17.11.2019. Jannik Sinner vs. Sebastian Ofner 6-2, 6-4 ORTISEI CHALLENGER (fin)

14.11.2019. Jannik Sinner vs. Roberto Marcora 6-3, 6-4 ORTISEI CHALLENGER (3rd round)

13.11.2019. Jannik Sinner vs. Lucas Miedler 7-6(5), 7-5 ORTISEI CHALLENGER (2nd round)

12.10.2019. Jannik Sinner vs. Mathias Bourgue 4-6, 6-4, 6-7(6) MOUILLERON-LE-CAPTIF CHALLENGER (1-2)

11.10.2019. Jannik Sinner vs. Marius Copil 3-6, 6-1, 6-4 MOUILLERON-LE-CAPTIF CHALLENGER (1-4)

10.10.2019. Jannik Sinner vs. Lukas Rosol 6-7(3), 7-5, 6-3 MOUILLERON-LE-CAPTIF CHALLENGER (3rd round)

08.10.2019. Jannik Sinner vs. Tristan Lamasine 7-5, 6-1 MOUILLERON-LE-CAPTIF CHALLENGER (2nd round)

26.09.2019. Jannik Sinner vs. Aljaz Bedene 4-6, 6-4, 4-6 ORLEANS CHALLENGER (3rd round)

24.09.2019. Jannik Sinner vs. Lucas Miedler 7-6(1), 6-2 ORLEANS CHALLENGER (2nd round)

07.08.2019. Jannik Sinner vs. Bjorn Fratangelo 6-7(6), 3-6 APTOS CHALLENGER (2nd round)

06.08.2019. Jannik Sinner vs. Sem Verbeek 3-6, 7-6(3), 6-2 APTOS CHALLENGER (1st round)

04.08.2019. Jannik Sinner vs. Alex Bolt 6-4, 3-6, 6-4(4) LEXINGTON CHALLENGER (fin)