Kaja Kallas, Prime Minister
- Assumed Office: 26 January 2021
- Political Party: Reform Party
- Predecessor: Jüri Ratas
- Born: 18 June 1977
- Birth Place: Tallinn, Estonia
- Alma Mater: University of Tartu; Estonian Business School
- Spouse(s): Roomet Leiger (m. 2002; div. 2006); Arvo Hallik (m. 2018)
- Children: 1
- Previous Positions: Member of the Riigikogu (3 March 2019 – 26 January 2021); Member of the European Parliament for Estonia (1 July 2014 – 5 September 2018)
Jüri Ratas, Prime Minister
- Assumed Office: 23 November 2016
- Left Office: 26 January 2021
- Political Party: Centre Party
- Predecessor: Taavi Rõivas
- Successor: Kaja Kallas
- Notes:
Leader of the Centre Party (5 November 2016 – Incumbent)
- Born: 2 July 1978
- Birth Place: Tallinn, Estonia
- Alma Mater: Tallinn University of Technology
- Spouse(s): Karin Ratas
- Children: Four
- Previous Positions: Mayor of Tallinn (15 November 2005 – 5 April 2007); Second deputy speaker of the Riigikogu (2015)
Taavi Rõivas, Prime Minister
- Assumed Office: 26 March 2014
- Left Office: 23 November 2016
- Political Party: Reform Party
- Predecessor: Andrus Ansip
- Successor: Jüri Ratas
- Born: 26 September 1979
- Birth Place: Tallinn, Estonia
- Alma Mater: University of Tartu
- Spouse(s): Luisa Värk
- Children: 2 including Miina Rihanna
- Previous Positions: Advisor to Minister of Justice Mart Rask (1999 to 2002); Mayor of Haabersti district of Tallinn (2004–2005); Advisor to the Minister of Population Affairs Paul-Eerik Rummo (2003 to 2004); Advisor to the Prime Minister and Reform Party Leader Andrus Ansip (2005); Minister of Social Affairs (11 December 2012 – 26 March 2014); Member of Riigikogu (2007, 2011)
Andrus Ansip, Prime Minister
- Assumed Office: 12 April 2005
- Left Office: 26 March 2014
- Political Party: Reform Party
- Predecessor: Juhan Parts
- Successor: Taavi Rõivas
- Notes: European Commissioner for Digital Economy and Society (1 January 2017 – 7 July 2017); European Commissioner for Digital Single Market (1 November 2014 – 1 July 2019)
- Born: 1 October 1956
- Birth Place: Tartu, Estonia
- Alma Mater: University of Tartu; Estonian University of Life Sciences
- Spouse(s): Anu Ansip
- Children: 3
- Previous Positions: Mayor of Tartu (10 September 1998 – 23 September 2004); Minister of Economic Affairs and Communications (23 September 2004 – 12 April 2005)
Juhan Parts, Prime Minister
- Full Name: Juhan Parts
- Assumed Office: 10 April 2003
- Left Office: 12 April 2005
- Political Party: Res Publica Party (2001–2006); Pro Patria and Res Publica Union (2006–present)
- Predecessor: Siim Kallas
- Successor: Andrus Ansip
- Notes: Minister of Economic Affairs and Communications (4 April 2007 – 26 March 2014)
- Born: 27 August 1966
- Birth Place: Tallinn, Estonia
- Alma Mater: University of Tartu
- Spouse(s): Daisy Tauk (2002–present)
- Children: 4
- Previous Positions: Auditor General (1998–2002)
Siim Kallas, Prime Minister
- Full Name: Siim Kallas
- Assumed Office: 28 January 2002
- Left Office: 10 April 2003
- Political Party: Communist Party (Before 1991); Reform Party (1994–present)
- Predecessor: Mart Laar
- Successor: Juhan Parts
- Notes: European Commissioner for Economic and Monetary Affairs(1 May 2004 – 22 November 2004);European Commissioner for Administrative Affairs, Audit and Anti-Fraud(22 November 2004 – 9 February 2010);European Commissioner for Transport(9 February 2010 – 1 November 2014)
- Born: 2 October 1948
- Birth Place: Tallinn, Estonia
- Alma Mater: University of Tartu
- Spouse(s): Kristi Kallas
- Children: 2;including Kaja Kallas
