In the final season with Winston as the title sponsor of the Cup Series (Nextel took over in 2004), Kevin scored a strong fifth-place finish in points. One win, one pole, 11 top-five finishes and 18 top-10's helped propel Kevin to his best finish in Cup Series points to date. He also scored a career highlight this season, starting from the pole then winning the famous Brickyard 400 race at Indy. GM Goodwrench was the primary sponsor of the No. 29 car.
| Date | Race/Track | Start | Finish | Laps | Status | Points | Winnings |
|---|---|---|---|---|---|---|---|
| 02/16/03 | Daytona 500 Daytona International Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 02/23/03 | Subway 400 North Carolina Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 03/02/03 | UAW-DaimlerChrysler 400 Las Vegas Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 03/09/03 | Bass Pro Shops MBNA 500 Atlanta Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 03/16/03 | Carolina Dodge Dealers 400 Darlington Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 03/23/03 | Food City 500 Bristol Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 03/30/03 | Samsung/radioShack 500 Texas Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 04/06/03 | Aaaron’s 499 Talladega Superspeedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 04/13/03 | Virginia 500 Martinsville Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 04/27/03 | Auto Club 500 Auto Club Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 05/03/03 | Pontiac Excitement 400 Richmond Int'l Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 05/25/03 | Coca-Cola 600 Charlotte Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 06/01/03 | MBNA Armed Forces Family 400 Dover Int'l Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 06/08/03 | Pocono 500 Pocono Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 06/15/03 | Sirius 400 Michigan Int'l Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 06/22/03 | Dodge/SaveMart 350 Infineon Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 07/05/03 | Pepsi 400 Daytona International Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 07/13/03 | Tropicana 400 Chicagoland Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 07/20/03 | New England 300 New Hampshire Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 07/27/03 | Pennsylvania 500 Pocono Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 08/03/03 | Brickyard 400 Indianapolis Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 08/10/03 | Sirius @ the Glen Watkins Glen Int'l Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 08/17/03 | GFS Marketplace 400 Michigan Int'l Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 08/23/03 | Sharpie 500 Bristol Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 08/31/03 | Southern 500 Darlington Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 09/06/03 | Chevy Rock & Roll 400 Richmond Int'l Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 09/14/03 | Sylvania 300 New Hampshire Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 09/21/03 | MBNA America 400 Dover Int'l Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 09/28/03 | EA Sports 500 Talladega Superspeedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 10/05/03 | Banquet 400 pres. by ConAgra Kansas Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 10/11/03 | UAW-GM Quality 500 Charlotte Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 10/19/03 | Subway 500 Martinsville Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 10/26/03 | Bass Pro Shops MBNA 500 Atlanta Motor Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 11/02/03 | Checker Auto Parts 500 ISM Raceway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 11/09/03 | Pop Secret Microwave Popcorn 400 North Carolina Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} | |
| 11/16/03 | Ford 400 Homestead-Miami Speedway |
{start} | {finish} | {laps} | {race-status} | {winnings} |