Sentence:  The first superhighways - New York 's Henry Hudson and <WSD>Chicago</WSD> 's Lake Shore , San Francisco 's Bay Bridge and its approaches , a good slice of the Pennsylvania Turnpike - were built as part of the federal works program which was going to cure the depression . 
Meaning of the word marked with <WSD> tags:  largest city in Illinois; a bustling Great Lakes port that extends 26 miles along the southwestern shoreline of Lake Michigan