Stadium: Centre Court Round: 28 Ground: Clay
| ATP Kitzbuhel MD | 2019/07/31 10:00 | Fabbiano T / Podlipnik-Castillo H v Jebavy R / Middelkoop M | 4-6,1-6 |
| ATP Kitzbuhel MD | 2019/07/29 12:30 | Molchanov/Zelenay v Jebavy R / Middelkoop M | 4-6,3-6 |
| ATP Hamburg MD | 2019/07/24 14:30 | Jebavy R / Middelkoop M v Krawietz K / Mies A | 5-7,7-6,10-12 |
| ATP Bastad MD | 2019/07/19 12:00 | Jebavy R / Middelkoop M v Gille/Vliegen | 6-4,4-6,5-10 |
| ATP Bastad MD | 2019/07/18 11:00 | Jebavy R / Middelkoop M v Carballes Baena/Munar | 6-3,6-4 |
| ATP Bastad MD | 2019/07/17 10:00 | Jebavy R / Middelkoop M v Dellien H / Londero J I | 6-3,6-3 |
| ATP St Petersburg MD | 2018/09/23 11:00 | Berrettini M / Fognini F v Jebavy R / Middelkoop M | 7-6,7-6 |
| ATP St Petersburg MD | 2018/09/21 15:30 | Jebavy R / Middelkoop M v Peralta J / Zeballos H | 7-6,1-6,10-8 |
| ATP Kitzbuhel MD | 2019/08/01 13:40 | Cuevas P / Duran G v Oswald P / Polasek F | 3-6,6-4,2-10 |
| ATP Kitzbuhel MD | 2019/07/30 16:35 | Carballes Baena/Munar v Oswald P / Polasek F | 6-7,5-7 |
| ATP Gstaad MD | 2019/07/28 13:40 | Oswald P / Polasek F v Gille/Vliegen | 4-6,3-6 |
| ATP Gstaad MD | 2019/07/26 11:00 | Oswald P / Polasek F v Duran G / Molteni A | 7-6,7-5 |
| ATP Gstaad MD | 2019/07/25 16:15 | Oswald P / Polasek F v Bolelli S /Sousa J | 6-3,6-2 |
| ATP Gstaad MD | 2019/07/24 09:00 | Oswald P / Polasek F v Ehrat S / Margaroli L | 6-4,7-5 |
| Challenger Lyon MD | 2019/06/15 08:30 | Bolelli S / Pellegrino A v Oswald P / Polasek F | 4-6,6-7 |
| Challenger Lyon MD | 2019/06/14 15:00 | Nys H / Romboli F v Oswald P / Polasek F | 4-6,1-6 |