The winning Delaware Play 4 numbers for September 29, 1999 were: day 9-6-6-9; night 8-8-6-7.
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 | 8-8-6-7 | 29 | 2 |
| Sep 29, 1999 | Day | 9-6-6-9 | 30 | 3 |
| Sep 28, 1999 | Night | 5-4-0-8 | 17 | 8 |
| Sep 28, 1999 | Day | 1-9-2-3 | 15 | 6 |
| Sep 27, 1999 | Night | 3-9-9-4 | 25 | 7 |
| Sep 27, 1999 | Day | 7-3-7-0 | 17 | 8 |
| Sep 26, 1999 | Night | 5-9-6-7 | 27 | 9 |
| Sep 25, 1999 | Night | 7-4-1-8 | 20 | 2 |
| Sep 25, 1999 | Day | 4-3-8-8 | 23 | 5 |
| Sep 24, 1999 | Night | 4-1-2-1 | 8 | 8 |
| Sep 24, 1999 | Day | 0-1-8-3 | 12 | 3 |
| Sep 23, 1999 | Night | 8-9-2-2 | 21 | 3 |
| Sep 23, 1999 | Day | 7-3-2-7 | 19 | 1 |