1999 NASCAR Winston Cup Series Drivers
| Team | Make | # | Driver | Sponsor | Car Owner | Crew Chief |
|---|---|---|---|---|---|---|
| Andy Petree Racing | Chevrolet Monte Carlo | 33 | Ken Schrader | Skoal | Andy Petree | Sammy Johns |
| 55 | Kenny Wallace | Square D | Jimmy Elledge | |||
| Bahari Racing | Pontiac Grand Prix | 30 | Derrike Cope | Jimmy Dean | Chuck Rider | Barry Dodson |
| Bill Davis Racing | Pontiac Grand Prix | 22 | Ward Burton | Caterpillar | Bill Davis | Tommy Baldwin Jr. |
| Bill Elliott Racing | Ford Taurus | 94 | Bill Elliott | McDonald's | Bill Elliott | Wayne Orme |
| Brett Bodine Racing | Ford Taurus | 11 | Brett Bodine | Paychex | Diane Bodine | Gere Kennon |
| Buckshot Racing | Pontiac Grand Prix | 00 | Buckshot Jones (R) | Crown Fiber | Billy Jones | Tony Barclay |
| Butch Mock Motorsports | Ford Taurus | 75 | Ted Musgrave | Remington Arms | Butch Mock | Greg Ely |
| Cale Yarborough Motorsports | Ford Taurus | 98 | Rick Mast | Woody Woodpecker | Cale Yarborough | Dan Glauz |
| Dale Earnhardt Incorporated | Chevrolet Monte Carlo | 1 | Steve Park | Pennzoil | Dale Earnhardt | Paul Andrews |
| Donlavey Racing | Ford Taurus | 90 | Ed Berrier | Hills Bros Coffee | Junie Donlavey | Junie Donlavey |
| Haas-Carter Motorsports | Ford Taurus | 23 | Jimmy Spencer | Winston/No Bull | Travis Carter | Donnie Wingo |
| 66 | Darrell Waltrip | Big Kmart/Route 66 | Carl Haas | Travis Carter | ||
| Hendrick Motorsports | Chevrolet Monte Carlo | 5 | Terry Labonte | Kellogg's Corn Flakes | Rick Hendrick | Andy Graves |
| 24 | Jeff Gordon | DuPont | Ray Evernham | |||
| 25 | Wally Dallenbach | Budweiser | Joe Hendrick | Tony Furr | ||
| Jasper Motorsports | Ford Taurus | 77 | Robert Pressley | Jasper Engines & Transmissions | Doug Bawel | Charley Pressley |
| Joe Bessey Motorsports | Chevrolet Monte Carlo | 60 | Geoffrey Bodine | Power Team | Joe Bessey | Jim Long |
| Joe Gibbs Racing | Pontiac Grand Prix | 18 | Bobby Labonte | Interstate Batteries | Joe Gibbs | Jimmy Makar |
| 20 | Tony Stewart (R) | The Home Depot | Greg Zipadelli | |||
| Marcis Auto Racing | Chevrolet Monte Carlo | 71 | Dave Marcis | Realtree | Helen Marcis | Bob Marcis |
| Mattei Motorsports | Chevrolet Monte Carlo | 7 | Michael Waltrip | Philips | Jim Mattei | Bobby Kennedy |
| Melling Racing | Ford Taurus | 9 | Stacy Compton | Cartoon Network/Turner | Harry Melling | Newt Moore |
| MB2 Motorsports | Pontiac Grand Prix | 36 | Jerry Nadeau | M&M's | Read Morton | Ryan Pemberton |
| Midwest Transit Racing | Chevrolet Monte Carlo | 50 | Ricky Craven | Midwest Transit | Hal Hicks | John Monsam |
| Morgan-McClure Motorsports | Chevrolet Monte Carlo | 4 | Bobby Hamilton | Kodak | Larry McClure | Gary DeHart |
| Penske Racing | Ford Taurus | 2 | Rusty Wallace | Miller Lite | Roger Penske | Robin Pemberton |
| 12 | Jeremy Mayfield | Mobil 1 | Michael Kranefuss | Peter Sospenzo | ||
| Petty Enterprises | Pontiac Grand Prix | 43 | John Andretti | STP | Richard Petty | Robbie Loomis |
| 44 | Kyle Petty | Hot Wheels | Kyle Petty | Doug Hewitt | ||
| Richard Childress Racing | Chevrolet Monte Carlo | 3 | Dale Earnhardt | GM Goodwrench Service Plus | Richard Childress | Kevin Hamlin |
| 31 | Mike Skinner | Lowe's | Larry McReynolds | |||
| Robert Yates Racing | Ford Taurus | 28 | Kenny Irwin Jr. | Texaco/Havoline | Robert Yates | Ray Fox |
| 88 | Dale Jarrett | Quality Care Service/Ford Credit | Todd Parrott | |||
| Roush Racing | Ford Taurus | 6 | Mark Martin | Valvoline | Jack Roush | Jimmy Fennig |
| 16 | Kevin Lepage | TV Guide | Geoff Smith | Pat Tryson | ||
| 26 | Johnny Benson | Cheerios/Pop Secret | Evan Lyall | Tommy Morgan | ||
| 97 | Chad Little | John Deere | Georgetta Roush | Jeff Hammond | ||
| 99 | Jeff Burton | Exide Batteries | Robert Corn | Frank Stoddard | ||
| Rudd Performance Motorsports | Ford Taurus | 10 | Ricky Rudd | Tide | Linda Rudd | Michael McSwain |
| SABCO Racing | Chevrolet Monte Carlo | 40 | Sterling Marlin | Coors Light | Felix Sabates | Scott Eggleston |
| 42 | Joe Nemechek | BellSouth | Tony Glover | |||
| Tyler Jet Motorsports | Pontiac Grand Prix | 45 | David Green | 10-10-345 | Tim Beverly | James Ince |
| Wood Brothers Racing | Ford Taurus | 21 | Elliott Sadler (R) | Citgo | Glen Wood | Mike Beam |
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