Rebuilding Console Messages [Advanced]?

I have a server program. It logs all of the lines on the console textbox in their proper folder, named by their type: Logs\Year\Month\Day\Errors.txt There are about 7 types that it logs. All of these show up in the console window. However, I have check boxes that I want to toggle the types that show up in the console window on and off. For example if I want to hide the Error and System types, I want the rest of the types to show. I know I can do this simply, but if I re-check the boxes to show the System types as well with the others, I want it to show the logs in their proper place in the console window, and that I cannot figure out how to do.I am stuck on this problem and cannot figure it out. I know it involves much more than an If statement to display the types correctly in the right place on the console. Please help me out with some idea of what I need to do.