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You can see all of Chicago and on a clear day you can see East Chicago, the land of michagan and Wisconsin.
Across the lake is Wisconsin and Illinois. Indiana and Ohio are to the South.
Indiana is the state directly east of Illinois.
Most likely Indiana. Although it is possible to leave Ohio's northernmost point (just north of Conneaut, OH) at 42o19'37.59", get in a boat and travel due west across Lake Erie, land on the shore of Michigan and walk/drive due west across Michigan, get in another boat and continue traveling due west across Lake Michigan, and finally land on the shores of Illinois just north of Chicago, without ever entering into Indiana. In this case, one would have crossed through the state of Michigan instead.
Assuming you are referring to Lake Michigan the neighboring states are as follows.... Directly East: Michigan Southeast: Indiana South/Southeast: Illinois
Whether the nearest part of Michigan to Chicago is close or not depends on your definition of "close". Michigan lies across Lake Michigan from Chicago. ---Chicago Harbor is approximately 22 miles from the Michigan border which lies approximately halfway across lake Michigan. ---At the closest points of land (Chicago Harbor to Michiana) Chicago and Michigan are 42 miles apart directly across the lake. ---Traveling by road is longer since one has to drive around the south end of Lake Michigan. From The Chicago Harbor to the Michigan state border with Indiana in between Michiana Shores, IN and Michiana, MI by road is approximately 60 miles
Michigan (MI) has land borders with Ohio, Indiana, and Wisconsin. The closest state without physically touching Michigan is Illinois. However, Michigan also shares water borders with Minnesota and Illinois across the Great Lakes. Taking this into account, the closest state without bordering Michigan would be Pennsylvania.
You would have to drive through: Michigan, Wisconsin, Illinois, Indiana and Michigan. Or drive across the bridge in Sault Saint Marie into Ontario and follow the water to Windsor, then cross the bridge/tunnel into Detroit.
Looking at Google Earth, it looks like either New Buffalo or Sawyer, MI would fit your description.
No, Shel Silverstein was not a Hoosier. He was born in Chicago, Illinois, and spent much of his life in various cities across the United States.
Illinois has a land border with five states that are Missouri, Kentucky, Indiana, Iowa, and Wisconsin - as well as a water border with Michigan (across Lake Michigan). Illinois is the 21st state admitted to the United States of America. Small industrial cities and great agricultural productivity in central and western Illinois, and natural resources like coal, timber, and petroleum in the south, Illinois has a broad economic base. Illinois is located in the north central portion of the United States, and it is bordered to the north by Wisconsin, to the east by Indiana and Lake Michigan, to the southest by the Ohio River and Kentucky and to the west by the Mississippi River and Missouri and Iowa.
Illinois has a land border with five states that are Missouri, Kentucky, Indiana, Iowa, and Wisconsin - as well as a water border with Michigan (across Lake Michigan). Illinois is the 21st state admitted to the United States of America. Small industrial cities and great agricultural productivity in central and western Illinois, and Natural Resources like coal, timber, and petroleum in the south, Illinois has a broad economic base. Illinois is located in the north central portion of the United States, and it is bordered to the north by Wisconsin, to the east by Indiana and Lake Michigan, to the southest by the Ohio River and Kentucky and to the west by the Mississippi River and Missouri and Iowa.