| Season | 1999 |
|---|---|
| Champions | Levadia (1st title) |
| Top goalscorer | Toomas Krõm (19) |
← 1998 2000 → | |
The 1999 Meistriliiga was the ninth season of the Meistriliiga, Estonia's premier football league. Levadia won their first title.
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts | Qualification or relegation |
|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Levadia (C) | 28 | 23 | 4 | 1 | 77 | 12 | +65 | 73 | Qualification for Champions League first qualifying round |
| 2 | Tulevik | 28 | 16 | 5 | 7 | 57 | 34 | +23 | 53 | Qualification for UEFA Cup qualifying round |
| 3 | Flora | 28 | 13 | 8 | 7 | 60 | 33 | +27 | 47 | |
| 4 | Narva Trans | 28 | 11 | 7 | 10 | 40 | 28 | +12 | 40 | Qualification for Intertoto Cup first round |
| 5 | TVMK | 28 | 7 | 9 | 12 | 16 | 33 | −17 | 30 | |
| 6 | Lantana | 28 | 6 | 9 | 13 | 31 | 52 | −21 | 27 | |
| 7 | Lelle | 28 | 5 | 9 | 14 | 25 | 45 | −20 | 24 | Qualification for relegation play-offs |
| 8 | Eesti Põlevkivi Jõhvi (R) | 28 | 2 | 7 | 19 | 12 | 81 | −69 | 13 | Relegation to Esiliiga |
Lelle won 4–2 on aggregate and retained their Meistriliiga spot; however, Lelle ceded their league entry to FC Valga both being associate clubs of Flora
Each team played every opponent four times, twice at home and twice on the road, for a total of 36 games.
First half of season | Second half of season |
| Rank | Player | Club | Goals [1] |
|---|---|---|---|
| 1 |  Toomas Krõm | Levadia | 19 |
| 2 | Andrei Krõlov | Levadia | 18 |
| 3 | Dmitri Ustritski | Tulevik | 16 |
| 4 | Vitali Leitan | Lantana | 15 |
| 5 | Indrek Zelinski | Flora | 14 |
| 6 | Maksim Gruznov | Narva Trans | 13 |
| 7 | Kristen Viikmäe | Flora | 12 |
| 8 | Aleksandr Marašov | Narva Trans | 10 |
| 9 | Konstantin Kolbasenko | Levadia | 9 |
| 10 | Indro Olumets | Levadia | 8 |
Meistriliiga is the highest division of the Estonian Football Association annual football championship. The league was founded in 1992, and was initially semi-professional with amateur clubs allowed to compete. With the help of solidarity mechanisms, the league is fully professional since the 2020 season.
Andres Oper is an Estonian football coach and former professional player. He is currently an assistant manager of Estonia national team.
Indrek Zelinski is an Estonian football coach and former professional player.
Tarmo Neemelo is an Estonian retired professional footballer who last played as a forward for Meistriliiga club Paide Linnameeskond.
Raio Piiroja is an Estonian former professional footballer. He played as a centre-back for Pärnu/Kalev, Lelle, Flora, Vålerenga, Fredrikstad, Vitesse and Chengdu Blades.
2006 Meistriliiga was the 16th season of the Meistriliiga, Estonia's premier football league. Levadia won their fourth title.
2004 Meistriliiga was the 14th season of the Meistriliiga, Estonia's premier football league. Levadia won their third title.
The 2003 Meistriliiga was the 13th season of the Meistriliiga, the top Estonian league for association football clubs, since its establishment in 1992.
The 2002 Meistriliiga was the 12th season of the Meistriliiga, Estonia's premier football league. Flora won their sixth title.
The 2001 Meistriliiga was the 11th season of the Meistriliiga, Estonia's premier football league. Flora won their fifth title.
2007 Meistriliiga was the 17th season of the Meistriliiga, Estonia's premier football league. Levadia won their fifth title.
The 2008 season of Meistriliiga, the first level in the Estonian football system, was the 18th season in the league's history. It began on 8 March 2008 and ended on 15 November 2008. The defending champions were Levadia.
The 1992–93 Meistriliiga was the second season of the Meistriliiga, Estonia's premier football league. Norma won their second title.
The 1997–98 Meistriliiga was the seventh season of the Meistriliiga, Estonia's premier football league. Flora won their third title.
The 1998 Meistriliiga was the eighth season of the Meistriliiga, Estonia's premier football league. The season was unusually short, played in the second half of 1998 to switch back to Nordic spring-to-autumn season format in the next year. Flora won their fourth title.
The 2009 Meistriliiga was the 19th season of the Meistriliiga, Estonia's premier football league. It started on 7 March 2009 and ended on 10 November 2009. Levadia won their seventh title.
The 1994–95 Esiliiga was divided into two zones, both containing six teams. They all played two games, once at home and once on the road, against each other in their zone to decide the top two who would join with bottom two from Premier Division first phase to create a Premier Division promotion tournament. Other four teams from both zones made up Esiliiga promotion/relegation tournament with four new teams from Second Division first phase. Winners of both groups secured a place in 1995–96 Esiliiga season. Second placed teams in the tournament played each other in the final play-off game to decide who joins the latter two and who is relegated along with other teams that participated in the promotion/relegation phase.
The 1999 Esiliiga is the ninth season of the Esiliiga, second-highest Estonian league for association football clubs, since its establishment in 1992.
The 2011 Meistriliiga was the 21st season of the Meistriliiga, the top Estonian league for association football clubs, since its establishment in 1992. The season began on 5 March 2011 and concluded on 5 November 2011. The defending champions Flora won their ninth league title.
The 2017–18 Estonian Cup was the 28th season of the Estonian main domestic football knockout tournament. FCI Levadia won their ninth title after defeating Flora in the final.