I miss those kinds of diners. They use to have one by me called Johnny B. Goode's. The waitresses wore rollerskates, they had the juke boxes at each table along with the old fashioned soda bar with the grey countertops and red barstools. It was so much fun to go to, until it closed down of course.

TIS
TIS, they recently did an episode and one of the places that he went to was called
THE FROSTED MUG DINER in Chicago.
It's the last Drive In Diner in Chicago with the Rollerskating waitresses.
They host a lot of Antique Car shows and are known for their Roast Beef, BBQ Beef and Italian Beef sandwiches.