[VIDEO] This video was published to YouTube last month before voting started for a new IL state flag. And the guest on this segment - Ted Kaye of the North American Vexillological Association takes a look at the designs for a future state flag.
He notes that the states of Utah, Minnesota, and Mississippi most recently had adopted new state flags and all of those flags were discussed by Kaye on this segment. Mississippi broke the rule of not having words on a flag though allowed this was more or less a political or historic compromise.
I think his views on the state flags designs are semi-similar to mine and I slept on (the wild-card) that I think could make a great flag. The one you see in the screen cap the very top left corner - almost a true tricolor with the white space that is shaped as the letter I - the letter I is for Illinois :P. And I feel as if this could be the most American design possible.