Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| ATP St Petersburg MD | 2019/09/20 18:50 | Berrettini M / Bolelli S v Gille/Vliegen | 7-5,7-5 |
| ATP St Petersburg MD | 2019/09/19 13:30 | Mannarino A / Nys H v Gille/Vliegen | 4-6,4-6 |
| ATP St Petersburg MD | 2019/09/17 11:00 | Kovalik J / Podlipnik-Castillo H v Gille/Vliegen | 4-6,4-6 |
| New Haven, USA, Doubles | 2019/09/07 15:00 | Gille/Vliegen v Galloway R / Lammons N | 5-7,4-6 |
| New Haven, USA, Doubles | 2019/09/06 15:30 | Gille/Vliegen v Monroe N / Reid M | 6-0,6-3 |
| New Haven, USA, Doubles | 2019/09/05 19:10 | Gille/Vliegen v Duran G / Quiroz R | 6-1,6-7,10-6 |
| New Haven, USA, Doubles | 2019/09/04 21:45 | Gille/Vliegen v Maytin R / Reyes-Varela M | 6-4,7-5 |
| US Open MD | 2019/08/29 23:00 | Granollers/Zeballos v Gille/Vliegen | 7-6,7-5 |