The winning New York Numbers numbers for May 15, 1999 were: evening 4-6-5.
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 |
|---|---|---|---|---|
| May 15, 1999 | Evening | 4-6-5 | 15 | 6 |
| May 14, 1999 | Evening | 2-3-0 | 5 | 5 |
| May 13, 1999 | Evening | 7-7-5 | 19 | 1 |
| May 12, 1999 | Evening | 8-9-0 | 17 | 8 |
| May 11, 1999 | Evening | 7-1-0 | 8 | 8 |
| May 10, 1999 | Evening | 0-6-3 | 9 | 9 |
| May 9, 1999 | Evening | 0-4-9 | 13 | 4 |