- May 1, 1986
- May 2, 1986
- May 3, 1986
- May 4, 1986 (This strip is adapted in Lucy Must Be Traded, Charlie Brown)
- May 5, 1986
- May 6, 1986 (This strip is adapted in It's Spring Training, Charlie Brown!)
- May 7, 1986
- May 8, 1986
- May 9, 1986
- May 10, 1986 (This strip is adapted in It's Spring Training, Charlie Brown!)
- May 11, 1986
- May 12, 1986 (This strip is used on the page for March 25 of the Dayspring Peanuts A Year's Worth of Smiles and Blessings Desk Calendar)
- May 13, 1986
- May 14, 1986
- May 15, 1986
- May 16, 1986
- May 17, 1986
- May 18, 1986 (This strip is adapted in Lucy Must Be Traded, Charlie Brown)
- May 19, 1986
- May 20, 1986
- May 21, 1986 (This strip is adapted in A Charlie Brown Valentine)
- May 22, 1986
- May 23, 1986
- May 24, 1986
- May 25, 1986
- May 26, 1986
- May 27, 1986
- May 28, 1986
- May 29, 1986
- May 30, 1986
- May 31, 1986
| ← April 1986 | June 1986→ |