Home History
| ATP Madrid | 2021/05/04 11:55 | Alexander Bublik v Denis Shapovalov | 6-4,5-7,6-4 |
| ATP Madrid | 2021/05/02 12:45 | Dusan Lajovic v Denis Shapovalov | 1-6,3-6 |
| ATP Estoril | 2021/04/29 12:50 | Denis Shapovalov v Corentin Moutet | 4-6,6-2,4-6 |
| ATP Barcelona | 2021/04/22 09:00 | Denis Shapovalov v Felix Auger Aliassime | 2-6,3-6 |
| ATP Barcelona | 2021/04/20 15:45 | Denis Shapovalov v Jeremy Chardy | 6-3,7-5 |
| ATP Miami | 2021/03/29 16:35 | Denis Shapovalov v Hubert Hurkacz | 3-6,6-7 |
| ATP Miami | 2021/03/27 21:10 | Denis Shapovalov v Ilya Ivashka | 6-7,6-4,6-4 |
| ATP Dubái | 2021/03/19 13:00 | Lloyd Harris v Denis Shapovalov | 6-7,6-4,7-6 |
Away History
| ATP Madrid | 2021/05/08 19:00 | Casper Ruud v Matteo Berrettini | 4-6,4-6 |
| ATP Madrid | 2021/05/07 17:00 | Alexander Bublik v Casper Ruud | 5-7,1-6 |
| ATP Madrid | 2021/05/06 15:45 | Casper Ruud v Stefanos Tsitsipas | 7-6,6-4 |
| ATP Madrid | 2021/05/05 18:40 | Casper Ruud v Yoshihito Nishioka | 6-1,6-2 |
| ATP Madrid | 2021/05/04 09:00 | Felix Auger Aliassime v Casper Ruud | 1-6,4-6 |
| ATP Múnich | 2021/05/01 13:15 | Nikoloz Basilashvili v Casper Ruud | 6-1,6-2 |
| ATP Múnich | 2021/04/30 15:10 | John Millman v Casper Ruud | 3-6,4-6 |
| ATP Múnich | 2021/04/28 10:45 | Pablo Cuevas v Casper Ruud | 3-6,2-6 |