According to Chris, in his journal, his writings and the writings of other's that he included in the journal indicated that Chris wanted to be free. One quote found highlighted within the journal stated "I wanted movement and not a calm course of existence. I wanted excitement and danger and the chance to sacrifice myself for my love. (Leo Tolstoy) "Family of Happiness" page 15 of "Into The Wild,."
The most telling reasons are from Chris' own words written on a piece of plywood found on the bus where he died. "TWO YEARS HE WALKS THE EARTH. NO PHONES,NO POOL, NO PETS, NO CIGARETTES. ULTIMATE FREEDOM. AN EXTREMIST. AN AESTHETIC VOYAGER WHOSE HOME IS THE ROAD. ESCAPED FROM ATLANTA. THOU SHALT NOT RETURN, 'CAUSE "THE WEST IS THE BEST." and NOW AFTER TWO RAMBLING YEARS COMES THE FINAL AND GREATEST ADVENTURE. THE CLIMACTIC BATTLE TO KILL THE FALSE BEING WITHIN AND VICTORIOUSLY CONCLUDE THE SPIRITUAL REVOLUTION.... NO LONGER TO BE POISONED BY CIVILIZATION HE FLEES, AND WALKS ALONE UPON THE LAND TO BECOME LOST INTHE WILD. ALEXANDER SUPERTRAMP MAY 1992 ( PAGE 163)