| Business | Phone |
| American Family Insurance 200 S Macoupin St, Gillespie 62033 | (217) 839-2662 |
| Anderson Family Insurance 230 S Macoupin St, Gillespie 62033 | (217) 839-2777 |
| State Farm Insurance 2200 Staunton Rd, Gillespie 62033 | (217) 839-2106 |
| State Farm Insurance 980 N Hard Rd, Gillespie 62033 | (217) 839-2106 |
| Shelter Insurance 705 Madison St, Gillespie 62033 | (217) 839-3406 |
| Country Insurance & Financial 801 Staunton Rd, Gillespie 62033 | (217) 839-4385 |