Why did Bob go to Chicago in "After Twenty Years?" Give 2 reasons.

In this story, we are never told why Bob went to Chicago
in particular.  We are told that he went to "the West" in order to find his fortune and
to have adventures.  These can be seen as two different
reasons.

Bob wanted to leave New York partly to make his
fortune.  This is clearly stated in the story when he talks about the night he and Jimmy
last saw one another.  He says

readability="5">

The next morning I was to start for the West to
make my fortune.

This tells
us that one reason he had for going west (and perhaps to Chicago) was that he thought he
could make more money there than he could in New York.

But
money is not all that he was after.  He seems to have felt that New York would not be
interesting and exciting enough.  He felt that life in New York would not be enough of a
challenge to him.  He shows us this when he says

readability="5">

A man gets in a groove in New York. It takes the
West to put a razor-edge on
him.”

These lines show us
that Bob went west, and ultimately ended up in Chicago, to make money and to find
adventure.