Street Entertainers for Hire in Winnipeg

Discover 128 street entertainers available for hire in Winnipeg, Manitoba, Canada. Street performers and buskers bring interactive entertainment that engages guests naturally, with acts averaging $470 and options from around $150.

Of the 128 suppliers listed here, one is based within 30 miles of Winnipeg. The other 127 are willing to travel there.

Rated Excellent (5/5) from 455 reviews of Street Entertainers
Home > Street Entertainers > Canada > Winnipeg

Based near Winnipeg

I do both walk around and stage magic/mentalism.

Winnipeg

Manitoba

(1)

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Willing to travel to Winnipeg

Based more than 30 miles from Winnipeg, nearest first

Comedy Magician

Saskatoon

Saskatchewan · 442 miles away

No reviews yet

Book from $200 (CAD)

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Comedian specializing in corporate events, fundraisers, etc.

Saskatoon

Saskatchewan · 442 miles away

(4) Replies in < 1 hr

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Flamenco Dancer, Chicago-based, traditional & fusion

Mundelein

Illinois, United States · 684 miles away

(5)

Book from $250 (USD)

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Fire, LED, and daytime dance performances in beautiful hand made costumes

Chicago

Illinois, United States · 718 miles away

No reviews yet

Book from $200 (USD)

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Caricature and Portrait Artist

Chicago

Illinois, United States · 718 miles away

No reviews yet

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Hands-on custom toy-making workshops for all ages and skill levels.

Chicago

Illinois, United States · 718 miles away

No reviews yet Replies in ~3 hrs

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African/Caribbean dancers drummers stilt walkers fire eater and mask artist

Chicago

Illinois, United States · 718 miles away

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Visual and Immersive Close-up and Stage Magic for corporate, wedding, or dining.

Calgary

Alberta · 748 miles away

No reviews yet Replies in ~4 hrs

Book from $300 (CAD)

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Award winning magician. Award winning comedian.

Kansas City

United States · 754 miles away

(3) Replies in < 1 hr

Book from $3000 (USD)

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Fun, Friendly, Fully Interactive! As seen at many a festival and fair.

Kansas City

United States · 754 miles away

(2) Replies in ~3 hrs

Book from $500 (USD)

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Comedy Magician & Mentalist, MC / Keynote Speaker for corporate events

Kansas City

Missouri, United States · 756 miles away

(10) Replies in < 1 hr

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I am a magician, Beetlejuice Impersonator, Stand up Comedian, Juggler, etc.

Butte

Montana, United States · 759 miles away

(3)

Book from $100 (USD)

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Magician

Goshen

Indiana, United States · 790 miles away

No reviews yet

Book from $275 (USD)

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Comic Ventriloquist Doug Mickan

St Louis

Missouri, United States · 850 miles away

(4) Replies in < 1 hr

Book from $400 (USD)

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Alternative rap with life's reality and positive outcome options.

Detroit

Michigan, United States · 851 miles away

No reviews yet

Book from $1500 (USD)

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Sleight of hand magician.

Lima

Ohio, United States · 892 miles away

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Entertainment Services - specialties include family shows & immersive workshops

Kitchener

Ontario · 904 miles away

(1)

Book from $395 (CAD)

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Showing 1-18 of 128 results

Need help finding Street Entertainers available in Winnipeg?

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How much does it cost to hire Street Entertainers in Winnipeg?

$Low price
from$150CAD
$$Average price
from$470CAD
$$$High price
from$1,450CAD

Rates for professional street entertainers in Winnipeg range from about $150 to $1,450+, with an average cost of $470. Pricing reflects the performer's experience level, act complexity, and performance duration. Solo buskers with acoustic instruments typically represent the lower end of this range, while elaborate multi-performer troupes with specialized equipment and interactive props command higher fees. Many performers offer flexible packages tailored to different event sizes and budgets. Contact the supplier you like for an accurate quote.

What our enquiries show

Based on 102 enquiries for Street Entertainers at events in Canada, made through this site in the last two years. Updated 19 October 2026.

