| 1. |
442,3 |
1,451 |
1974 | | Sears Tower |
1,181 | 279 |
| 2. |
346,3 |
1,136 |
1973 | | Aon Center |
318 | 123 |
| 3. |
343,5 |
1,127 |
1969 | | John Hancock Center |
495 | 133 |
| 4. |
306,9 |
1,007 |
1989 | | AT& T Corporate Center |
138 | 89 |
| 5. |
293,8 |
964 |
1990 | | Two Prudential Plaza |
298 | 59 |
| 6. |
292,0 |
958 |
1990 | | 311 South Wacker Drive |
133 | 58 |
| 7. |
265,5 |
871 |
1989 | | 900 North Michigan Avenue |
144 | 43 |
| 8. |
261,8 |
859 |
1976 | | Water Tower Place |
148 | 73 |
| 9. |
260,0 |
853 |
2000 | | Park Tower |
145 | 53 |
| 10. |
259,1 |
850 |
1969 | | Chase Tower |
81 | 74 |
| 11. |
229,5 |
753 |
1981 | | Three First National Plaza |
91 | 44 |
| 12. |
226,0 |
741 |
1992 | | Title & Trust Center |
111 | 39 |
| 13. |
223,7 |
734 |
2008 | | One Museum Park |
0 | 0 |
| 14. |
221,0 |
725 |
1986 | | Olympia Center |
88 | 67 |
| 15. |
211,8 |
695 |
1971 | | 330 North Wabash |
103 | 41 |
| 16. |
210,0 |
689 |
2001 | | UBS Tower |
82 | 25 |
| 17. |
207,6 |
681 |
2005 | | 111 South Wacker |
135 | 29 |
| 18. |
207,3 |
680 |
1990 | | 181 West Madison |
100 | 23 |
| 19. |
207,0 |
679 |
2005 | | Hyatt Center |
246 | 44 |
| 20. |
205,0 |
673 |
1983 | | One Magnificent Mile |
102 | 41 |
| 21. |
204,8 |
672 |
2007 | | 340 on the Park |
70 | 52 |
| 22. |
203,6 |
668 |
1992 | | United Building |
117 | 25 |
| 23. |
197,5 |
648 |
1965 | | Daley Center |
69 | 43 |
| 24. |
197,2 |
647 |
2004 | | 55 East Erie |
81 | 29 |
| 25. |
196,6 |
645 |
1968 | | Lake Point Tower |
307 | 62 |
| 26. |
196,3 |
644 |
2001 | | River East Center I |
83 | 19 |
| 27. |
195,4 |
641 |
2003 | | Grand Plaza Apartments |
55 | 27 |
| 28. |
193,5 |
635 |
1989 | | Leo Burnett Company HQ |
55 | 26 |
| 29. |
192,3 |
631 |
2005 | | Heritage at Millennium Park |
62 | 21 |
| 30. |
185,0 |
607 |
1990 | | Chicago Place |
57 | 18 |
| 31. |
184,4 |
605 |
1930 | | Chicago Board of Trade Building |
90 | 25 |
| 32. |
183,5 |
602 |
1989 | | NBC Tower |
88 | 23 |
| 33. |
183,2 |
601 |
1972 | | CNA Plaza |
87 | 41 |
| 34. |
183,2 |
601 |
1955 | | Prudential Building |
84 | 36 |
| 35. |
183,0 |
600 |
1992 | | Heller International Tower |
53 | 22 |
| 36. |
182,6 |
599 |
1982 | | Madison Plaza |
25 | 13 |
| 37. |
181,4 |
595 |
2003 | | Millennium Centre |
42 | 38 |
| 38. |
179,8 |
590 |
1964 | | 1000 Lake Shore Plaza |
23 | 15 |
| 39. |
179,2 |
588 |
1964 | | Marina City |
341 | 63 |
| 40. |
178,6 |
586 |
1987 | | Citigroup Center |
92 | 16 |
| 41. |
177,4 |
582 |
1984 | | Smurfit-Stone Building |
317 | 44 |
| 42. |
177,0 |
581 |
1991 | | North Pier Apartment Tower |
46 | 44 |
| 43. |
177,0 |
581 |
1972 | | Mid Continental Plaza |
54 | 21 |
| 44. |
176,8 |
580 |
2003 | | Citadel Center |
71 | 18 |
| 45. |
175,0 |
574 |
2003 | | The Fordham |
63 | 17 |
| 46. |
174,7 |
573 |
1987 | | 190 South La Salle |
64 | 13 |
| 47. |
174,0 |
571 |
2005 | | One South Dearborn |
24 | 28 |
| 48. |
174,0 |
571 |
1986 | | Onterie Center |
56 | 24 |
| 49. |
173,1 |
568 |
1923 | | Chicago Temple Building |
84 | 20 |
| 50. |
172,0 |
564 |
1929 | | 919 North Michigan Avenue |
51 | 25 |