| 51. |
176,8 |
580 |
2003 | | Citadel Center |
91 | 22 |
| 52. |
175,0 |
574 |
2003 | | The Fordham |
79 | 21 |
| 53. |
174,7 |
573 |
1987 | | 190 South La Salle |
79 | 17 |
| 54. |
174,0 |
571 |
2005 | | One South Dearborn |
39 | 32 |
| 55. |
174,0 |
571 |
1986 | | Onterie Center |
67 | 27 |
| 56. |
173,1 |
568 |
1923 | | Chicago Temple Building |
100 | 25 |
| 57. |
172,0 |
564 |
1929 | | 919 North Michigan Avenue |
59 | 29 |
| 58. |
171,3 |
562 |
1974 | | Kluczynski Building |
71 | 25 |
| 59. |
171,0 |
561 |
1990 | | Boeing International HQ |
50 | 26 |
| 60. |
170,7 |
560 |
1983 | | Huron Plaza |
31 | 38 |
| 61. |
169,8 |
557 |
1927 | | Pittsfield Building |
77 | 14 |
| 62. |
169,5 |
556 |
1991 | | The Parkshore |
36 | 32 |
| 63. |
169,5 |
556 |
1988 | | North Harbor Tower |
22 | 19 |
| 64. |
169,2 |
555 |
1929 | | Civic Opera building |
71 | 15 |
| 65. |
168,6 |
553 |
1985 | | Michigan Plaza |
2 | 0 |
| 66. |
168,6 |
553 |
1975 | | 30 North LaSalle |
19 | 13 |
| 67. |
168,6 |
553 |
1928 | | 75 E. Wacker Drive |
56 | 15 |
| 68. |
167,6 |
550 |
1982 | | One South Wacker |
32 | 6 |
| 69. |
167,6 |
550 |
1975 | | Harbor Point |
95 | 17 |
| 70. |
164,0 |
538 |
1992 | | USG Building |
18 | 6 |
| 71. |
163,1 |
535 |
2004 | | The Pinnacle |
42 | 23 |
| 72. |
163,1 |
535 |
1934 | | LaSalle Bank Building |
4 | 1 |
| 73. |
161,5 |
530 |
1930 | | One North LaSalle Building |
2 | 0 |
| 74. |
161,2 |
529 |
1973 | | Elysées Condominiums |
14 | 10 |
| 75. |
160,0 |
525 |
1977 | | River Plaza |
20 | 10 |
| 76. |
159,1 |
522 |
1962 | | Unitrin Building |
36 | 28 |
| 77. |
159,0 |
522 |
1927 | | 35 East Wacker Drive |
119 | 20 |
| 78. |
158,0 |
518 |
1983 | | Chicago Mercantile Exchange |
48 | 16 |
| 79. |
157,6 |
517 |
2008 | | The Columbian |
7 | 4 |
| 80. |
157,3 |
516 |
2002 | | 191 N Wacker Drive |
66 | 12 |
| 81. |
157,0 |
515 |
1985 | | One Financial Place |
140 | 38 |
| 82. |
157,0 |
515 |
1991 | | Plaza 440 |
5 | 0 |
| 83. |
157,0 |
515 |
1990 | | 401 East Ontario |
18 | 11 |
| 84. |
156,7 |
514 |
2007 | | The Streeter |
57 | 16 |
| 85. |
156,4 |
513 |
2009 | | 600 North Lake Shore Drive |
11 | 0 |
| 86. |
156,1 |
512 |
1930 | | LaSalle-Wacker Building |
49 | 11 |
| 87. |
155,4 |
510 |
1987 | | 321 North Clark |
49 | 14 |
| 88. |
153,9 |
505 |
1982 | | 400 East Ohio |
18 | 11 |
| 89. |
153,3 |
503 |
1929 | | Carbide and Carbon building |
73 | 13 |
| 90. |
153,0 |
502 |
2000 | | One Superior Place |
30 | 35 |
| 91. |
153,0 |
502 |
1991 | | 120 North LaSalle Street |
50 | 8 |
| 92. |
152,7 |
501 |
1986 | | 10 South LaSalle |
20 | 9 |
| 93. |
152,4 |
500 |
1981 | | 200 South Wacker Drive |
38 | 13 |
| 94. |
152,4 |
500 |
1980 | | Xerox Center |
170 | 22 |
| 95. |
151,8 |
498 |
2008 | | The Tides |
3 | 3 |
| 96. |
150,9 |
495 |
2008 | | 50 East Chestnut |
12 | 1 |
| 97. |
150,9 |
495 |
1983 | | Ontario Place |
18 | 11 |
| 98. |
150,6 |
494 |
1992 | | One North Franklin |
19 | 10 |
| 99. |
148,7 |
488 |
2000 | | The Bristol |
7 | 2 |
| 100. |
148,4 |
487 |
1983 | | 333 Wacker Drive |
166 | 27 |