Caricature Artists, Illustrators, Entertainers
Chicago Caricature-Caricature Artists, Illustration and Entertainment in Chicago Illinois live event caricature drawing chicago digital caricature art cicero illinois oak park berwyn chicago studio illustration from photo elmwood park illinois lincolnville illinois norridge retirement party entertainmentevanston wheaton glencoe zoom caricatures chicago corporate event illustration caricature artist naperville chicago pet caricatures digital caricatures chicago virtual carictures illinois
Caricature Artists, Illustrators, Entertainers

Welcome to Chicago Caricature

Our collective of experienced Chicago caricature artists look forward to being part of your event in Chicago Illinois, Cicero, Oak Park, Berwyn, Evaston and more. We have been drawing live caricatures at events and fundraisers, digital caricatures at weddings and graduations and studio illustrations from photos for years.

Booking a Chicago Caricature artist will add a unique and memorable touch to various occasions and events including weddings, student engagement events and graduations, retirement parties, birthday parties, corporate meetings and more. Your guests will be engaged and amused and will have a unique keepsake to bring home - providing a lasting momento of your event. A cherished memory for years to come.

With Live Digital Caricatures - we bring a monitor to share our screen so everyone can see the caricatures take form - a fun and interactive experience your guests are sure to remember. Contact Chicago Caricature for more information at look@chicagocaricature.com

Studio Caricature Illustrations are personal, custom works of art. We take your photos and ideas and combine them into the caricature of your imagination. Studio caricature illustrations make great gifts. Our studio caricatures have also been used on websites, signs, business cards, tattoos etc. We draw studio caricature illustrations from photo and are limited only by your imagination. What better way to let your loved one, colleague or friend know you are thinking about them. With only a good resolution photo, and your art direction, we produce custom works or art together. A well loved, appreciated and thoughtful gift. They make great social media avatars and business logos too!

Booking a Chicago Caricature artist to draw pets is a fantastic way to celebrate your furry friends. Whether a pet-themed party, a fundraiser for a local shelter or just a gathering of pet enthusiasts - booking an artist for Pet Caricatures is sure to get some tails wagging!

Chicago Caricature can't wait to be part of your next event or celebration. Contact us today at look@chicagocaricature.com


Studio caricature illustrations are a great way to celebrate special occasions such as graduations, anniversaries, retirement and birthdays to name a few. Hand drawn with your creative input, the only limit is your imagination.

Our prices are based on both the number of people and additional design ideas. The price for a black and white head and shoulder caricature illustration starts at $75 per person and $100 in color. Additional design items and background are charged based on the scope of each addition.

Upon receiving your photos and ideas, we will firmly quote you on your drawing based on the information you have provided us with.

Simply review the quote, ask any questions you might have and let us know when you are ready to go :)

We prepare and send you an invoice for a non refundable deposit of 25% or $50 whichever greater to start the work.

We start with a sketch of the people or subject matter and send you a draft of the caricature illustration for approval and feedback.

Once we receive your feedback, we incorporate your changes and draw the additional details. This second draft is drawn with high priority.

Further changes can be requested which may take longer to apply and may result in additional charges if the changes are beyond/different than the original request.

A high resolution digital file is supplied in your preferred format (excluding vectorization) and color scheme. Vectorization

If you are printing using a commercial print shop we would gladly work with their preferred format.



Live caricature artists have been a popular form of entertainment for centuries, and we know Chicago appreciates good entertainment!

Live Digital caricatures for events are drawn with specialized software on a tablet or laptop and displayed on monitor or projector for all to see. Digital and virtual caricatures can be drawn socially distanced. We send the drawings to your guests electronically to ensure a touch free experience.

Book us for your next celebration or corporate event in Chicago, Buffalo Grove, Evanson or Naperville today. We know you will not be disappointing.

We offer many live virtual caricature group packages. Great for group sizes of all kinds, an economical way to bring a Chicago Caricature artist to your home or office - virtually. Similar to digital caricatures, we share our screen with you so you can join the fun in watching your virtual caricature drawing come to life.


We draw live caricatures at events in Chicago Illinois. Live caricature drawing provides great entertainment value at large corporate events, festivals, fundraisers, trade show booths. Live caricature's are a fun addition to family events including birthday parties, baby showers, weddings and bar and bat mitzvah's. No group is too big or too small for our group of professional caricature artists.

Guests enjoy the process of sitting to be drawn and in just a few minutes walk away with a fun caricature of themselves and great memories of your event. We love making people smile!

Pair live caricature drawing with custom themed template designed to match the theme and feel of your event.


