Most things ends badly for Holden. He decides to get out of Pencey and bum around New York for a few days. (It's Saturday, and he can't go home until Wednesday unless he wants his parents to know he's been kicked out.)

How does Holden leave pencey?

The obvious reason Holden leaves Pencey is that he's flunking out. Not only has he failed all of his classes except for English, but he's also just come back from New York, where his fencing team had to forfeit their matches because he lost their equipment on the subway.

In what chapter did Holden leave pencey?

In chapter 8 of The Catcher in the Rye, Holden leaves Pencey Prep by train. On his way to New York City, he meets and has a conversation with Ms. Morrow, whose son Ernest also goes to Pencey Prep.