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Caricaturists in Chesterfield For Hire

Explore our collection of the best caricature artists in Chesterfield, available for weddings, parties, and corporate functions. Our caricatursits provide a wide variety of styles (digital, classic, silhouette, artists) and prices start from £150/event.Read more

Caricaturists in Chesterfield

Hire Chesterfield’s best caricaturists for your 2026 event. Choose from 44 talented artists specialising in live sketches and digital portraits, perfect for vibrant wedding receptions and birthday parties at Ringwood Hall.

  • Every caricaturist on our platform is hand-vetted by our team, using strict quality signals such as artistic talent, reliability, and verified client feedback to ensure top-tier entertainment.
  • Booking a caricaturist typically averages £524 per event, with final pricing varying based on the duration of your booking and specific entertainment requirements.
  • Poptop caricaturists in Chesterfield have successfully entertained guests across 1,238 events, earning 362 verified reviews and a brilliant 4.92* out of 5* average rating.

A dapper man in a green velvet jacket and hat writes on a clipboard, while a woman in a red gown smiles nearby, creating a lively atmosphere.
5.0(8 reviews)
• 16 bookings

Hilarious Caricature by Barrie James

Live caricatures are the perfect icebreaker during an afternoon drinks reception or a hilarious addition to an evening event.

from £525 / event

Why event planners love Poptop

Reviews for Caricaturists in Chesterfield

Read verified reviews from real clients, who booked with Poptop in Chesterfield

D
Demi10 Dec 2024

Booked for Corporate Function

Alan was a great addition to our party, not only were his drawings very good! But he was extremely engaging with all people who attended. I highly recommend him for any event or engagement you may be planning. Thank you Alan!
T
Tara Johnson4 Jun 2023

Booked for Wedding

We had such an amazing experience having Francesco at our wedding! His drawings were amazing and he was very friendly and our guests loved having their pictures done. Thank you Francesco!!! I can't wait to frame the caricature and keep it on my wall as a keepsake forever.
M
Mark Bailey10 Feb 2023

Booked for Celebration

Yanthia was superb from start to finish. Quick to respond to emails. She arrived early and was ready to go at the start time. She didn't stop drawing for the full session! Children, young people and parents were all delighted with their caricatures. Couldn't have asked for any better! Thanks Yanthia.
N
Neil1 Aug 2021

Booked for Wedding

Gremlyn was booked for our wedding in Cornwall in July. Bearing in mind that he had to travel from Swansea for his 6pm appointment he arrived at the agreed time. His work was brilliant and not only did he draw fantastic characatures of the guests he was great entertainment for them also. Gremlyn was great value for money and I would highly recommend him.
L
Laura Brain27 Jun 2021

Booked for Wedding

Brilliant addition for our wedding and great that our guests could have a keepsake from our wedding. So pleased we booked Yanthia who was very professional. Highly recommend
G
Geraldine Sheldon23 Sep 2019

Booked for Wedding

It was my son's wedding reception. Gremlyn was fantastic. He worked quickly was amazing. The guests loved him and were queue-ing up for his talents. I would recommend Gremlyn 110%. I will be recommending Gremlyn and when the opportunity arises I will definitely book Gremlyn again. He helped make the reception one to remember. Thank you.

We delivered next level parties for exceptional companies

We also did more than 40,000 birthday parties. Probably, including your neighbour’s recent big bash.

Poptop Event Management/
Caricaturists/
Caricaturists in Derbyshire/
Caricaturists in Chesterfield
Smiling caricature artist at a bright catering event, holding a crisp sketch in a plastic sleeve; lemon-print dress, polished glasses, warm atmosphere.
5.0(19 reviews)
• 54 bookings

Live Pen & Ink Caricatures by Michael

Michael has worked with some of the biggest names in the business including the likes of Microsoft, Mercedes Benz, Audi, Porsche, John Lewis, Sky, The Prince's trust, Skoda and many more.

from £350 / event
A smiling woman with long blonde hair holds a tablet displaying a colorful cartoon of herself, set in a bright, modern office.
4.96(28 reviews)
• 104 bookings

Rollercoaster of Laughs with Digital Caricaturing by Mr. Illustrations

An amazing Artistic performance! Which will have your guests rolling on the floor with laughter! A fantastic experience that you'll always never forget!

from £275 / event
A bright, airy space features a neatly arranged table with an illustration sign, art supplies, a tablet, and a stylish woman smiling by the window.
5.0(7 reviews)

Evie Stella Beautifully Illustrates Your Guests Live At Your Event

Evie Stella brings moments to life through elegant live illustration at events. Her art is more than a service—it's a celebration, drawn in real time.

from £200 / event
Live wedding caricature service, artist sketching a smiling bride and groom in warm indoor light, elegant reception atmosphere.
5.0(7 reviews)

Experienced, Fast & Friendly Caricaturist for Events, Weddings & Parties

A reliable, experienced and funny caricature artist that will bring that extra magic to your special occasion. Quick sketches that your guests will be amazed at and take home with them.

from £300 / event
Two women hold illustrated portraits against a vibrant, colorful backdrop, showcasing their unique hairstyles and confident expressions.
5.0(8 reviews)
• 7 bookings

Super Spitting-Image Caricatures

Quick, accurate, realistic caricature portraits, by an award-winning Spitting Image caricaturist and national newspaper cartoonist with over 15 years of live event drawing experience.

from £200 / event
Three smiling individuals pose together, showcasing a whimsical caricature and vibrant outfits, evoking a festive, joyful atmosphere.
4.85(47 reviews)
• 119 bookings

Caricaturist Pen Jones - Experienced and Fun!

