| Dragoljub Simonović | |
| Birth Date: | 1972 10, df=yes |
| Birth Place: | Belgrade, SR Serbia, SFR Yugoslavia |
| Position: | Attacking midfielder |
| Years1: | 1994–1995 |
| Years2: | 1997–2001 |
| Years3: | 2001–2002 |
| Clubs1: | Hajduk Kula |
| Clubs2: | Litex Lovech |
| Clubs3: | CSKA Sofia |
| Caps1: | 25 |
| Caps2: | 55 |
| Caps3: | 1 |
| Goals1: | 4 |
| Goals2: | 24 |
| Goals3: | 0 |
| Nationalyears1: | 1998 |
| Nationalteam1: | Bulgaria |
| Nationalcaps1: | 1 |
| Nationalgoals1: | 0 |
| Manageryears1: | 2005–2006 |
| Manageryears2: | 2006–2008 |
| Manageryears3: | 2009 |
| Manageryears4: | 2009–2010 |
| Managerclubs1: | Litex Lovech (assistant) |
| Managerclubs2: | Sliven |
| Managerclubs3: | Spartak Varna |
| Managerclubs4: | Sliven |
Dragoljub Simonović (Serbian: Драгољуб Симоновић, bg|Драголюб Симонович; born 30 October 1972) is a Serbian-born Bulgarian former footballer.
Simonović began his club career at the local Hajduk Kula, before transferring to Bulgarian Litex Lovech in 1997, where he won the 1998–99 Bulgarian Championship. In 2001, he transferred to CSKA Sofia.
He also played one match for the Bulgaria national team.
He had been appointed on 16 January 2006 as a manager of OFC Sliven 2000. Simonović won the Bulgarian second division thus qualified the club in top division for 2008–09 season. In January 2009 he became manager of Spartak Varna.