discriminating buyers for years. Every age, everyones taste in music and our twenty something wedding party had the time of our life. Call them now for sensational singers, instrumentalists and organization." Based in Charleston, South Carolina, United States (736 miles from Kitchener) Aaron Hines - wedding reception

Want to see more reviews?

There are currently 319 reviews of 1920s Era Musicians & Bands in our review centre and the average rating is 5/5.

Read all reviews

Frequently asked questions

The average price for 1920s era musicians & bands on Gig Heaven is currently $950, with prices ranging from $300 to $4,000+. Pricing typically depends on the size of the ensemble, whether the act is a solo performer or a full band. Most acts specialise in jazz age standards, Charleston-style numbers and Dixieland jazz, so listening to profile samples is a good way to compare what each performer offers.

Many 1920s era musicians & bands offer the option of performing in 1920s-style attire, such as flapper dresses, pinstripe suits and fedoras. This can add an extra layer of authenticity to themed events. It is worth discussing costume options with the performers when making an enquiry.

The 1920s era musicians & bands in Kitchener, Ontario, Canada specialise in the sounds of the Roaring Twenties, including hot jazz, Dixieland, Charleston and ragtime. Many performers recreate the authentic feel of a 1920s speakeasy or Gatsby-themed event, often featuring period-appropriate instruments such as banjo, clarinet and trumpet.

Hiring 1920s era musicians & bands is a popular choice for Gatsby and prohibition-themed parties, vintage weddings, corporate dinners and cocktail receptions. The elegant, upbeat style of 1920s music works especially well as both background entertainment and a main performance to get guests dancing.

Yes, either add suppliers to your favourites and contact them all at once, or use the find a supplier wizard.

Booking as early as possible increases the chance of securing your supplier's availability on your event date, particularly during busy times of the year. However, many suppliers also accept last minute bookings, and we have successfully arranged bookings for clients with just a few hours' notice.

Contact the supplier you are interested in booking by clicking "Contact Now" on their listing. Discuss your requirements using our messaging system or join a video meeting (like a Zoom-call) to speak face-to-face. Once you are ready to confirm your booking, simply ask the supplier to send you a contract, which you can agree to online, or request amendments. Once you agree to the contract you will be asked to pay a 10% booking fee to confirm the booking, with the balance payable directly to the supplier by the due date you've agreed on.

Please browse our help and support section, or if you can't find what you need you can get in touch.

Event suppliers for all occasions worldwide