1999 in Estonian football
# 1999 in Estonian football

The 1999 season was the eighth full year of competitive football (soccer) in Estonia since gaining independence from the Soviet Union on 20 August 1991.

## National Team

| Date | Venue | Opponents | Score | Comp | Estonia scorers | Fixture |
| - | - | - | - | - | - | - |
| 1999-01-18 | Ramat Gan Stadium Ramat Gan | Israel | 7 – 0 | F | | — |
| 1999-01-22 | Hapoel Umm al-Fahm F.C. Umm al-Fahm | Norway | 3 – 3 | F | Reim 75' (pen.) Zelinski 82' 89' | — |
| 1999-03-03 | Stadionul Dinamo Bucharest | Romania | 2 – 3 | F | | — |
| 1999-03-06 | Neo GSZ Stadium Larnaca | Azerbaijan | 2 – 2 | F | Viikmäe 46' Saviauk 71' | — |
| 1999-03-16 | Neo GSZ Stadium Larnaca | Cyprus | 1 – 2 | F | Zelinski 59' Terehhov 85' | — |
| 1999-03-31 | Žalgiris Stadium Vilnius | Lithuania | 1 – 2 | ECQ | Terehhov 49' 77' | — |
| 1999-06-05 | Kadrioru Stadium Tallinn | Czech Republic | 0 – 2 | ECQ | | — |
| 1999-06-09 | Kadrioru Stadium Tallinn | Lithuania | 1 – 2 | ECQ | Oper 8' | — |
| 1999-08-18 | Pärnu Kalevi Stadium Pärnu | Armenia | 2 – 0 | F | Kristal 79' Ustritski 90' | — |
| 1999-09-04 | Tórsvøllur Tórshavn | Faroe Islands | 0 – 2 | ECQ | Reim 88' Piiroja 90' | — |
| 1999-09-08 | Kadrioru Stadium Tallinn | Scotland | 0 – 0 | ECQ | | — |
| 1999-10-09 | Kadrioru Stadium Tallinn | Bosnia and Herzegovina | 1 – 4 | ECQ | Oper 4' | — |
| 1999-10-30 | Al Jazira Stadium Abu Dhabi | Iraq | 1 – 1 | F | Mahmoud 27' (o.g.) | — |
| 1999-11-01 | Al Jazira Stadium Abu Dhabi | United Arab Emirates | 2 – 2 | F | Reim 19' (pen.) Oper 38' | — |
| 1999-11-03 | Al Jazira Stadium Abu Dhabi | Turkmenistan | 1 – 1 | F | Viikmäe 47' | — |
| 1999-12-18 | Trikala Stadium Trikala | Greece | 2 – 2 | F | Oper 20' 41' | — |
