The winning Delaware Play 3 numbers for September 29, 1999 were: day 5-9-0; night 5-9-9.
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).
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 |
|---|---|---|---|---|
| Sep 29, 1999 | Night | 5-9-9 | 23 | 5 |
| Sep 29, 1999 | Day | 5-9-0 | 14 | 5 |
| Sep 28, 1999 | Night | 2-0-9 | 11 | 2 |
| Sep 28, 1999 | Day | 4-6-9 | 19 | 1 |
| Sep 27, 1999 | Night | 5-0-8 | 13 | 4 |
| Sep 27, 1999 | Day | 8-0-3 | 11 | 2 |
| Sep 26, 1999 | Night | 1-4-8 | 13 | 4 |
| Sep 25, 1999 | Night | 1-4-3 | 8 | 8 |
| Sep 25, 1999 | Day | 8-9-0 | 17 | 8 |
| Sep 24, 1999 | Night | 1-6-2 | 9 | 9 |
| Sep 24, 1999 | Day | 5-8-3 | 16 | 7 |
| Sep 23, 1999 | Night | 0-6-7 | 13 | 4 |
| Sep 23, 1999 | Day | 2-1-1 | 4 | 4 |