1999 NASCAR Re/Max Challenge Series Winners
Winners
| Track | Winner |
| Rockford Speedway | Steve Carlson |
| Colorado National Speedway | Jason Schuler |
| I-70 Speedway | Brian Hoppe |
| Madison Int'l Speedway | Steve Carlson |
| Wisconsin International Raceway | Scott Hansen |
| I-44 Speedway | Brian Hoppe |
| Madison Int'l Speedway | Steve Carlson |
| Lake Geneva Raceway | Steve Carlson |
| Lake Side Speedway | Brian Hoppe |
| Grundy County Speedway | Steve Carlson |
| Pikes Peak Int'l Raceway | Travis Kvapil |
| Hawkeye Downs | Steve Carlson |
| Wisconsin International Raceway* | Scott Hansen |
| Gateway Intl Speedway | Justin Diercks |
| Rockford Speedway | Steve Carlson |
| Lacrosse Fairgrounds Speedway* | Eddie Hoffman |
* - I Attended
Season Wins List
| Driver | Wins |
| Steve Carlson | 7 |
| Brian Hoppe | 3 |
| Scott Hansen | 2 |
| Justin Diercks | 1 |
| Eddie Hoffman | 1 |
| Travis Kvapil | 1 |
| Jason Schuler | 1 |
Final Points
| Driver | Points |
| Brian Hoppe | 2571 |
| Steve Carlson | 2563 |
| Jason Schuler | 2474 |
| Travis Kvapil | 2214 |
| Jon Lemke | 2105 |