Image | Title / subject | Location and coordinates | Date | Artist / designer | Type | Material | Dimensions | Designation | Owner / administrator | Wikidata | Notes |
| Agora | Grant Park, 1135 S Michigan Ave, Chicago, IL 60605
41°52′05″N 87°37′24″W / 41.868068°N 87.623397°W / 41.868068; -87.623397 | 2004 (2004) | Magdalena Abakanowicz | Sculpture | Hollow, seamless pieces of iron that have been allowed to rust, creating a reddish appearance and a bark-like texture. | Height: 2.7 metres (8.9 ft) | | | Q4693570 | [1] |
 More images | Statue of Alexander Hamilton | Lincoln Park | 1952 (1952) | John Angel | Sculpture | Bronze | | | Chicago Park District | | |
 More images | Statue of Alexander von Humboldt | Humboldt Park | 1892 (1892) | Felix Görling | Sculpture | Bronze | | | Chicago Park District | | |
| Bronze Cow Statue | Chicago Cultural Center | 2001 (2001) | Peter Hanig | Sculpture | Bronze | Height: 4.5 feet (1.4 m) Length: 8 feet (2.4 m) | | | | [2] |
| Buckingham Fountain | Grant Park
41°52′33″N 87°37′08″W / 41.875792°N 87.618944°W / 41.875792; -87.618944 | July 21, 1993 (1993-07-21) | Daniel Burnham | Fountain | | | | | Q158989 | |
| Statue of Ceres | Chicago Board of Trade Building
41°52′41″N 87°37′56″W / 41.878056°N 87.632222°W / 41.878056; -87.632222 | 1930 (1930) | John Storrs | Sculpture | | | | | | |
| Chicago Picasso | Daley Plaza
41°53′01″N 87°37′48″W / 41.88361°N 87.62997°W / 41.88361; -87.62997 | 1967 (1967) | Pablo Picasso | Sculpture | Steel | Height: 15 metres (49 ft) | | | Q5095736 | [3] |
| Cloud Gate | Millennium Park
41°52′58″N 87°37′24″W / 41.882697°N 87.623303°W / 41.882697; -87.623303 | 2004 (2004) | Anish Kapoor | Sculpture | Stainless steel | Height: 13.4 metres (44 ft) | | | Q589099 | [4] |
| Crown Fountain | Millennium Park
41°53′01″N 87°37′48″W / 41.88361°N 87.62997°W / 41.88361; -87.62997 | 2004 (2004) | Jaume Plensa | Fountain | Granite and light-emitting diodes | Height: 15.2 metres (50 ft) | | | Q5095736 | |
| Flamingo | Federal Plaza
41°52′44″N 87°37′47″W / 41.87881°N 87.62967°W / 41.87881; -87.62967 | 1973 (1973) | Alexander Calder | Sculpture | Steel | Height: 16.20 metres (53.1 ft) | | General Services Administration | Q3073296 | [5] |
| Fountain of the Great Lakes | Art Institute of Chicago
41°52′44″N 87°37′24″W / 41.878778°N 87.623361°W / 41.878778; -87.623361 | 1913 (1913) | Lorado Taft | Fountain | Bronze | Height: 670 centimetres (22.0 ft) | | | Q787883 | |
| Fountain of Time | Washington Park | 1922 (1922) | Lorado Taft | Sculpture | Concrete | 7.3 m × 38.66 m × 7.16 m (24 ft × 126 ft 10 in × 23 ft 6 in) | | | Q2626263 | |
| Four Seasons | Chase Tower
41°53′01″N 87°37′48″W / 41.88361°N 87.62997°W / 41.88361; -87.62997 | 1974 (1974) | Marc Chagall | Mosaic | Glass | Height: 14.3 metres (47 ft) Width: 3 metres (9.8 ft) | | | Q5095736 | |
| Gentlemen | 330 North Wabash
41°53′19″N 87°37′39″W / 41.888611°N 87.627583°W / 41.888611; -87.627583 | 2015 (2015) | Ju Ming | Sculpture | Bronze | | | | | [6] |
.jpg) More images | Statue of Leif Erikson | Humboldt Park
41°54′24″N 87°42′06″W / 41.90675°N 87.70157°W / 41.90675; -87.70157 | 1901 (1901) | Sigvald Asbjørnsen | Sculpture | Bronze | | | Chicago Park District | | |
| Merchandise Mart Hall of Fame | Merchandise Mart Plaza
41°53′16″N 87°38′07″W / 41.887862°N 87.635315°W / 41.887862; -87.635315 | 1953 (1953) | Minna Harkavy, Milton Horn, Lewis Iselin, Henry Rox, Charles Umlauf | Sculpture | Bronze | | | | | [7] |
| Statue of Michael Jordan | United Center
41°52′51″N 87°40′23″W / 41.88083°N 87.67306°W / 41.88083; -87.67306 | 1994 (1994) | Omri Amrany, Julie Rotblatt-Amrany | Sculpture | Bronze, Granite | Height: 3.7 metres (12 ft) | | | | |
| Miró's Chicago | Brunswick Plaza
41°52′59″N 87°37′49″W / 41.883063°N 87.630350°W / 41.883063; -87.630350 | 1981 (1981) | Joan Miró | Sculpture | steel, wire mesh, concrete, bronze, and ceramic tile | Height: 12 metres (39 ft) | | | Q3054192 | |
| Monument with Standing Beast | James R. Thompson Center
41°53′06″N 87°37′51″W / 41.8851112°N 87.6309716°W / 41.8851112; -87.6309716 | 1984 (1984) | Jean Dubuffet | Sculpture | Fiberglass | Height: 8.8 metres (29 ft) | | | Q6906917 | [8] |
| Muddy Waters Mural | 17 N. State St., Chicago, IL
41°52′58″N 87°37′48″W / 41.8827005°N 87.6299666°W / 41.8827005; -87.6299666 | May 2016 | Eduardo Kobra | Mural | Paint on brick | Height: 9 stories | | | | [9] |
 More images | Statue of Richard J. Oglesby | Lincoln Park | 1919 (1919) | Leonard Crunelle | Sculpture | Bronze, Granite | | | Chicago Park District | | |
.jpg) More images | Statue of William McKinley | McKinley Park | 1905 (1905) | Charles Mulligan | Sculpture | Bronze, Granite | | | Chicago Park District | | |
| Transit | CTA Headquarters
41°53′08″N 87°38′51″W / 41.8855448°N 87.6473907°W / 41.8855448; -87.6473907 | 2004 | John Bannon | Sculpture | Neon tubes | | | | | |
.jpg) More images | Ulysses S. Grant Monument | Lincoln Park | October 7, 1891 (1891-10-07) | Louis Rebisso | Sculpture | Bronze | Height: 60 feet 9 inches (18.52 m) | | Chicago Park District | Q105212512 | [10] |
| Vietnam Veterans Memorial (Chicago) | 41°53′13″N 87°37′38″W / 41.88706°N 87.62714°W / 41.88706; -87.62714 | November 11, 2005 (2005-11-11) | Gary Tillery | Sculpture | Bronze | Width: 16 Feet | | Chicago Park District | | |