- Previous Positions: Minister of Foreign Affairs (9 November 1995 – 21 November 1996); Chairman of the Committee of Ministers of the Council of Europe (1996); Minister of Finance (1999–2002); Member of the Supreme Council of the Soviet Union (1989–1991); Member of the Parliament of the Republic of Estonia (1995–2004)
Mart Laar, Prime Minister
- Full Name: Mart Laar
- Assumed Office: 25 March 1999
- Left Office: 28 January 2002
- Political Party: Pro Patria
- Predecessor: Mart Siimann
- Successor: Siim Kallas
- Notes: Minister of Defence(6 April 2011 – 11 May 2012); Leader of the IRL(26 May 2007 – 28 January 2012)
- Born: 22 April 1960
- Birth Place: Viljandi, Estonia
- Alma Mater: University of Tartu
Mart Siimann, Prime Minister
- Full Name: Mart Siimann
- Assumed Office: 17 March 1997
- Left Office: 25 March 1999
- Political Party: Estonian Coalition Party
- Predecessor: Tiit Vähi
- Successor: Mart Laar
- Born: 21 September 1946
- Birth Place: Kilingi-Nõmme, Estonia
- Alma Mater: University of Tartu
- Previous Positions: Member of the Estonian Parliament from 1995 to 1997
Konstantin Päts, Prime Minister
- Full Name: Konstantin Päts
- Assumed Office: 24 January 1934
- Left Office: 3 September 1937
- Political Party: Country People's Union (1917–1920); Farmers' Assemblies (1920–1932); Union of Settlers and Smallholders (1932–1935)
- Predecessor: Himself as State Elder
- Successor: Konstantin Päts
- Born: 23 February 1874
- Birth Place: Tahkuranna Parish, Governorate of Livonia, Russian Empire
- Died: 18 January 1956
- Alma Mater: University of Tartu
- Spouse(s): Wilhelmine ("Helma");
Ida Emilie Päts - Children: Leo; Viktor
- Previous Positions: Chairman of the Council of Ministers of the Provisional Government of Estonia; Prime Minister of the Provisional Government of Estonia; 2nd, 4th, 11th, 14th and 16th State Elder of Estonia; 6th Prime Minister of Estonia, in duties of the State Elder of Estonia; President-Regent of Estonia
Tiit Vähi, Prime Minister
- Full Name: Tiit Vähi
- Assumed Office: 17 April 1995
- Left Office: 17 March 1997
- Political Party: Estonian Coalition Party
- Predecessor: Andres Tarand
- Successor: Mart Siimann
- Born: 10 January 1947
- Alma Mater: Tallinn Technical University
- Previous Positions: Minister for Transport and Communications(1989)
Jaan Tõnisson, State Elder
- Full Name: Jaan Tõnisson
- Assumed Office: 18 May 1933
- Left Office: 21 October 1933
- Political Party: Progressive People's Party (1905–1917); Democratic Party (1917–1919); Estonian People's Party (1919–1932); National Centre Party (1932–1935); later none
- Predecessor: Konstantin Päts
- Successor: Konstantin Päts
- Born: 22 December 1868
- Birth Place: Viiratsi Parish, Governorate of Livonia, Russian Empire
- Died: 1941
- Alma Mater: University of Tartu
Andres Tarand, Prime Minister
- Full Name: Andres Tarand
- Assumed Office: 8 November 1994
- Left Office: 17 April 1995
- Political Party: Social Democratic Party
- Predecessor: Mart Laar
- Successor: Tiit Vähi
- Born: 11 January 1940
- Birth Place: Tallinn, Estonia
- Alma Mater: University of Tartu
- Spouse(s): Mari Tarand
- Children: Indrek and Kaarel
- Previous Positions: Minister of the Environment (1992–1994)
Mart Laar, Prime Minister
- Full Name: Mart Laar
- Assumed Office: 21 October 1992
- Left Office: 8 November 1994
- Political Party: Pro Patria
- Predecessor: Tiit Vähi
- Successor: Andres Tarand
- Notes: Minister of Defence(6 April 2011 – 11 May 2012); Leader of the IRL(26 May 2007 – 28 January 2012)
- Born: 22 April 1960
- Birth Place: Viljandi, Estonia
- Alma Mater: University of Tartu
