| Election Name: | 1999 Dublin South-Central by-election |
| Country: | Ireland |
| Type: | presidential |
| Ongoing: | no |
| Previous Year: | 1997 general election |
| Election Date: | 27 October 1999 |
| Next Year: | 2002 general election |
| Turnout: | 20,116 (28.8%) |
| 2Blank: | Percentage |
| 3Blank: | Final count |
| Nominee1: | Mary Upton |
| Party1: | Labour Party (Ireland) |
| 1Data1: | 5,637 |
| 2Data1: | 28.0 |
| 3Data1: | 10,274 |
| Nominee2: | Michael Mulcahy |
| Party2: | Fianna Fáil |
| 1Data2: | 6,050 |
| 2Data2: | 30.1 |
| 3Data2: | 7,901 |
| Nominee3: | Catherine Byrne |
| Party3: | Fine Gael |
| 1Data3: | 4,037 |
| 2Data3: | 20.1 |
| 3Data3: | – |
| Nominee4: | Aengus Ó Snodaigh |
| Party4: | Sinn Féin |
| 1Data4: | 1,686 |
| 2Data4: | 8.4 |
| 3Data4: | – |
| Nominee5: | John Goodwillie |
| Party5: | Green Party (Ireland) |
| 1Data5: | 1,263 |
| 2Data5: | 6.3 |
| 3Data5: | – |
| Nominee6: | Manus MacMeanmain |
| Party6: | Christian Solidarity Party |
| 1Data6: | 399 |
| 2Data6: | 2.0 |
| 3Data6: | – |
| Nominee7: | Shay Kelly |
| Party7: | Workers' Party (Ireland) |
| 1Data7: | 555 |
| 2Data7: | 2.8 |
| 3Data7: | – |
| Nominee8: | Eammon Murphy |
| Party8: | Independent politician |
| 1Data8: | 383 |
| 2Data8: | 1.9 |
| 3Data8: | – |
| Nominee9: | John Burns |
| Party9: | Natural Law Party |
| 1Data9: | 106 |
| 2Data9: | 0.5 |
| 3Data9: | – |
| TD | |
| Before Election: | Pat Upton |
| Before Party: | Labour Party (Ireland) |
| After Election: | Mary Upton |
| After Party: | Labour Party (Ireland) |
A by-election was held in the Dáil Éireann Dublin South-Central constituency in Ireland on 27 October 1999. It followed the death of Labour Party Teachta Dála (TD) Pat Upton on 22 February 1999.
The election was won by Mary Upton of the Labour Party and sister of Pat Upton. The other candidates being Dublin City Councillor Michael Mulcahy for Fianna Fáil, Dublin City Councillor Catherine Byrne for Fine Gael, Aengus Ó Snodaigh for Sinn Féin, John Goodwillie for the Green Party, Shay Kelly for the Workers' Party, Manus MacMeanmain for Christian Solidarity, Eammon Murphy as an Independent and John Burns for Natural Law. Mulcahy, Byrne and Ó Snodaigh would all go on to represent the constituency as TDs in the future.