Well, I think the most appropriate song to open that mix would be Highway to Hell by AC/DC. Not because I am a fan, but because that s what Chicago is. Christmas music is also suitable for a drive to Chicago 8 months out of the year. By the way, when driving out of Chicago, do you have room in your vehicle for one more?
B96 or 94.7 0r 100.3. Have a safe soothing drive to Chicago. I suggest to use public transportation to avoid traffic save energy.