Tiit Vähi, Prime Minister
- Full Name: Tiit Vähi
- Assumed Office: 29 January 1992
- Left Office: 21 October 1992
- Political Party: Estonian Coalition Party
- Predecessor: Edgar Savisaar
- Successor: Mart Laar
- Born: 10 January 1947
- Birth Place: Kaagjarve parish, Estonia
- Alma Mater: Tallinn Technical University
- Previous Positions: Minister for Transport and Communications (1989-January 1992); Government's special representative to north-eastern Estonia (1991)
Edgar Savisaar, Prime Minister
- Full Name: Edgar Savisaar
- Assumed Office: 3 April 1990
- Left Office: 29 January 1992
- Political Party: Communist Party (1983–1988); Popular Front (1988–1991); Centre Party (1991–present)
- Predecessor: Otto Tief
- Successor: Tiit Vähi
- Notes: Vice-Speaker of the Estonian Parliament (Riigikogu) (1992 until 1995); Minister for Internal Affairs (17 April – 6 November 1995); Minister of the Interior(12 April 1995 – 10 October 1995); Mayor of Tallinn (9 April 2007 – 30 September 2015, December 2001 – October 2004)
- Born: 31 May 1950
- Birth Place: Harku, Estonia
- Alma Mater: University of Tartu
- Spouse(s): Kaire Savisaar;
Liis Remmel;
Vilja Laanaru (m. 1996, 2009) - Children: 4: Erki; Maria; Edgar; Rosina
- Previous Positions: Vice-Chairman of the Council of Ministers of Estonian SSR and the Head of the State Plan Committee (1989); Minister of Economic Affairs (1990); Chairman of the Council of Ministers (3 April 1990-20 August 1991)
Otto Tief, Prime Minister
- Full Name: Otto Tief
- Assumed Office: 18 September 1944
- Left Office: 25 September 1944
- Predecessor: Jüri Uluots
- Successor: Edgar Savisaar
- Born: 14 August 1889
- Birth Place: Uusküla, Governorate of Estonia, Russian Empire,North America
- Died: 5 March 1976
- Alma Mater: Tartu University
- Previous Positions: Member of Riigikogu (1926); Minister of Social Affairs (1926–1927); Minister of Justice (1928); Member of Riigikogu (1932)
Jüri Uluots, Prime Minister
- Full Name: Jüri Uluots
- Assumed Office: 12 October 1939
- Left Office: 21 June 1940
- Political Party: Fatherland Union
- Predecessor: Kaarel Eenpalu
- Successor: Otto Tief
- Notes:
Prime Minister in the duties of the President (20 June 1940 – 9 January 1945)
- Born: 13 January 1890
- Birth Place: Kirbla Parish, Governorate of Estonia, Russian Empire,North America
- Died: 9 January 1945
- Alma Mater: St. Petersburg University
- Previous Positions: Chairman of the Council of Ministers of the Provisional Government of Estonia (24 February 1918 – 12 November 1918); Minister of Internal Affairs (1918) and Minister of War (1918–1919); Member of Riigikogu, the Estonian parliament (1920–1926, 1929–1932); Speaker of the Riigivolikogu (lower chamber) (4 April 1938 – 12 October 1939)
Otto Strandman, State Elder
- Full Name: Otto August Strandman
- Assumed Office: 9 July 1929
- Left Office: 12 February 1931
- Political Party: Radical Socialist Party (1917); Estonian Labour Party (1917–1932); National Centre Party (1932–1935); later none
- Predecessor: August Rei
- Successor: Konstantin Pats
- Born: 30 November 1875
- Birth Place: Vandu, Governorate of Estonia, Russian Empire
- Died: 5 February 1941
- Alma Mater: Tartu University; Saint Petersburg University
- Spouse(s): Lydia Strandman (née Hindrikson)
- Previous Positions: 1st Prime Minister of Estonia (9 May 1919 – 18 November 1919)
Kaarel Eenpalu, Prime Minister
- Full Name: Kaarel Eenpalu
- Assumed Office: 24 April 1938
- Left Office: 12 October 1939
- Political Party: Fatherland Union
- Predecessor: Konstantin Päts
- Successor: Jüri Uluots
- Born: 28 May 1888
