Winston Cup Top 25 Standings
After the Pocono 500 - June 20, 1999
| Pos | Driver | Pts | Difference |
| 1 | Dale Jarrett | 2344 | - |
| 2 | Bobby Labonte | 2255 | -89 |
| 3 | Jeff Burton | 2158 | -186 |
| 4 | Mark Martin | 2153 | -191 |
| 5 | Jeff Gordon | 1995 | -349 |
| 6 | Tony Stewart | 1993 | -351 |
| 7 | Dale Earnhardt | 1869 | -475 |
| 8 | Ward Burton | 1819 | -525 |
| 9 | Jeremy Mayfield | 1784 | -560 |
| 10 | Terry Labonte | 1758 | -586 |
| 11 | Rusty Wallace | 1753 | -591 |
| 12 | Mike Skinner | 1726 | -618 |
| 13 | Ken Schrader | 1655 | -689 |
| 14 | John Andretti | 1645 | -699 |
| 15 | Bobby Hamilton | 1558 | -786 |
| 16 | Sterling Marlin | 1552 | -792 |
| 17 | Bill Elliott | 1492 | -852 |
| 18 | Kenny Irwin | 1475 | -869 |
| 19 | Wally Dallenbach | 1457 | -887 |
| 20 | Michael Waltrip | 1452 | -892 |
| 21 | Chad Little | 1426 | -918 |
| 22 | Kevin Lepage | 1380 | -964 |
| 23 | Johnny Benson | 1376 | -968 |
| 24 | Steve Park | 1344 | -1000 |
| 25 | Ernie Irvan | 1343 | -1001 |
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