| 1 | Municipal Employee Pension FDGov | $3,014,848,176 | 240 | 1 | −3.1% |
| 2 | Cook County TreasurerGov | $1,840,920,574 | 66 | 1 | +60.4% |
| 3 | Policemens a & B Fund | $1,410,477,739 | 262 | 1 | +17.8% |
| 4 | Amalgamated Bank of Chicago | $1,317,947,108 | 492 | 1 | −10.2% |
| 5 | Zions Bank | $858,852,583 | 61 | 1 | −48.3% |
| 6 | Nationwide Retirement Solution | $824,738,719 | 461 | 1 | +4.7% |
| 7 | Bank of New York Trust | $768,529,171 | 121 | 1 | +2.8% |
| 8 | Municipal Employees Annuity and Benefit Fund of Chicago | $702,129,889 | 11 | 1 | – |
| 9 | Firemens Annuity Benefit Fund | $662,442,132 | 246 | 1 | +15.1% |
| 10 | Blue Cross & Blue Shield | $609,983,746 | 68 | 1 | – |
| 11 | State of Illinois Treasurer's OfficeGov | $531,099,387 | 14 | 1 | +26.5% |
| 12 | U S Bank N a | $505,614,504 | 170 | 1 | +39.2% |
| 13 | Bank of Ny Midwest Trust Co | $437,320,558 | 209 | 1 | −38.6% |
| 14 | U.S. Bank01 National.association | $344,572,884 | 35 | 1 | −25.9% |
| 15 | Laborers & Retirement Board | $330,367,034 | 116 | 1 | +36.7% |
| 16 | Chicago Transity Authority.Gov | $320,478,172 | 78 | 3 | +89% |
| 17 | Loevy & Loevy Attorneys at Law | $235,729,100 | 154 | 1 | +353.2% |
| 18 | Chicago Patrolmen's Fcu | $202,197,236 | 96 | 1 | −1.1% |
| 19 | F.H. Paschen S.N. Nielsen & Associates, LLC | $177,580,825 | 177 | 5 | – |
| 20 | F.H. Paschen, S.N. Nielsen & Associates, LLC | $172,558,700 | 261 | 4 | +1181.1% |
| 21 | Board of Education of the City of ChicagoGov | $160,376,161 | 102 | 5 | +270491.6% |
| 22 | Public Building Commission ChicagoGov | $144,354,604 | 78 | 2 | +179.3% |
| 23 | Caremark Inc | $129,571,343 | 54 | 2 | – |
| 24 | Chicago Firemans Assn Credit | $129,319,895 | 96 | 1 | +2.3% |
| 25 | Department of FinanceGov | $125,646,286 | 114 | 1 | +12.3% |
| 26 | Usi Insurance Services LLC. | $122,556,140 | 98 | 2 | −19% |
| 27 | Turner Paschen Aviation Partners | $122,314,824 | 87 | 1 | – |
| 28 | Aecom Hunt / Clayco, a Joint Venture | $121,981,274 | 61 | 1 | – |
| 29 | U.S. Bank | $116,780,438 | 36 | 1 | +55.9% |
| 30 | PNC Bank | $115,431,370 | 94 | 1 | −74.1% |
| 31 | Clark-W.E. ONeil JV | $105,189,358 | 52 | 1 | – |
| 32 | Constellation Newenergy Inc | $92,249,309 | 35 | 1 | – |
| 33 | Laborers and Retirement Board Employees' Annuity Benefit Fund | $74,894,983 | 6 | 1 | – |
| 34 | CDW Government, LLC. | $73,262,325 | 812 | 2 | +4815.6% |
| 35 | Bigane Paving Company | $71,875,951 | 228 | 2 | – |
| 36 | Pan-Oceanic Engineering Co Inc | $69,837,486 | 100 | 3 | +3020.1% |
| 37 | Department of Aviation Midway AirportGov | $65,667,192 | 944 | 1 | −43% |
| 38 | Sumit Construction Co., Inc. | $63,194,309 | 118 | 3 | +24163.1% |
| 39 | Met Life | $62,162,308 | 205 | 2 | +31.6% |
| 40 | Municipal Employ Credit Union | $61,529,525 | 96 | 1 | −4.6% |
| 41 | K.l.e.o. Community Family Life Center | $59,462,741 | 140 | 3 | – |
| 42 | Aor Transit | $56,302,243 | 37 | 1 | – |
| 43 | Sdi Presence LLC | $55,494,288 | 288 | 2 | – |
| 44 | Chicago Park District | $54,662,817 | 80 | 4 | +3060.7% |
| 45 | Reliable Contracting & Equipment Company | $49,375,279 | 58 | 2 | – |
| 46 | Skidmore,owings & Merrill LLP | $48,307,046 | 66 | 2 | – |
| 47 | Allied Waste Transportation Inc | $46,990,432 | 114 | 2 | – |
| 48 | City of Chicago Dept of WaterGov | $46,414,975 | 356 | 1 | +3.4% |
| 49 | Standard Parking Corporation 01 | $46,174,233 | 78 | 3 | +2308330.4% |
