Crossword Genius

Musical, fashionable in the past (7)

Ross

I believe the answer is:

chicago

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But I can't explain it at all! Could you help me understand?

(Other definitions for chicago that I've seen before include "A Windy City in Illinois" , "A windy place" , "3 city in the US" , "Type of bridge" , "Windy City of USA" .)

I've seen this clue in The Guardian and The Telegraph.
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