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Pre-1950 high-rises
Top voted
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▢1The Illinois
Chicago 1,609 m -
▢2Chicago World Trade Center
Chicago 762 m 210 fl -
▢3Chicago World Trade Center
Chicago 701 m 181 fl -
4
Chicago Spire
Chicago 610 m 150 fl -
▢5Chicago Tower
Chicago 610 m -
▢6Telecommunications Tower
Chicago 610 m -
7
Miglin-Beitler Skyneedle
Chicago 610 m 125 fl 1988 -
8
Project 2000
Chicago 600 m 120 fl -
▢9Wolf Point
Chicago 532 m 142 fl -
10
7 South Dearborn
Chicago 478 m 112 fl 2004 -
11
Willis Tower
Chicago 442 m 108 fl 1974 -
12
Tribune Tower Addition
Chicago 433 m 96 fl -
13
Trump International Hotel & Tower
Chicago 423 m 96 fl 2009 -
▢14One North Wacker
Chicago 389 m 83 fl -
15
Waldorf=Astoria
Chicago 386 m 107 fl -
▢16Place du Sable Office Tower 1
Chicago 370 m 90 fl 1969 -
17
The St. Regis Chicago
Chicago 361 m 98 fl 2020 -
18
Aon Center
Chicago 346 m 83 fl 1973 -
19
Dearborn Center
Chicago 346 m 85 fl -
20
875 North Michigan
Chicago 344 m 100 fl 1969 -
21
400 Lake Shore Drive, South Tower
Chicago 335 m 76 fl -
22
Waterview Tower
Chicago 319 m 89 fl 2012 -
▢23Crane Tower
Chicago 312 m -
24
Franklin Center North Tower
Chicago 307 m 60 fl 1989 -
25
Two Prudential Plaza
Chicago 298 m 64 fl 1990 -
26
One Chicago
Chicago 296 m 76 fl 2022 -
▢27301 South Wacker Drive
Chicago 293 m 65 fl -
28
311 South Wacker
Chicago 293 m 65 fl 1990 -
▢29321 South Wacker Drive
Chicago 293 m 65 fl -
30
Mandarin Oriental Tower Chicago
Chicago 283 m 65 fl 2010 -
31
NEMA Chicago
Chicago 270 m 78 fl 2019 -
32
900 North Michigan
Chicago 265 m 66 fl 1989 -
33
29-39 South LaSalle
Chicago 265 m 51 fl -
34
Park Michigan
Chicago 264 m 80 fl 2010 -
35
Water Tower Place
Chicago 262 m 74 fl 1976 -
36
Aqua
Chicago 262 m 86 fl 2009 -
▢37InterContinental Chicago Hotel North
Chicago 259 m 71 fl -
38
Chase Tower
Chicago 259 m 60 fl 1969 -
39
400 Lake Shore Drive, North Tower
Chicago 259 m 65 fl -
40
Park Tower
Chicago 257 m 67 fl 2000 -
41
One Bennett Park
Chicago 257 m 67 fl 2019 -
42
Salesforce Tower
Chicago 255 m 60 fl 2023 -
43
The Legacy at Millennium Park
Chicago 250 m 73 fl 2010 -
44
110 North Wacker Drive
Chicago 248 m 51 fl 2020 -
45
1000M
Chicago 245 m 73 fl 2024 -
46
Grant Park Tower III
Chicago 241 m 73 fl -
47
300 North LaSalle
Chicago 239 m 60 fl 2009 -
▢48Wolf Point Apartments
Chicago 238 m 80 fl 1963 -
49
Three First National Plaza
Chicago 234 m 57 fl 1981 -
50
Chicago Title & Trust Building
Chicago 230 m 50 fl 1992 -
51
181 North Clark Street
Chicago 230 m 50 fl -
▢523660 North Lake Shore Drive
Chicago 229 m 80 fl 1966 -
53
126 East Chestnut
Chicago 227 m 64 fl -
54
Blue Cross-Blue Shield Tower
Chicago 226 m 54 fl 2010 -
55
Olympia Centre
Chicago 223 m 63 fl 1986 -
56
Canyon Ranch Chicago
Chicago 223 m 64 fl 2010 -
57
320 South Canal Street
Chicago 222 m 50 fl 2022 -
58
One Museum Park
Chicago 221 m 62 fl 2009 -
59
150 North Riverside
Chicago 221 m 53 fl 2017 -
▢60108 North State Street
Chicago 217 m 66 fl -
61
Cityfront Center Plaza
Chicago 215 m 62 fl -
62
River Point
Chicago 213 m 52 fl 2016 -
63
AMA Plaza
Chicago 212 m 52 fl 1973 -
64
Waldorf Astoria Chicago
Chicago 209 m 60 fl 2010 -
65
111 South Wacker
Chicago 208 m 51 fl 2005 -
66
181 West Madison
Chicago 207 m 50 fl 1990 -
67
Hyatt Center
Chicago 207 m 48 fl 2005 -
68
One Magnificent Mile
Chicago 205 m 57 fl 1983 -
69
340 on the Park
Chicago 205 m 64 fl 2007 -
70
United Building
Chicago 204 m 49 fl 1992 -
▢71Cuneo Building
Chicago 200 m 60 fl 1929 -
72
North Avenue Bridge
Chicago 200 m 2008 -
73
UBS Tower
Chicago 199 m 50 fl 2001 -
74
Richard J. Daley Center
Chicago 198 m 32 fl 1965 -
75
55 East Erie
Chicago 197 m 56 fl 2004 -
76
Lake Point Tower
Chicago 197 m 70 fl 1968 -
▢77River East Center II
Chicago 196 m 58 fl -
78
River East Center
Chicago 196 m 58 fl 2001 -
79
201 North Columbus Drive
Chicago 196 m 60 fl -
80
Grand Plaza Apartments
Chicago 195 m 57 fl 2003 -
81
155 North Wacker
Chicago 195 m 45 fl 2009 -
▢82111 South Wacker
Chicago 194 m 35 fl -
83
465 North Park Drive
Chicago 194 m 54 fl -
84
Leo Burnett Building
Chicago 194 m 46 fl 1989 -
85
The Heritage at Millennium Park
Chicago 192 m 57 fl 2005 -
86
NBC Tower
Chicago 191 m 37 fl 1989 -
87
353 North Clark
Chicago 190 m 44 fl 2009 -
88
601 West Monroe
Chicago 189 m 42 fl -
▢89Essex on the Park
Chicago 189 m 56 fl 2019 -
90
OneEleven
Chicago 188 m 58 fl 2014 -
91
Millennium Centre
Chicago 186 m 58 fl 2003 -
92
Chicago Board of Trade
Chicago 186 m 44 fl 1930 -
93
Chicago Place
Chicago 185 m 49 fl 1991 -
94
One Prudential Plaza
Chicago 183 m 41 fl 1955 -
95
CNA Plaza
Chicago 183 m 44 fl 1972 -
96
Heller International Building
Chicago 183 m 45 fl 1992 -
97
Madison Plaza
Chicago 182 m 44 fl 1982 -
98
One Museum Park West
Chicago 181 m 54 fl 2010 -
99
1000 Lake Shore Plaza
Chicago 180 m 55 fl 1964 -
100
The Clare at Water Tower
Chicago 179 m 52 fl 2008