| 50 | Comed Exelon Energy Delivery | $45,956,201 | 125 | 1 | −1% |
| 51 | Chicago Airlines Terminal Consortium | $44,549,040 | 114 | 2 | +41655.6% |
| 52 | Cook County Collector | $43,370,033 | 325 | 1 | +37.4% |
| 53 | Transystems Corporation | $43,249,973 | 142 | 3 | – |
| 54 | City Treasurer / Harris BankGov | $42,836,099 | 97 | 1 | +9.3% |
| 55 | Aecom-Dbs | $42,075,479 | 12 | 1 | – |
| 56 | Fraternal Order of Police | $41,259,127 | 109 | 1 | +0.2% |
| 57 | John Burns Construction Co. | $39,308,604 | 162 | 3 | +103755.4% |
| 58 | Ccmsi | $39,139,111 | 424 | 1 | +8.9% |
| 59 | Genuine Parts Company | $39,005,658 | 272 | 3 | +3408640.6% |
| 60 | Chicago Parking Meters LLC | $38,762,540 | 13 | 1 | +309.4% |
| 61 | Connect Chicago Alliance JV | $38,586,120 | 450 | 1 | – |
| 62 | Arthur J Gallagher Risk Management Services LLC | $38,446,944 | 69 | 1 | +17.2% |
| 63 | Studio Ord Inc | $34,706,918 | 173 | 1 | – |
| 64 | Cnect LLC | $34,100,144 | 58 | 1 | – |
| 65 | Mat Construction Leasing, Inc. | $33,546,959 | 127 | 2 | – |
| 66 | Power Rogers, LLP | $33,534,968 | 5 | 1 | – |
| 67 | T & N Chicago, Inc. | $33,409,844 | 214 | 3 | −20.4% |
| 68 | Reliable Asphalt Corp. | $31,766,543 | 88 | 3 | +335578.7% |
| 69 | Pcwp, LLC | $31,584,133 | 13 | 1 | – |
| 70 | Lakeshore Recycling Systems | $31,462,068 | 60 | 3 | – |
| 71 | ABM Aviation | $30,891,066 | 13 | 1 | – |
| 72 | All Chicago Making Homelessness History | $30,363,072 | 299 | 2 | – |
| 73 | Midway Airlines' Terminal | $29,000,596 | 55 | 1 | – |
| 74 | Transwestern Commercial Services, LLC. | $28,708,001 | 220 | 2 | +161794.3% |
| 75 | Colonial Oil Industries, Inc. | $28,702,234 | 1,142 | 2 | – |
| 76 | Commonwealth. Edison Co. | $28,447,510 | 3,842 | 1 | −32.2% |
| 77 | HNTB Corporation | $28,357,585 | 277 | 4 | +176165.1% |
| 78 | Cbre Inc. | $27,095,733 | 71 | 3 | – |
| 79 | M.Q. Sewer & Water Contractors | $26,981,871 | 110 | 3 | – |
| 80 | Granite Construction Company. | $26,957,645 | 101 | 3 | – |
| 81 | Skyline Management Group O'hare | $26,736,514 | 13 | 1 | – |
| 82 | Greater Illinois Title Company | $26,499,523 | 169 | 2 | −82.3% |
| 83 | After-School Matters, Inc. | $25,892,664 | 373 | 3 | +511903.7% |
| 84 | Kyndryl, Inc. | $25,373,985 | 63 | 1 | – |
| 85 | Motorola Solutions Inc | $25,369,365 | 117 | 2 | – |
| 86 | Mansfield Power & Gas, LLC | $25,334,628 | 29 | 1 | – |
| 87 | Sutton Ford, Inc. | $25,234,318 | 149 | 2 | – |
| 88 | K-Five Construction Corp./Plote Construction Inc JV | $25,009,305 | 5 | 1 | – |
| 89 | Open Kitchens, Inc. | $24,132,959 | 124 | 2 | – |
| 90 | Fire Service Inc | $23,698,120 | 108 | 2 | – |
| 91 | USAA Annuity Services Corporation | $23,650,000 | 5 | 1 | −82.7% |
| 92 | Rossi Contractors, Inc. | $23,297,741 | 62 | 1 | – |
| 93 | Midway Management Group JV | $22,995,675 | 36 | 1 | – |
| 94 | Sotos Law Firm, P.C. | $21,926,262 | 238 | 1 | −6.8% |
| 95 | Rausch Infrastructure LLC | $21,710,045 | 36 | 3 | +8189.5% |
| 96 | Seven D Construction Company | $21,432,349 | 108 | 4 | +1630% |
| 97 | Securitas Security Services, USA, Inc. | $21,288,031 | 192 | 2 | +34251.9% |
| 98 | State of Ill/ Department Emp SecuriGov | $21,189,077 | 17 | 1 | +34.2% |
| 99 | Metropolitan Water Reclamation of Greater Chicago | $21,084,871 | 75 | 1 | +4.8% |
| 100 | New City Redevelopment, LP | $21,066,667 | 4 | 1 | – |