Chose me, Pen Jones, to entertain at your event and I will with no doubt delight and amaze your guests with my lightning-quick, spitting image caricatures.

from £120 / event
Two whimsical caricatures of women, drawn in black ink on white paper, rest on a wooden desk, showcasing playful expressions and details.
5.0(96 reviews)
• 299 bookings

Yanthia Caricaturist, Providing an Original Form of Entertainment

I can offer designs of all types for children and adults in black and white or adding a touch of colour, providing an original form of entertainment and unique memory for your guests.

from £240 / event
Elegant live illustration display on a rustic wood table, with easels, polished lantern, and wedding sketches in soft daylight.
No reviews yet • 2 bookings

Elegant Live Wedding Illustrations & Guest Keepsakes

Elegant live wedding illustrations in watercolour. Provide premium keepsakes for your guests of your special day.

from £350 / event
A lively tent setting features a caricature artist capturing a woman's amusing expression, vibrant decor, and guests enjoying drinks.
5.0(14 reviews)
• 25 bookings

Multi award-winning caricature artist know as one of the best in the UK!

I am a walkabout artist who mixes and mingles with the guests providing laughter with my likable character and fun personality sure to entertain everyone around me plus my drawings are ace!

from £300 / event
A sleek black table displays a robotic drawing setup next to wooden envelopes, featuring sketches of faces on pastel yellow notes, showcasing tech creativity.
5.0(18 reviews)
• 40 bookings

Sketch Art Bot AI PhotoBooth

AI-powered robot draws your portrait in 60 seconds! A futuristic twist on photo booths — fun, interactive, and unforgettable. Ideal for weddings, parties & corporate events.

from £690 / event
A cheerful man with glasses proudly displays a colorful digital caricature on a tablet, set against a vibrant conference backdrop.
POPTOP CHOICE 😎
4.98(66 reviews)
• 203 bookings

Fun & Unique Digital Caricatures by Francesco

Huge hit at all sort of events: Trade Shows, Expo, Bat Mitzvahs, Wedding, Birthday Parties, celebration of any sorts! Your guest will have a unique lasting memento from the event!

from £350 / event
A skilled artist showcases a detailed silhouette drawing to an engaged woman, all beneath soft, ambient lighting, capturing event magic.
5.0(13 reviews)
• 50 bookings

Silhouette Portrait Artist Sassy Steve

Steve can create silhouette portraits of your guests, cutting their likenesses from black paper and mounting them on the card to give them unique mementos of a special event!

from £300 / event
A woman with blue-streaked hair smiles while sketching on a tablet, seated at a sleek white table amidst a vibrant event backdrop.
4.94(18 reviews)
• 43 bookings

Real-Time Digital Caricatures + Optional Event TV Display

Bring your event to life with fun, fast, and unforgettable live caricatures! Digital caricature is a unique keepsake that entertains guests and adds a personal touch to your celebration!

from £230 / event
Elegant watercolor illustrations of wedding attire, framed on textured white cards, evoke a stylish, romantic atmosphere for Zoe & Paul.
5.0(6 reviews)
• 6 bookings

Beautiful Illustrations of Guests Using Watercolours, Mounted & Branded

Add a special form of entertainment to your event with live watercolour portraits! In just minutes, I’ll capture the essence of your guests, creating stunning keepsakes.

from £450 / event
In a sunlit outdoor venue, a joyful couple smiles while holding a caricature, their casual seating surrounded by vibrant greenery.
5.0(3 reviews)
• 8 bookings

Live Caricature Wedding Illustration in Cornwall + Devon by Cassie

Fun live wedding illustration with caricature portraits drawn before your eyes in just a few minutes. Cornwall Caricatures' speedy style + bubbly personality will keep your guests giggling!

from £485 / event
An artist sketches a caricature on a white board, using a marker, while viewing a reference photo on a small camera.
5.0(4 reviews)
• 1 booking

Feature-Friendly A4 Cartoon-Themed Drawings

My unique themed drawings & feature friendly caricatures will have your guests talking about your event long after everyone has left.

from £200 / event
A joyful couple stands next to a colorful caricature, framed on a rustic wood display; warm lighting enhances their celebratory mood.
4.84(32 reviews)
• 109 bookings

Chris Taylor Drawing Humorous Caricatures

I connect with my subjects and make them feel at ease I accentuate features to bring out the unique person they are - entertainment value also great quality and value for money.

from £270 / event
A lively wedding scene features a couple cheerfully posing with a caricature, surrounded by elegantly dressed guests and cozy wood beams, radiating celebration.
Masterful Duo Crafting Colourful Caricatures
Masterful Duo Crafting Colourful Caricatures
Masterful Duo Crafting Colourful Caricatures

Caricaturists spotlight 🌟

Masterful Duo Crafting Colourful Caricatures

4.68(19 reviews)
• 77 bookings

We’re Chris & Sara, a caricature artist duo providing live entertainment for weddings, corporate events, and private celebrations across the UK. We draw guests on the spot, creating fun, flattering keepsakes that always bring smiles and laughter. Chris creates the fast line work, while Sara adds colour and finishing touches for vibrant, detailed caricatures. We also offer digital commissions and post-event extras.

About supplier

We’re Chris & Sara, a caricature duo who love creating fun, relaxed entertainment at events. We draw guests live while chatting and making people smile — it’s interactive, personal, and always a crowd favourite.

from £375 / event

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Caricaturists in cities of Derbyshire

Derby(40)

Also available in

London(49)
Bristol(43)
Manchester(41)
Birmingham(40)
Liverpool(40)
Edinburgh(34)
Glasgow(33)