Stadium: Centre Court Round: 1 Ground: Hardcourt indoor
| ATP Basel | 2019/10/22 13:00 | Cristian Garin v Reilly Opelka | 6-7,6-7 |
| French Open | 2019/05/27 10:40 | Reilly Opelka v Cristian Garin | 6-7,5-7,6-7 |
| Challenger Savannah | 2018/05/03 17:15 | Reilly Opelka v Cristian Garin | 6-4,6-4 |
| Challenger Charlottesville | 2023/11/01 00:15 | Reilly Opelka v Tennys Sandgren | 6-4,7-5 |
| ATP Washington | 2022/08/04 21:45 | Nick Kyrgios v Reilly Opelka | 7-6,6-2 |
| ATP Washington | 2022/08/03 23:30 | Denis Kudla v Reilly Opelka | 7-6,4-6,4-6 |
| Wimbledon | 2022/06/29 16:30 | Tim Van Rijthoven v Reilly Opelka | 6-4,6-7,7-6,7-6 |
| Wimbledon | 2022/06/27 17:40 | Carlos Taberner v Reilly Opelka | 6-7,4-6,4-6 |
| ATP Eastbourne | 2022/06/20 10:00 | Maxime Cressy v Reilly Opelka | 6-3,6-1 |
| ATP Queens | 2022/06/13 11:00 | Reilly Opelka v Alex De Minaur | 4-6,4-6 |
| French Open | 2022/05/23 09:00 | Filip Krajinovic v Reilly Opelka | 7-6,6-2,6-3 |
| French Open | 2024/05/20 13:30 | Cristian Garin v Ugo Blanchet | 4-6,6-4,1-6 |
| ATP Rome | 2024/05/06 10:00 | Cristian Garin v Mikhail Kukushkin | 7-5,6-7,6-7 |
| Challenger Aix en Provence | 2024/04/30 10:20 | Alexandre Muller v Cristian Garin | 6-4,6-2 |
| ATP Munich | 2024/04/20 11:30 | Cristian Garin v Taylor Fritz | 3-6,4-6 |
| ATP Munich | 2024/04/19 11:40 | Alexander Zverev v Cristian Garin | 4-6,4-6 |
| ATP Munich | 2024/04/18 11:00 | Alex Michelsen v Cristian Garin | 7-6,2-6,1-6 |
| ATP Munich | 2024/04/16 09:00 | Cristian Garin v Dominik Koepfer | 7-6,6-3 |
| ATP Estoril | 2024/04/06 14:00 | Cristian Garin v Hubert Hurkacz | 3-6,6-3,3-6 |