- Birth Place: Paju talu, Vesneri Parish
- Died: 1942
- Alma Mater: Tartu University
- Spouse(s): Linda Eenpalu
- Children: Helmi-Aino; Virve; Tiiu-Hilja; Mai-Linda
- Previous Positions: Speaker of the Riigikogu (1933–1934); State Elder of Estonia (1932); Speaker of the Riigikogu (1926–1932); Auditor General of Estonia (1919–1920)
August Rei, State Elder
- Full Name: August Rei
- Assumed Office: 4 December 1928
- Left Office: 9 July 1929
- Political Party: Social Democratic Workers' Party; Socialist Workers' Party
- Predecessor: Jaan Tõnisson
- Successor: Otto Strandman
- Born: 22 March 1886
- Birth Place: Kurla, Pilistvere Parish, Kreis Fellin, Governorate of Livonia, Russian Empire
- Died: 29 March 1963
- Alma Mater: Saint Petersburg State University
Jaan Tõnisson, State Elder
- Full Name: Jaan Tõnisson
- Assumed Office: 9 December 1927
- Left Office: 4 December 1928
- Political Party: Progressive People's Party (1905–1917); Democratic Party (1917–1919); Estonian People's Party (1919–1932); National Centre Party (1932–1935); later none
- Predecessor: Jaan Teemant
- Successor: August Rei
- Born: 22 December 1868
- Birth Place: Viiratsi Parish, Governorate of Livonia, Russian Empire
- Died: 1941
- Alma Mater: University of Tartu
- Previous Positions: 2nd Prime Minister of Estonia (18 November 1919 – 28 July 1920)
Jaan Teemant, State Elder
- Full Name: Jaan Teemant
- Assumed Office: 15 December 1925
- Left Office: 9 December 1927
- Predecessor: Juri Jaakson
- Successor: Jaan Tõnisson
- Alma Mater: Saint Petersburg University
Juri Jaakson, State Elder
- Full Name: Juri Jaakson
- Assumed Office: 16 December 1924
- Left Office: 15 December 1925
- Predecessor: Friedrich Akel
- Successor: Jaan Teemant
- Born: 4 January 1870
- Birth Place: Karula, Kreis Fellin, Livonia, Russian Empire
- Died: 20 April 1942
- Alma Mater: Tartu University; Saint Petersburg University
Ernesto Perez Balladares, President
- Full Name: Ernesto Pérez Balladares González-Revilla
- Assumed Office: 1 September 1994
- Left Office: 1 September 1999
- Political Party: Democratic Revolutionary Party (PRD)
- Born: 29 June 1946
- Birth Place: Panama City, Panama
- Alma Mater: University of Notre Dame; the Wharton School of the University of Pennsylvania
- Spouse(s): Dora Boyd de Perez Balladares
Friedrich Akel, State Elder
- Full Name: Friedrich Karl Akel
- Assumed Office: 26 March 1924
- Left Office: 16 December 1924
- Predecessor: Konstantin Päts
- Successor: Juri Jaakson
- Born: 5 September 1871
- Birth Place: Kaubi Manor, Kaubi Parish (now in Pornuse), Viljandi County
- Died: 3 July 1941
Konstantin Päts, State Elder
- Full Name: Konstantin Päts
- Assumed Office: 2 August 1923
- Left Office: 26 March 1924
- Political Party: Country People's Union (1917–1920); Farmers' Assemblies (1920–1932); Union of Settlers and Smallholders (1932–1935)
- Predecessor: Juhan Kukk
- Successor: Friedrich Akel
- Born: 23 February 1874
- Birth Place: Tahkuranna Parish, Governorate of Livonia, Russian Empire
- Died: 18 January 1956
- Alma Mater: University of Tartu
- Spouse(s): Wilhelmine ("Helma"); Ida Emilie Päts
- Children: Leo; Viktor
- Previous Positions: Chairman of the Council of Ministers of the Provisional Government of Estonia (24 February 1918 – 12 November 1918); Prime Minister of the Provisional Government of Estonia (12 November 1918 – 8 May 1919); State Elder of Estonia (25 January 1921 – 21 November 1922; 2 August 1923 – 26 March 1924; 12 February 1931 – 19 February 1932; 1 November 1932 – 18 May 1933; 21 October 1933 – 24 January 1934); 6th Prime Minister of Estonia, in duties of the State Elder of Estonia; President-Regent of Estonia
