| Business | Phone |
| State Farm Insurance 540 W Boundary Ave, Plentywood 59254 | (406) 765-1821 |
| Thompson Collins & Assoc 214 E 1st Ave, Plentywood 59254 | (406) 765-1190 |
| Farmers Insurance Group 222 W 1st Ave, Plentywood 59254 | (406) 765-2480 |
| Farmers Mutual Insurance Co 105 E 1st Ave, Plentywood 59254 | (406) 765-2111 |
| Farmers Union Insurance 920 W 1st Ave, Plentywood 59254 | (406) 765-1860 |
| Michels Insurance 101 N Main St, Plentywood 59254 | (406) 765-2220 |