| $16,000,000 | Andrzej Chraca v. State of Illinois 73 Ill. Ct. Cl. 77 | April 2, 2021 |
| $8,434,875.50 | Gertrude Gendel and Ruth Lew v. State of Illinois 38 Ill. Ct. Cl. 76 | December 15, 1982 |
| $7,028,720 | Sally L. Schaefer and Leonard E. Schaefer v. State of Illinois 75 Ill. Ct. Cl. 274 | April 28, 2023 |
| $6,002,615.13 | Midwest Construction Co. v. State of Illinois 45 Ill. Ct. Cl. 354 | December 14, 1992 |
| $4,000,000 | Kimberly Dorsey v. State of Illinois 63 Ill. Ct. Cl. 177 | January 18, 2011 |
| $3,196,248.33 | Boyd Brothers v. State of Illinois 52 Ill. Ct. Cl. 191 | November 1, 1994 |
| $2,591,761.26 | Leo and Katherine Wilson v. State of Illinois 76 Ill. Ct. Cl. 181 | October 27, 2023 |
| $2,535,459.50 | Erica Lopez-Linton v. State of Illinois 77 Ill. Ct. Cl. 133 | April 25, 2025 |
| $2,478,700 | (no 83-Cc-2737-Claimant Awarded $24 v. State of Illinois 36 Ill. Ct. Cl. 321 | July 28, 1983 |
| $2,427,344.05 | County of Cook v. State of Illinois 40 Ill. Ct. Cl. 143 | June 22, 1987 |
| $1,453,749 | (no 79-Cc-0832-Claimant Awarded $14 v. State of Illinois 36 Ill. Ct. Cl. 144 | — |
| $1,279,810.45 | Cahokia Nursing and Rehabilitation Center et al. v. State of Illinois and Illinois Department of Public Aid n/k/a Illinois Department of Healthcare and Family Services 59 Ill. Ct. Cl. 278 | September 8, 2006 |
| $1,125,439.62 | Edwin E and Mary Lou Ridgeway v. State of Illinois 73 Ill. Ct. Cl. 147 | May 5, 2021 |
| $967,539 | Delphi Associates v. State of Illinois 39 Ill. Ct. Cl. 127 | December 1, 1986 |
| $767,625.39 | County of Cook v. Illinois Department of Public Aid 29 Ill. Ct. Cl. 62 | August 27, 1973 |
| $750,000 | Emmitt Tiner v. State of Illinois 69 Ill. Ct. Cl. 128 | November 17, 2016 |
| $691,068.57 | Daniel Hilmes v. State of Illinois 76 Ill. Ct. Cl. 162 | April 26, 2024 |
| $681,819.86 | Fru-Con Corporation and Granite Construction, known as the Joint Venture v. State of Illinois 50 Ill. Ct. Cl. 50 | January 17, 1996 |
| $574,186.08 | Douglas Fuchs v. State of Illinois 70 Ill. Ct. Cl. 175 | May 1, 2018 |
| $534,509.31 | Mid-States General & Mechanical Contracting Corp. v. State of Illinois 74 Ill. Ct. Cl. 119 | May 19, 2020 |
| $530,680.53 | Jay Steinberg v. State of Illinois 41 Ill. Ct. Cl. 209 | January 5, 1989 |
| $522,863.83 | Elaine Peltz et al. v. State of Illinois 34 Ill. Ct. Cl. 284 | May 6, 1981 |
| $496,514.80 | R. W. Dunteman Co. v. State of Illinois 52 Ill. Ct. Cl. 33 | January 6, 1999 |
| $483,020 | Coppotelli v. State of Illinois 35 Ill. Ct. Cl. 328 | November 30, 1981 |
| $466,727.37 | William Acoff v. State of Illinois 35 Ill. Ct. Cl. 364 | September 21, 1981 |
| $453,145.25 | James Cape & Sons Co. v. State of Illinois 52 Ill. Ct. Cl. 322 | March 23, 2000 |
| $448,065.26 | County of Cook v. Illinois Department of Public Aid 29 Ill. Ct. Cl. 116 | November 9, 1973 |
| $437,841.81 | Talandis Construction Corporation and United Pacific Insurance Company, Assignee v. State of Illinois and Illinois Building Authority 35 Ill. Ct. Cl. 234 | June 7, 1982 |
| $425,000 | J. W. and Dorothy Todd v. State of Illinois 53 Ill. Ct. Cl. 5 | January 17, 2001 |
| $415,660.29 | The County of Cook v. State of Illinois 33 Ill. Ct. Cl. 101 | February 8, 1980 |
| $407,943.84 | Jerry D. Walker v. State of Illinois 73 Ill. Ct. Cl. 127 | May 5, 2021 |
| $407,086.91 | A & H Plumbing and Heating Co. v. State of Illinois 42 Ill. Ct. Cl. 195 | June 8, 1990 |
| $403,278.80 | County of Cook and Cook County Department of Pub- Lic Aid v. State of Illinois 26 Ill. Ct. Cl. 484 | May 29, 1969 |
| $400,000 | Archibald Copland v. State of Illinois 41 Ill. Ct. Cl. 125 | January 19, 1989 |
| $399,999.67 | ( No 6m7-Claimant Awarded $399 v. Illinois Department of Public Aid 27 Ill. Ct. Cl. 442 | Jirne 13, 1972 |
| $382,420.64 | Johnson County Asphalt v. State of Illinois 39 Ill. Ct. Cl. 36 | February 24, 1987 |
| $378,425.30 | Stamps Body Shop v. State of Illinois 72 Ill. Ct. Cl. 156 | July 31, 2019 |
| $363,807.83 | County of Cook v. State of Illinois 36 Ill. Ct. Cl. 68 | July 7, 1983 |
| $361,098 | Michael Munson v. State of Illinois 76 Ill. Ct. Cl. 235 | November 16, 2023 |
| $356,153 | Jeffrey Vander Zanden v. State of Illinois 73 Ill. Ct. Cl. 94 | May 5, 2021 |
| $349,146.79 | Mary Norman v. State of Illinois 35 Ill. Ct. Cl. 895 | May 2, 1983 |
| $342,088 | In re Venecia and Fidel Serrano 67 Ill. Ct. Cl. 154 | October 24, 2014 |
| $340,681 | Hyde Park Medical Laboratory v. State of Illinois 41 Ill. Ct. Cl. 1 | August 22, 1988 |
| $329,130.36 | In re Thania Michell Sayne 64 Ill. Ct. Cl. 306 | July 20, 2012 |
| $302,719.08 | Dawn Scott. Sue E. Brown. Richard Olson and Janet McMillan v. State of Illinois 43 Ill. Ct. Cl. 85 | December 7, 1990 |
| $302,061 | Malcolm Eaton Enterprises v. State of Illinois 59 Ill. Ct. Cl. 216 | June 29, 2007 |
| $300,000 | Cicero 31, LLC v. State of Illinois, Illinois Environmental Protection Agency 68 Ill. Ct. Cl. 119 | March 30, 2016 |
| $293,888.83 | Debra Sue Hawk Young v. State of Illinois 59 Ill. Ct. Cl. 359 | June 29, 2007 |
| $286,004.39 | State Employees' Retirement System v. State of Illinois 35 Ill. Ct. Cl. 889 | May 4, 1983 |
| $283,129.89 | Victoria Coda v. State of Illinois 60 Ill. Ct. Cl. 287 | June 30, 2008 |