| 1 | Thu 25 Jul 2019 | 2-2 v LiverpoolSporting Lisbon 2-2 Liverpool | Friendly |
| 2 | Sun 11 Aug 2019 | 1-1 v MarítimoMarítimo 1-1 Sporting Lisbon | Portuguese Primeira Liga |
| 3 | Sun 18 Aug 2019 | 2-1 v Sporting BragaSporting Lisbon 2-1 Sporting Braga | Portuguese Primeira Liga |
| 4 | Sun 25 Aug 2019 | 3-1 v PortimonensePortimonense 1-3 Sporting Lisbon | Portuguese Primeira Liga |
| 5 | Sat 31 Aug 2019 | 2-3 v Rio AveSporting Lisbon 2-3 Rio Ave | Portuguese Primeira Liga |
| 6 | Mon 30 Sep 2019 | 1-0 v Desportivo AvesDesportivo Aves 0-1 Sporting Lisbon | Portuguese Primeira Liga |
| 7 | Thu 3 Oct 2019 | 2-1 v LASK LinzSporting Lisbon 2-1 LASK Linz | Europa League Group D |
| 8 | Thu 24 Oct 2019 | 1-0 v RosenborgSporting Lisbon 1-0 Rosenborg | Europa League Group D |
| 9 | Sun 27 Oct 2019 | 3-1 v Vitória GuimarãesSporting Lisbon 3-1 Vitória Guimarães | Portuguese Primeira Liga |
| 10 | Thu 31 Oct 2019 | 2-1 v Paços de FerreiraPaços de Ferreira 1-2 Sporting Lisbon | Portuguese Primeira Liga |
| 11 | Sun 3 Nov 2019 | 0-1 v TondelaTondela 1-0 Sporting Lisbon | Portuguese Primeira Liga |
| 12 | Sun 10 Nov 2019 | 2-0 v BelenensesSporting Lisbon 2-0 Belenenses | Portuguese Primeira Liga |
| 13 | Thu 28 Nov 2019 | 4-0 v PSV EindhovenSporting Lisbon 4-0 PSV Eindhoven | Europa League Group D |
| 14 | Sun 1 Dec 2019 | 1-3 v Gil VicenteGil Vicente 3-1 Sporting Lisbon | Portuguese Primeira Liga |
| 15 | Sun 8 Dec 2019 | 1-0 v MoreirenseSporting Lisbon 1-0 Moreirense | Portuguese Primeira Liga |
| 16 | Thu 12 Dec 2019 | 0-3 v LASK LinzLASK Linz 3-0 Sporting Lisbon | Europa League Group D |
| 17 | Mon 16 Dec 2019 | 4-0 v Santa ClaraSanta Clara 0-4 Sporting Lisbon | Portuguese Primeira Liga |
| 18 | Sun 5 Jan 2020 | 1-2 v FC PortoSporting Lisbon 1-2 FC Porto | Portuguese Primeira Liga |
| 19 | Sat 11 Jan 2020 | 3-1 v Vitória SetúbalVitória Setúbal 1-3 Sporting Lisbon | Portuguese Primeira Liga |
| 20 | Fri 17 Jan 2020 | 0-2 v BenficaSporting Lisbon 0-2 Benfica | Portuguese Primeira Liga |
| 21 | Mon 27 Jan 2020 | 1-0 v MarítimoSporting Lisbon 1-0 Marítimo | Portuguese Primeira Liga |
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