Esquire Motel Esquire Motel. 6145 N Elston Ave. Esquire Motel 6145 N Elston Ave. The Esquire Motel, from 2005 to 2018. The sign gets less and less spiffy. I wonder if they removed the switchboard, too? April 12, 2018April 13, 2018 by misstracyjo Categories: UncategorizedTags: "Milwaukee Ave Walk", "Walking Across Chicago"