The winning New York Numbers numbers for October 5, 1999 were: evening 8-5-2.
Sum is the digits added together (5+5+0 = 10). Root sum keeps adding until one digit is left (10 → 1+0 = 1) — many regular players track it in their notebooks. Odd/Even marks each digit O or E (5-5-0 = OOE). High/Low marks 0–4 as L and 5–9 as H (5-5-0 = HHL).
| Date | Draw | Numbers | Sum | Root |
|---|---|---|---|---|
| Oct 5, 1999 | Evening | 8-5-2 | 15 | 6 |
| Oct 4, 1999 | Evening | 5-5-1 | 11 | 2 |
| Oct 3, 1999 | Evening | 3-7-3 | 13 | 4 |
| Oct 2, 1999 | Evening | 2-2-4 | 8 | 8 |
| Oct 1, 1999 | Evening | 1-1-1 | 3 | 3 |
| Sep 30, 1999 | Evening | 3-2-7 | 12 | 3 |
| Sep 29, 1999 | Evening | 5-7-0 | 12 | 3 |