- October 1, 1969 (This strip and the following two strips are adapted in A Charlie Brown Celebration)
- October 2, 1969
- October 3, 1969 (A Boy Named Charlie Brown was released to theaters two months and a day after this strip appeared. Rod McKuen was involved with writing a few songs for the movie. However, when this strip was adapted for A Charlie Brown Celebration, Rod McKuen was changed to Björn Borg)
- October 4, 1969
- October 5, 1969
- October 6, 1969 (Frieda´s last impact in a storyline, only appearing in ten more strips after this month)
- October 7, 1969
- October 8, 1969
- October 9, 1969 (The Head Beagle is referred to for the first time)
- October 10, 1969
- October 11, 1969
- October 12, 1969
- October 13, 1969
- October 14, 1969
- October 15, 1969
- October 16, 1969
- October 17, 1969
- October 18, 1969
- October 19, 1969
- October 20, 1969
- October 21, 1969
- October 22. 1969
- October 23, 1969 (This strip is adapted in Play It Again, Charlie Brown)
- October 24, 1969
- October 25, 1969
- October 26, 1969
- October 27, 1969
- October 28, 1969
- October 29, 1969
- October 30, 1969
- October 31, 1969
| ← September 1969 | November 1969 → |