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A work made of watercolor on heavy paper.

Chicago Travel Sketches, Congress Circle with Buckingham Fountain, Travel Sketch, 1996

DLK Architecture

A work made of oil on yellow poplar panel.

New England Country Seat, 1800–20

Artist unknown

A work made of graphite on strathmore paper.

System of Architectural Ornament, Plate 8, Parallel Axes, 1922

Louis H. Sullivan

A work made of graphite and colored pencil on tracing paper.

Gene and Nancy Bavinger House: Third Floor Plan, 1950/51

Bruce Goff

A painting of a light-skinned man in a suit and glasses standing in profile and a light-skinned woman with chin-length gray hair and wearing a full-length bright-pink robe stand in a courtyard with various sculptures. Between them is a large stone on a plinth, behind them a green abstracted seated figure, and off to the right a totem pole.

American Collectors (Fred and Marcia Weisman), 1968

David Hockney

A work made of graphite on tracing paper.

Anthony House, Design Drawing, 1941

George Fred Keck

A side-view section drawing of a bulbous dome-shaped car showing its internal mechanics, a steering wheel in two positions.A side-view section drawing of a bulbous dome-shaped car showing its internal mechanics, a steering wheel in two positions.

Dymaxion Car for Henry Kaiser, Longitudinal Section, c. 1943

Richard Buckminster Fuller

A work made of gravure print on paper.

Trinity Portland Cement Company Promotional Material, Highways of the Future, Presentation Drawing, 1943

Hugh Ferriss

A work made of marker on tracing paper.

River City IA, Chicago, Illinois, Sketches, c. 1986

Bertrand Goldberg

A black-and-white perspective aerial photograph of city blocks, one section overlaid with drawings of building developments.

Berlin Development Project, Friedrichstadt District, Office and Commercial Buildings, Berlin, Germany, Perspective View, 1928

Ludwig Karl Hilberseimer

Shallow and tall painting tightly focused on a black paneled door, a wreath of dying flowers hanging on it and a hand reaching to the doorknob from left.

That Which I Should Have Done I Did Not Do (The Door), 1931–41

Ivan Albright

A work made of pencil on paper.

Joseph Brenneman Elementary School, Chicago, Illinois, Interior Perspective, 1960–1966

Bertrand Goldberg

A work made of graphite on strathmore paper.

System of Architectural Ornament, Plate 5, The Values of Axes, 1922

Louis H. Sullivan

A work made of six panels of clear and colored textured glass in oak sash.

Ravinia Park Casino Building: Window, 1904 (building demolished in 1986)

Peter Joseph Weber

A work made of graphite on paper.

Proposed Monument for the National Terra Cotta Society, Elevation, 1923

Louis H. Sullivan

A work made of graphite pencil on tracing paper.

Gene and Nancy Bavinger House: East Elevation Showing Entrance, 1950/51

Bruce Goff

A work made of ink and pencil on buff board.

Charles W. Eliason Jr. House, Chicago, Illinois, Interior Perspective, 1932

Paul Schweikher

A work made of gray earthenware with traces of slip and polychrome pigments.

Immortals Riding Dragons: Section of a Tomb Pediment, Han dynasty (206 BCE–220 CE), 1st century

A work made of graphite and ink on paper.

Blacksher Garden Apartments, Mobile, Alabama, Interior Perspective, 1955–1958

Bertrand Goldberg

A work made of graphite on linen.

860–880 North Lake Shore Drive, First Floor, Mezzanine, and Second Floor, Plumbing and Ventilation, 11/22/1949

Ludwig Mies van der Rohe

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