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A detailed sketch in black of a building with a tall tower surrounded by shorter structures more loosely defined.

Carbon and Carbide Building, Chicago, Illinois, Perspective Sketch, 1927–28

Burnham Brothers, Architects

A series of drawings on one page indicating the process for sketching organic leaf forms, featuring fours rows of examples in varying degrees of complexity.

System of Architectural Ornament, Plate 2, Manipulation of the Organic, 1922

Louis H. Sullivan

A work made of terra-cotta.

Decorative Panel from the Eli B. Felsenthal Store, Chicago, Illinois, 1905

Louis H. Sullivan

A work made of graphite on strathmore paper.

System of Architectural Ornament, Plate 19, Untitled, 1923

Louis H. Sullivan

A wood-framed glass window with a grid pattern formed by came sections, or leaded outlines, repeated vertically three times. Yellow glass in the details.

Tomek, F.F., House: Spare Window, 1907

Frank Lloyd Wright

A work made of ink and watercolor on paper.

Plan of the Center of the City, the 1909 Plan of Chicago, 1909

Daniel Hudson Burnham

A work made of iron, painted and/or bronze-plated.

Lobby Elevator Grille from the Rookery Building, Chicago, Illinois, c. 1907 (removed about 1931)

Frank Lloyd Wright

A drawing of curvilinear architectural ornamentation detail. Title reads "Fantasy, a study of curves in three dimensions."

System of Architectural Ornament, Plate 14, Fantasy, 1922

Louis H. Sullivan

A work made of conté crayon and charcoal with stumping on board.

Century of Progress Exposition, Travel, and Transport Building, Chicago, Illinois, Perspective, c. 1930/32

Edward Herbert Bennett

A work made of cast iron.

Frieze Section from the Rothschild Building, Chicago, Illinois, 1881 (demolished 1972)

Adler & Sullivan, Architects

A framed glass window with two vertical geometric forms dividing the plane, shades of green and yellow scattered in the design.

Gerald Mahony House Window, 1907 (demolished 1965)

Marion Mahony Griffin

A work made of wrought and cast iron.

Fisher Building, 343 South Dearborn Street, Chicago, Illinois: Upper Portion of Elevator Grille, 1895/96

Charles B. Atwood

A photocollage of the top of a multistoried building with a cantilevered roof—extending horizontally and supported at only one end—and a patio below, surrounded by trees and water.

McCormick Place: Perspective View Looking toward Lake, c. 1969

C. F. Murphy Associates

A work made of ink and colored pencil on cellulose acetate; taped edges.

Suburban House with Parabolic Roof, Perspective Rendering, 1947

Hugh Mackie Gordon Garden

A work made of copper-plated cast iron in metal frame.

Elevator Frieze Panel from the Chicago Stock Exchange Building, 1893-94

Adler & Sullivan, Architects

An elevation drawing of a spiral-shaped building with a stone facade and central pole. Spaces are numbered 1, 3, 4, 6, 7, 8, and 9.

Gene and Nancy Bavinger House, Section, Norman, Oklahoma, Design Drawing, 1950–51

Bruce Alonzo Goff

A work made of colored ink on a printed map.

Plate 75 from The Plan of Chicago, 1909: Chicago. Diagram of the City, Showing Complete System of Inner Circuits, 1909

Daniel Hudson Burnham

A work made of graphite on board.

Three Twenty Oakdale Apartment Building, Chicago, Illinois, Perspective, 1953/54

Milton Meyer Schwartz

A work made of oil on canvas.

The Old Temple, 1787/88

Hubert Robert

A loose perspective sketch, as through viewed from street level, of an L-shaped high-rise building emphasizing vertical columns.

Highrise Buildings Sketch, Chicago, Illinois, Perspective Sketches, c. 1946–1948

Ludwig Mies van der Rohe

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