- May 1, 1969
- May 2, 1969
- May 3, 1969
- May 4, 1969
- May 5, 1969
- May 6, 1969 (This strip and the following two strips are used on the pages for July 10, 11, and 13 of the Dayspring Peanuts: A Year's Worth of Smiles and Blessings Desk Calendar)
- May 7, 1969
- May 8, 1969
- May 9, 1969
- May 10, 1969
- May 11, 1969
- May 12, 1969
- May 13, 1969
- May 14, 1969
- May 15, 1969
- May 16, 1969
- May 17, 1969
- May 18, 1969
- May 19, 1969
- May 20, 1969
- May 21, 1969
- May 22, 1969
- May 23, 1969
- May 24, 1969 (The day that the documentary Charlie Brown and Charles Schulz first aired)
- May 25, 1969
- May 26, 1969
- May 27, 1969
- May 28, 1969
- May 29, 1969
- May 30, 1969
- May 31, 1969
| ← April 1969 | June 1969 → |