Jessica, live caricature artist in Toronto

Smile a Mile Art · Toronto

Book Jessica

Toronto & the GTA

Toronto-based caricaturist with theme-park speed and a warm, flattering style. A regular on university and festival gigs, and comfortable drawing all day in a crowd.

Colour liveB/W lineCouples & groupsCampus & festival
Request a quote for Jessica(647) 909-1481WhatsApp

Jessica’s work

Drawn live, on site, in front of guests — tap any image to enlarge.

Colour caricature of a young girl with pigtails by JessicaCouple caricature in a rowboat drawn live at an eventColour beach-themed couple caricature by JessicaBlack and white couple caricature drawn at Canada's WonderlandGuests posing with their finished caricature at a theme parkCouple seated with their colour caricature on the easel

One booking, one contract

Jessica is part of the Smile a Mile Art roster. You book through us, we handle the paperwork, insurance and timing — Jessica shows up and draws.

  • Weddings from $850 (5 hrs) · Corporate $175/hr · Parties $150/hr
  • Fully insured, punctual, and used to long lines and tight timelines.
  • 5-star reviewed on GigSalad, trusted by universities and corporate clients.

Want Jessica at your event?

Send your date and we’ll confirm availability, usually the same day.

Check your dateSee the full roster