Juhan Kukk, State Elder
- Full Name: Juhan (Johann) Kukk
- Assumed Office: 21 October 1922
- Left Office: 2 August 1923
- Political Party: Eesti Tööerakond - ETE
- Predecessor: Konstantin Päts
- Successor: Konstantin Päts
- Born: 13 April 1885
- Birth Place: Karu, Governorate of Estonia, Russian Empire
- Died: 4 December 1942
- Previous Positions: Speaker of Riigikogu (1921–1922)
Konstantin Päts, State Elder
- Full Name: Konstantin Päts
- Assumed Office: 25 January 1921
- Left Office: 21 November 1922
- Political Party: Country People's Union (1917–1920); Farmers' Assemblies (1920–1932); Union of Settlers and Smallholders (1932–1935)
- Predecessor: Ants Piip
- Successor: Juhan Kukk
- Born: 23 February 1874
- Birth Place: Tahkuranna Parish, Governorate of Livonia, Russian Empire
- Died: 18 January 1956
- Alma Mater: University of Tartu
- Spouse(s): Wilhelmine ("Helma"); Ida Emilie Päts
- Children: Leo; Viktor
- Previous Positions: Chairman of the Council of Ministers of the Provisional Government of Estonia (24 February 1918 – 12 November 1918); Prime Minister of the Provisional Government of Estonia (12 November 1918 – 8 May 1919); State Elder of Estonia (25 January 1921 – 21 November 1922; 2 August 1923 – 26 March 1924; 12 February 1931 – 19 February 1932; 1 November 1932 – 18 May 1933; 21 October 1933 – 24 January 1934); 6th Prime Minister of Estonia, in duties of the State Elder of Estonia; President-Regent of Estonia
Ants Piip, State Elder
- Full Name: Ants Piip
- Assumed Office: 20 December 1920
- Left Office: 25 January 1921
- Political Party: Estonian Labour Party; later none
- Predecessor: Position established
- Successor: Konstantin Päts
- Born: 28 February 1884
- Birth Place: Tuhalaane, Kreis Fellin, Governorate of Livonia, Russian Empire
- Died: 1 October 1942
- Previous Positions: 4th Prime Minister of Estonia (26 October 1920 – 20 December 1920)
Ants Piip, Prime Minister
- Full Name: Ants Piip
- Assumed Office: 26 October 1920
- Left Office: 20 December 1920
- Political Party: Estonian Labour Party
- Predecessor: Jaan Tõnisson
- Successor: Himself as State Elder
- Notes: State Elder of Estonia(20 December 1920 – 25 January 1921)
- Born: 28 February 1884
- Birth Place: Tuhalaane, Kreis Fellin, Governorate of Livonia, Russian Empire,North America
- Died: 1 October 1942
- Alma Mater: Saint Petersburg University; Berlin University; Tartu University
- Previous Positions: Member of the Estonian Foreign Mission (1917–1919); Deputy to the Minister of Foreign Affairs (1919); Member of the Estonian delegation in the Tartu peace negotiations (1919–1920)
Jaan Tõnisson, Prime Minister
- Full Name: Jaan Tõnisson
- Assumed Office: 30 July 1920
- Left Office: 26 October 1920
- Political Party: Progressive People's Party (1905–1917); Democratic Party (1917–1919); Estonian People's Party (1919–1932); National Centre Party (1932–1935)
- Predecessor: Ado Birk
- Successor: Ants Piip
- Notes:
State Elder of Estonia (9 December 1927 – 4 December 1928 and 18 May 1933 – 21 October 1933)
- Born: 22 December 1868
- Birth Place: Viiratsi Parish, Governorate of Livonia, Russian Empire,North America
- Died: presumably 1941
- Alma Mater: University of Tartu
- Previous Positions: Minister (12 November 1918 – 26 November 1918); Minister plenipotentiary abroad of the Estonian Provisional Government (27 November 1918 – 9 May 1919)
Ado Birk, Prime Minister
- Full Name: Ado Birk
- Assumed Office: 28 July 1920
- Left Office: 30 July 1920
- Political Party: People's Party; National Centre Party
- Predecessor: Jaan Tõnisson
