The winning Delaware Play 4 numbers for September 16, 1999 were: day 3-3-8-2; night 4-9-2-6.
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 16, 1999 | Night | 4-9-2-6 | 21 | 3 |
| Sep 16, 1999 | Day | 3-3-8-2 | 16 | 7 |
| Sep 15, 1999 | Night | 2-3-4-7 | 16 | 7 |
| Sep 15, 1999 | Day | 9-8-0-2 | 19 | 1 |
| Sep 14, 1999 | Night | 1-1-5-4 | 11 | 2 |
| Sep 14, 1999 | Day | 3-0-7-9 | 19 | 1 |
| Sep 13, 1999 | Night | 4-8-2-6 | 20 | 2 |
| Sep 13, 1999 | Day | 7-0-8-8 | 23 | 5 |
| Sep 12, 1999 | Night | 3-1-1-5 | 10 | 1 |
| Sep 11, 1999 | Night | 9-3-8-0 | 20 | 2 |
| Sep 11, 1999 | Day | 7-8-5-6 | 26 | 8 |
| Sep 10, 1999 | Night | 0-9-3-3 | 15 | 6 |
| Sep 10, 1999 | Day | 1-6-2-3 | 12 | 3 |