My brother and I would like to fly into Chicago from San Fransisco to begin our road trip on Christmas day this year. We would like to take 6 days to trek down to New Orleans for a wedding. How are the road conditions in late December, early January? Doesn't Chicago snow? We are not experienced drivers in snow so what is it like in Chicago??? Will we need chains? Will the drive be slow and miserable? Please help. Also, any help with sights to see along the way would be very helpful!
Moderator Note: Please don't create multiple threads about the same trip.