Iskowitz’s Midnight paintings were a key part of his 1980s body of work. During this decade, art historian Ihor Holubizky notes that “Iskowitz returned to painting bold and colourful “lozenge figures” that first appeared in his Lowlands series, 1969-1970, and in the first of the critically celebrated Uplands paintings in 1970 (collection National Gallery of Canada). The palette-range for the “lozenges” are purple, red, green, yellow and blues against primarily red, blue and green “grounds.”” In 1986, the year Iskowitz painted Midnight #9, he talked about “creat[ing]…space and depth in terms of the sky and flying shape.” Holubizky writes: “In Midnight #9, and related works, Iskowitz created a subtle “second figure” in purple with white highlights on the darker blue ground. The “lozenges” float on this double-ground deep-space in a dramatic and calculated balance of warm/hot and cool colours.” Iskowitz’s Midnight paintings were exhibited at Gallery Moos on Yorkville Ave. in Toronto. 

Works from the Midnight series are held in the Art Gallery of Ontario (Midnight #2, 1987), The Art Gallery of Windsor (Midnight A, 1986), and the Glenbow Museum (Midnight #4, 1986). Other Iskowitz paintings are held in the permanent collections of the Musée des beaux-arts de Montréal, the Art Gallery of Peterborough, and the Nickle Arts Museum.