Typical first reply
Within six hours
64% of enquiries get a reply within a day
How early people enquire
About four weeks
54% enquire less than a month before the event
Busiest months
July to November
52% of events take place in these months

Reviews of Street Entertainers available in Winnipeg

5/5 from 455 reviews
Photo of Paul Andrich Mentalist and Magician Paul Andrich Mentalist and Magician "Paul was fantastic! We had him work at our Christmas party this year. He did walk around magic before dinner. Then during dessert we had him perform his stage show. Both the walk around and stage show were wonderful. He had everyone talking. A couple of his more dangerous tricks had people gasping. Especially the one where he slams his hand down on paper bags and one of the bags has a spike inside. Terrifying. Highly recommend." Based in Winnipeg, Manitoba Dana Moore - Corporate event. Photo of Joel Jeffrey Comedian Joel Jeffrey Comedian "Joel entertained us for our staff forum, and it was a blast! Clean comedy that had us all rolling in the aisles. I would definitely recommend hiring Joel for your comedy needs. Thanks Joel for a fantastic evening!" Based in Saskatoon, Saskatchewan (442 miles from Winnipeg) 28th October 2025 Robin Nogue Photo of La Rosa Oscura Flamenco La Rosa Oscura Flamenco "Jennifer was absolutely the LIFE of our party! She is super easy to communicate with, very accommodating, more than punctual and even flexible when our internal event scheduling fell behind. She had our event guests clapping, dancing, and of course cheering between every song. We hope we can feature La Rosa Oscura again in the future and look forward to visiting her at shows around the city. Thank you, Jennifer!!!!" Based in Mundelein, Illinois, United States (684 miles from Winnipeg) Linda Stoklasa-Craig - Friends of Moos Elementary School nonprofit Photo of Mooncalf Magic Mooncalf Magic "Dynamic, Reliable, and Crowd-Ready Performer Mooncalf Magic brought high energy and strong crowd engagement to the Seafarer’s Beergarden at the Kansas City Renaissance Festival. Danny consistently connected with guests through humor, presence, and interactive charm. His flexibility in performance style made him a great fit for the unique rhythm of our themed festival environment. Behind the scenes, Danny was dependable, professional, and easy to work with. His time with us added great value to the Beergarden’s entertainment lineup, and I’m happy to recommend him for future bookings seeking an experienced, engaging performer. — Brandi Ogier Entertainment Director, KCRF" Based in Kansas City, United States (754 miles from Winnipeg) Brandi Ogier - Kansas City Renaissance Festival Photo of Adam Brown, The Gentle Giant Adam Brown, The Gentle Giant "Adam was hilarious and very professional. His acts were diverse and fun. He has a great attitude and is able to capture the attention of a large crowd. You won’t regret his act!" Based in Kansas City, Missouri, United States (756 miles from Winnipeg) 20th September 2026 Sydney Holgrin - Corporate Party Photo of Beetlejuice Impersonator Beetlejuice Impersonator "Our Beetlejuice character was the best! He was on time, professional and a great performer. The crowd loved him!" Based in Butte, Montana, United States (759 miles from Winnipeg) Sher Willis - JLL Manhattan Village

Want to see more reviews?

There are currently 455 reviews of Street Entertainers in our review centre and the average rating is 5/5.

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Frequently asked questions

Hiring street entertainers typically costs between $150 and $1,450+, with an average of $470. The price depends on the type of act, the performer's experience and the length of the booking. Street entertainment includes a wide range of acts such as living statues, stilt walkers, mime artists and busker-style musicians.

The street entertainers include living statues, stilt walkers, jugglers, mime artists, buskers, acrobats, balloon artists, magicians and other walkabout performers. Many acts combine multiple skills for a varied and engaging performance.

Typical bookings for street entertainers include festivals, fairs, corporate events, shopping centres, product launches, outdoor weddings, market events and community celebrations. Street entertainers bring atmosphere and spontaneous interaction to open spaces.

Most street entertainers are self-contained and need no stage, power or equipment from the venue. They perform in open spaces and among crowds. Some acts (such as stilt walkers) may need a flat surface and clear sightlines. It is a good idea to confirm any requirements with the performer.

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.

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