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Gina Stebbins St. Charles, IL Deadline: Feb 27, 2026
Gina Stebbins St. Charles, IL Deadline: Apr 24, 2026
Tall-Grass Arts-Association Park Forest, IL Deadline: Apr 30, 2026

Paint Southport 2021

Organization: Paint Southport Location Chicago, Illinois Entry Fee Paid Entry Deadline July 7, 2021 Exhibition Aug 21 - Aug 21, 2021
Paint Southport 2021 will be a one-day plein air paint-out competition, on August 21, 2021, featuring 20 Chicago-area artists drawing and painting the afternoon scenery on Southport Avenue in Chicago. Plein Air artists 18 and older who live in the greater Chicago metropolitan area are eligible to enter. Only 20 artists will be selected to participate in this event, juried from work submitted for review using this EntryThingy application.

The public will watch as the artists set-up and paint or draw the neighborhood scenery in an 8-block area (Southport Avenue from Byron to Roscoe) in real time, from 1:00-4:00 p.m. Together, artists and spectators will be immersed in the creative process, enjoying the neighborhood scenery and watching how the artists interpret it. Visitors to the event will see artists lining the streets to paint as they did 100 years ago in Paris; see the paintings come to life before their eyes; enjoy the businesses and restaurants on Southport; and decide to buy a work of art, or be inspired to create!

Painting will start at 1:00 p.m. At 4:00 p.m., artists will put down their brushes, frame their work, and bring it to a central area, to be judged for four awards: Best of Show; Second Place; Honorable Mention; and a 'People's Choice' award, voted on by event visitors. The judge will review the work both during its creation and in final form. Finished paintings on display at the end of the event's may be sold directly to the public by the artists.

Paint Southport 2021 is presented by Spectra Fine Art, and is sponsored by the Lakeview Chamber of Commerce, with support from Chicago's Special Service Area 27 (SSA#27)

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