The following are all of Sears Holdings contributions of $1,000 or greater for 2016.
| Committee | Amount |
| Citizens for Fred Crespo | $1,000 |
| Friends of John Bradley | $1,000 |
| Friends of Michelle Mussman | $1,000 |
| Friends of Toi Hutchinson | $1,000 |
| Taxpayers Federation of Illinois | $1,500 |
| Illinois Retail Merchants Association | $2,250 |
| House Republican Organization | $2,500 |
| Republican State Senate Campaign Committee | $2,500 |
| Democratic Party of Illinois | $5,000 |
| Friends of Michael Madigan | $5,000 |
| Hoffman Estates Chamber of Commerce | $5,000 |
| Senate Democratic Victory Fund | $5,000 |
| Council of State Retail Associations | $6,500 |
| Lyndale Neighborhood Association | $10,000 |
| Defeat the Tax on Oregon Sales | $12,500 |
| Illinois Merchants Political Action Committee | $20,000 |