- Successor: Jaan Tõnisson
- Notes: Chairman of the Tallinn Voluntary Society of Firemen (1917–1924); Chairman of the All-Estonian Union of Firemen (1919–1922)
- Born: 14 November 1883
- Birth Place: Mõnnaste, Tarvastu Parish, Governorate of Livonia, Russian Empire,North America
- Died: 2 February 1942
- Alma Mater: Saint Petersburg Theological Academy; University of Tartu; Saint Petersburg State University; University of Leipzig
- Previous Positions: Representative of Estonia in Helsinki, Finland (1918); Chairman of Estonian Province Assembly (1918–1919); Chairman of General Committee of Elections to the Constituent Assembly (1918–1919); Vice chairman of Constituent Assembly (1919–1920); Minister of Foreign Affairs (1920)
Jaan Tõnisson, Prime Minister
- Full Name: Jaan Tõnisson
- Assumed Office: 18 November 1919
- Left Office: 28 July 1920
- Political Party: Progressive People's Party (1905–1917); Democratic Party (1917–1919); Estonian People's Party (1919–1932); National Centre Party (1932–1935)
- Predecessor: Otto August Strandman
- Successor: Ado Birk
- Notes:
State Elder of Estonia (9 December 1927 – 4 December 1928); State Elder of Estonia (18 May 1933 – 21 October 1933)
- Born: 22 December 1868
- Birth Place: Viiratsi Parish, Governorate of Livonia, Russian Empire,North America
- Died: presumably 1941
- Alma Mater: University of Tartu
- Previous Positions: Minister (12 November 1918 – 26 November 1918); Minister plenipotentiary abroad of the Estonian Provisional Government (27 November 1918 – 9 May 1919)
Otto Strandman, Prime Minister
- Full Name: Otto August Strandman
- Assumed Office: 9 May 1919
- Left Office: 18 November 1919
- Political Party: Radical Socialist Party (1917); Estonian Labour Party (1917–1932); National Centre Party (1932–1935)
- Predecessor: Konstantin Päts
- Successor: Jaan Tõnisson
- Notes:
State Elder of Estonia (9 July 1929 – 12 February 1931)
- Born: 30 November 1875
- Birth Place: Vandu, Governorate of Estonia, Russian Empire North America
- Died: 5 February 1941
- Alma Mater: Tartu University; Saint Petersburg University
- Spouse(s): Lydia Strandman (née Hindrikson)
- Children: Hella; Hans; Lydia
- Previous Positions: Minister of Justice (1918); Minister of Foreign Affairs (1918); Speaker of both the Estonian Provincial Assembly (1917–1918); Minister of Agriculture (1918–1919)
Konstantin Päts, Prime Minister
- Full Name: Konstantin Päts
- Assumed Office: 12 November 1918
- Left Office: 9 May 1919
- Political Party: Country People's Union (1917–1920); Farmers' Assemblies (1920–1932); Union of Settlers and Smallholders (1932–1935)
- Predecessor: himself
- Successor: Otto August Strandmann
- Notes:
State Elder of Estonia (25 January 1921 – 21 November 1922; 2 August 1923 – 26 March 1924; 12 February 1931 – 19 February 1932; 1 November 1932 – 18 May 1933; 21 October 1933 – 24 January 1934); Prime Minister of Estonia, in duties of the State Elder of Estonia (24 January 1934 – 3 September 1937); President-Regent of Estonia (3 September 1937 – 9 May 1938); President of Estonia (24 April 1938 – 23 July 1940)
- Born: 23 February 1874
- Birth Place: Tahkuranna Parish, Governorate of Livonia, Russian Empire,North America
- Died: 18 January 1956
- Alma Mater: University of Tartu
- Spouse(s): Wilhelmine ("Helma");
Ida Emilie Päts - Children: Leo; Viktor
- Previous Positions: Chairman of the Council of Ministers of the Provisional Government of Estonia (24 February 1918 – 12 November 1918); Minister of Internal Affairs (1918); Minister of War (1918–1919)
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