Remember folks, if this is 23 miles and school starts at 8am, he'll have to leave at 6am at the very latest. And it is dark for a lot of the year at 6am. It will also be rush hour. I also think he may have meant 2.3 miles as the city of Kansas City would have two dozen schools within shorter distance than that.
If it is 23 miles each way, I wouldn't allow my kid to do this.