| A |
| ABI Insurance Agencynot edited since 2016 | 4806 West Lawrence Avenue, Jefferson Park | | | |
| Acceptance Auto Insurance | West North Avenue, Wicker Park | | | |
| All Star Auto Insurancenot edited since 2021 | 5912 West Lawrence Avenue, Jefferson Park | | +1 773-481-3900 | |
| Allstate | Lincoln Park, no street on record | | | |
| Allstate - Martin ValdezAllstate | 6206 West Diversey Avenue, Belmont Cragin | agents.allstate.com | +1 773-745-8700 | |
| Allstate - Robert McMurtryAllstate | 2444 West Madison Street, East Garfield Park | | | |
| American Family Insurance | Irving Park, no street on record | | | |
| Andersonville Insurance | 5411 North Clark Street, Edgewater | | | |
| Angelica Garcilazo - State Farm Insurance AgentState Farm | 4326 South Pulaski Road, Archer Heights | | | |
| Art Santos - State Farm Insurance AgentState Farm | 4610 South Ashland Avenue, Back of the Yards | | | |
| B |
| Beth Cadwalader - State Farm Insurance AgentState Farm | 5657 North Milwaukee Avenue, Forest Glen | bethcadwalader.com | | |
| Blue Cross Blue Shieldnot edited since 2022 | 11840 South Marshfield Avenue, Morgan Park | | | |
| Builders Risk | 750 North Franklin Street, Near North Side | buildersrisk.net | +1-877-960-0221 | |
| C |
| Cheap Car Insurance Chicago IL | 37 West Calhoun Place, The Loop | cheapcarinsurancechicagoil.com | +1-872-240-5128 | |
| Clover Insure Group | 7535 North Western Avenue, Rogers Park | | | |
| Commercial Property & Building Insurance | 3945 West 68th Street, West Lawn | gmilife.com | +1-708-384-2601 | |
| Country Financial | 3339 North Harlem Avenue, Dunning | agents.countryfinancial.com | | |
| Country Financial - Kirk GregoryCountry Financial | 1401 South State Street, South Loop | | | |
| D |
| Dependable Affordable | 2037 West Howard Street, Rogers Park | | | |
| E |
| EganVance Insurance Agencynot edited since 2020 | 5300 West Devon Avenue, Forest Glen | | | |
| Express Tax | 1840 West Peterson Avenue, Edgewater | | | |
| F |
| Farmers | 3149 South Halsted Street, Bridgeport | | | |
| Farmers Insurance | 621 East 63rd Street, Woodlawn | agents.farmers.com | | |
| Freeway Insurance | 4614 West Diversey Avenue, Hermosa | locations.freeway.com | | |
| G |
| GEICO | 8549 South Cicero Avenue, Ashburn | | | |
| Great Northern Auto Insurance | Irving Park, no street on record | | | |
| I |
| Illinois Vehicle Auto Insurance | 2118 North Western Avenue, Wicker Park | illinoisvehicle.com | | |
| Insurance Navy Brokers | 2559 West North Avenue, West Town | insurancenavy.com | +1 773 637 7669 | |
| J |
| Jim Mays State Farm InsuranceState Farmnot edited since 2022 | 4465 North Milwaukee Avenue, Portage Park | | | |
| L |
| Lincoln Auto Insurance | 855 West Washington Boulevard, West Loop | | | |
| Longmeadow Insurance - LakeviewLongmeadow Insurance | 2901 North Halsted Street, Lake View | longmeadow.agency | +1-773-729-6679 | |
| Longmeadow Insurance - North CenterLongmeadow Insurance | 4141 North Lincoln Avenue, North Center | longmeadow.agency | +1-773-839-4253 | |
| Longmeadow Insurance - Wicker ParkLongmeadow Insurance | 1400 North Milwaukee Avenue, Wicker Park | longmeadow.agency | +1-773-839-7230 | |
| Lou Bufano & Associates | 10539 South Ewing Avenue, East Side | | | |
| Loya Insurance Company | South Halsted Street, Bridgeport | | | |
| Luke Harding (State Farm Insurance)State Farm | 3061 North Milwaukee Avenue, Avondale | lukehardinginsurance.com | +1-773-278-0001 | |
| M |
| Magnum Insurance | 10554 South Ewing Avenue, East Side | | | |
| O |
| Oxford Auto Insurance | 2356 West Cermak Road, South Lawndale | oxfordauto.com | +17736969393 | |
| P |
| Principal Insurance Brokers Incnot edited since 2020 | 3056 North Clybourn Avenue, North Center | principalinsurancebrokers.com | +1 773-256-9673 | |
| R |
| Rayce Williams Car Insurance | 191 North Wacker Drive, The Loop | cheapcarinsurancechicagoil.com | +1-773-869-7471 | |
| Riordan Insurance Agency | 6134 North Northwest Highway, Norwood Park | | +1 773 774 4343 | |
| S |
| State Farm | 1631 West 18th Street, Pilsen | | +1 312-563-9111 | |
| State Farm - Diana Sanchez - AgentState Farm | 3132 North Narragansett Avenue, Belmont Cragin | sfwithd.com | +1-773-295-9283 | |
| State Farm - Jim TomState Farm | 4355 North Lincoln Avenue, North Center | jimtomagency.com | +1 773-477-3300 | |
| State Farm - Luis RequenaState Farm | 5356 South Archer Avenue, West Elsdon | statefarm.com | +1-773-245-6430 | |
| Steven Clark - State Farm Insurance Agent | 5860 West Irving Park Road, Portage Park | insurancewithsteven.com | +1 773-628-7570 | |
| T |
| Talro Auto Insurance | West Lawn, no street on record | | | |
| U |
| Urban Insurance Agencynot edited since 2020 | 800 West Huron Street, Near North Side | urbaninsuranceagency.com | +1 312-664-8088 | |
| V |
| Vic Ecimovich - State Farm Insurance AgentState Farm | 3138 West Irving Park Road, Avondale | statefarm.com | +1-773-463-0880 | |
| W |
| William Ransom: Allstate InsuranceAllstate | 8452 South Stony Island Avenue, Avalon Park | agents.allstate.com | +1 773-721-0007 | |