Anyone who has a pet knows the value they add to our lives. Many people consider their pets to be part of the family and their best friends. Do you know someone who is a pet lover in your life? We know they will be thrilled to receive their pet drawn as caricature. A thoughtful and touching gift. Simply send us a photo of the pet with a description of what you want to have drawn. Ordering one couldn't be easier.

Pet related events have become popular through the years from fundraisers, walk-a-thons and employee appreciation bring your pet to work events. We love drawing your pets at live events. We can draw pets live or by photo in just a few minutes.


We produce quality caricature and illustration work in various forms and media: Custom Studio Caricatures From Photos or Live Subject, Live Digital Caricatures at Parties, Trade Shows, Weddings and Corporate Functions, Drawing live caricatures at your events, functions, picnics, trade shows, corporate or private parties, Illustration work for publications or advertising, Digital and Vector Comical Imagery, Animated caricatures for presentations, web sites, ecards or desktop

Custom Studio Caricatures From Photos or Live Subject

We start from your photos and theme. A pencil draft is produced which you critique and comment on. Upon receiving your changes we redraw the image according to your feedback. You critique the new draft and approve or request new changes. We repeat these steps in two rounds of changes. Additional changes after the two rounds are billed on an hourly basis.

Once you are happy with the rough draft we produce the complete artwork in ink and paint using quality paints and permanent inks. The artwork is produced on acid free cotton base museum quality art boards. Voila. Your first experience as an art director was a success!

Live Digital Caricatures at Parties, Trade Shows, Weddings and Corporate Functions in Chicago, Illinois

Digital caricature artists are great for trade show, conventions & corporate events and product promotions. We also draw live digital caricatures at weddings, birthday parties, reunions and many more kinds of personal or corporate gatherings. Everyone in all age groups enjoy digital caricatures. We draw them on the sport and send them to the guests electronically. We can also print the digital caricatures on the spot and give them to the clients in plastic sleeves. These make great avatars and social media posts.

Chicago Event Caricature Art

Other than being a solid form of entertainment for all age groups, the attendees take an original piece of art with them. Our live party caricatures are often framed and remain in offices and homes for years. Impress your guests by hiring us to draw them at your function, event or party.

We draw live caricatures in all major cities and smaller towns across Illinois. Hundreds of companies and organizations have hired us to draw live caricature sketches at their corporate functions, picnics or galas. Our traditional caricature clients have been using our services since 1991.

Custom Caricature Illustration, Cartooning

Caricatures are great to be used as gifts, avatars, mascots, or as logos for a businesses or as imagery for websites and apps. They make great corporate gifts or employee awards that impresses them in a personal way. Caricatures are attention grabbers and a unique and memorable style of gift-giving.

We create the initial artwork for you and will customize it to be used for any medium and any environment. They can be used for murals, embroidered, ironed on, silk screened, carved or printed in many different ways. We come up with innovative ways to make it work for you. You can have the same image used on clothing, mouse pads, coffee cups, online and printed publications, bumper stickers etc.

Digital and Vector Imagery

We create digital vector caricature illustrations. These can be resized to any extend without getting jagged or pixelated. From business cards to hot air balloons, one file fits all!

Animated Caricature Art

Adding motion to a caricatures literally brings it to life. Full color digital caricatures can be used on your web site, desktop or for social media. They can be created in GIF or SWF formats. SWF files can have sound as well. We have created animated education tools using caricatures.

Electronic greeting tools can also be created this way. We match the electronic files with the printed and hand drawn art. Having the same fun-filled style of cartoon imagery on your company web site, Christmas cards, party collateral corporate gifts, signage and t-shirts shows you are aware of the value of brand. We can do it all for you.

How much is a caricature artist?

The price of a caricature artist can vary greatly across The USA. For an experienced caricature artist you can expect to spend between $100 and $160 per hour per artist for traditional paper based caricatures and between $150 and $250 per hour per artist for digital caricatures.

What is the meaning of caricature?

The Meridian-Webster Dictionary defines "caricature as exaggeration by means of often ludicrous distortion of parts or characteristics" We strive to draw slightly distorted but pleasing - appreciated caricatures of everyone we draw.

How long does a caricature take?

The artists in our collective each average 15 years experience in event caricature drawing. We draw 10 to 12 people per hour live - black and white, head and shoulders. This means it takes us between 4 and 5 minutes per person to draw a caricature.

What is a digital caricature?

We have been drawing digital caricatures across North Eastern US for the past 20 years. Digital caricatures are hand drawn caricatures, similar to traditional paper based caricatures. Digital caricatures are drawn on a laptop or tablet with the drawings being displayed on monitor or projected for all the guests to see the caricatures take shape.

Digital caricatures are a versatile and can be used as custom framed art, t-shirts, coffee cups, social media avatars and marketing.


Contact us at look@chicagocaricature.com for our up to date list of available artists in your area.


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