Stadium: Court 8 Round: 24 Ground: Hardcourt outdoor
| US Open MD | 2019/09/02 22:40 | Sock J / Withrow J v Bryan B / Bryan M | 6-4,7-5 |
| US Open MD | 2019/09/01 03:05 | Carballes Baena R / Delbonis F v Bryan B / Bryan M | 6-4,5-7,3-6 |
| US Open MD | 2019/08/30 18:55 | Hurkacz H / Pospisil V v Bryan B / Bryan M | 3-6,6-7 |
| ATP Cincinnati MD | 2019/08/15 01:05 | Bryan B / Bryan M v Dodig I / Polasek F | 4-6,2-6 |
| ATP Cincinnati MD | 2019/08/12 23:00 | Bryan B / Bryan M v Chardy J / Martin F | 7-6,3-6,10-7 |
| ATP Montreal MD | 2019/08/09 19:00 | Haase R / Koolhof W v Bryan B / Bryan M | 6-7,7-6,10-5 |
| ATP Montreal MD | 2019/08/08 20:50 | Krajicek A / Venus M v Bryan B / Bryan M | 5-7,6-7 |
| ATP Montreal MD | 2019/08/08 01:05 | Pella / Schwartzman v Bryan B / Bryan M | 3-6,3-6 |