| # | Bâtiment | Images | Hauteur | Nombre d'étages | Type de bâtiment | Année | État |
|---|---|---|---|---|---|---|---|
| 1 | 1700 East 56th Street | 9 | 376 ft | 38 | gratte-ciel | 1968 | |
| 2 | Solstice on the Park | 4 | 298 ft | 26 | immeuble | 2018 | |
| 3 | 5252 | 295 ft | 27 | immeuble | 2019 | ||
| 4 | Cornell Village | 5 | 276 ft | 27 | immeuble | 1968 | |
| 5 | Chicago Midway Plaisance Ferris Wheel | 264 ft | - | grande roue | 1893 | ||
| 6 | Harper Court North Tower | 261 ft | 20 | immeuble | 2020 | ||
| 7 | Illinois Pavilion | 235 ft | - | grande salle monumentale | 1893 | ||
| 8 | Center for Care and Discovery | 225 ft | 10 | immeuble | 2013 | ||
| 9 | Promontory Apartments | 10 | 218 ft | 21 | immeuble | 1949 | |
| 10 | Rockefeller Memorial Chapel | 12 | 201 ft | - | église | 1928 | |
| 11 | Vista Homes | 13 | 194 ft | 17 | immeuble | 1926 | |
| 12 | Saieh Hall of Economics | 14 | 180 ft | 5 | édifice avec tours | 1928 | |
| 13 | City Hyde Park | 172 ft | 14 | immeuble | 2016 | ||
| 14 | The Cloisters | 51 | 170 ft | 13 | immeuble | 1928 | |
| 15 | Hampton House | 6 | 155 ft | 12 | immeuble | 1918 | |
| 16 | 5401 South Hyde Park Boulevard | 5 | 151 ft | 15 | immeuble | 1962 | |
| 17 | Montgomery Place | 5 | 148 ft | 14 | immeuble | 1990 | |
| 18 | Star Tower | 21 | 146 ft | 13 | immeuble | 1930 | |
| 19 | International House | 8 | 144 ft | 12 | immeuble | 1932 | |
| 20 | Vue53 | 135 ft | 13 | immeuble | 2016 |