I consider this neighborhood the darker, thrifty clothing side of Chicago.  Here you'll find night life hubs such as Map Room, Subterranean, Revel RoomExit Bar, The Bedford, and The Violet Hour.  I would not recommend coming to any of these bars in Lily Pulitzer or designer attire.  This is the neighborhood to breakout the LBD (little black dress), torn, dark-wash/black jeans and combat boots, or your "Macklemore" thrift store finds.
Click on a season to suit up!
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