9 Shapovalov Denis - Karatsev Aslan 19
5-7 2-6
| Date | Tournament | Surface | Opponent | W/L | Score | |
|---|---|---|---|---|---|---|
| Oct 10, 2021 | Indian Wells | hard | Pospisil Vasek | W | 3-0 ret | |
| Oct 01, 2021 | San Diego | hard | Norrie Cameron | L | 3-6 1-6 | |
| Sep 30, 2021 | San Diego | hard | Fritz Taylor Harry | W | 7-6 6-2 | |
| Sep 26, 2021 | Laver Cup | indoors | Medvedev Daniil | L | 4-6 0-6 | |
| Sep 05, 2021 | US Open | hard | Harris Lloyd | L | 4-6 4-6 4-6 | |
| Sep 03, 2021 | US Open | hard | Carballes Baena Roberto | W | 7-6 6-3 6-0 | |
| Aug 31, 2021 | US Open | hard | Delbonis Federico | W | 6-2 6-2 6-3 | |
| Aug 18, 2021 | Cincinnati | hard | Paire Benoit | L | 3-6 6-4 5-7 | |
| Aug 12, 2021 | Toronto - Masters | hard | Tiafoe Frances | L | 1-6 4-6 | |
| Jul 22, 2021 | Gstaad | clay | Kopriva Vit | L | 6-2 3-6 2-6 | |
| Jul 09, 2021 | Wimbledon | grass | Djokovic Novak | L | 6-7 5-7 5-7 | |
| Jul 07, 2021 | Wimbledon | grass | Khachanov Karen | W | 6-4 3-6 5-7 6-1 6-4 | |
| Jul 05, 2021 | Wimbledon | grass | Bautista-Agut Roberto | W | 6-1 6-3 7-5 | |
| Jul 02, 2021 | Wimbledon | grass | Murray Andy | W | 6-4 6-2 6-2 | |
| Jun 30, 2021 | Wimbledon | grass | Andujar Pablo | W | Walkover | |
| Jun 29, 2021 | Wimbledon | grass | Kohlschreiber Philipp | W | 6-4 4-6 6-3 5-7 6-4 | |
| Jun 19, 2021 | Queen's Club | grass | Norrie Cameron | L | 5-7 3-6 | |
| Jun 19, 2021 | Queen's Club | grass | Tiafoe Frances | W | 6-3 6-4 | |
| Jun 17, 2021 | Queen's Club | grass | Lopez Feliciano | W | 6-2 6-3 | |
| Jun 15, 2021 | Queen's Club | grass | Vukic Aleksandar | W | 7-6 7-6 | |
| May 22, 2021 | Geneva | clay | Ruud Casper | L | 6-7 4-6 | |
| May 21, 2021 | Geneva | clay | Cuevas Pablo | W | 6-4 7-5 | |
| May 20, 2021 | Geneva | clay | Djere Laslo | W | 6-4 6-4 | |
| May 20, 2021 | Geneva | clay | Cecchinato Marco | W | 6-7 7-5 6-1 | |
| May 13, 2021 | Rome | clay | Nadal Rafael | L | 6-3 4-6 6-7 | |
| May 12, 2021 | Rome | clay | Travaglia Stefano | W | 7-6 6-3 | |
| May 11, 2021 | Rome | clay | Majchrzak Kamil | W | 6-1 6-3 | |
| May 04, 2021 | Madrid - Masters | clay | Bublik Alexander | L | 4-6 7-5 4-6 | |
| May 02, 2021 | Madrid - Masters | clay | Lajovic Dusan | W | 6-1 6-3 | |
| Apr 29, 2021 | Estoril | clay | Moutet Corentin | L | 4-6 6-2 4-6 | |
| Apr 22, 2021 | Barcelona | clay | Auger Aliassime Felix | L | 2-6 3-6 | |
| Apr 20, 2021 | Barcelona | clay | Chardy Jeremy | W | 6-3 7-5 |
| Date | Tournament | Surface | Opponent | W/L | Score | |
|---|---|---|---|---|---|---|
| Oct 10, 2021 | Indian Wells | hard | Caruso Salvatore | W | 6-0 6-2 | |
| Oct 02, 2021 | San Diego | hard | Dimitrov Grigor | L | 1-6 6-1 2-6 | |
| Sep 30, 2021 | San Diego | hard | Hurkacz Hubert | W | 5-7 6-4 6-2 | |
| Sep 27, 2021 | San Diego | hard | Delbonis Federico | W | 6-1 7-5 | |
| Sep 23, 2021 | Nur-Sultan | indoors | Ruusuvuori Emil | L | 6-7 4-6 | |
| Sep 04, 2021 | US Open | hard | Brooksby Jenson | L | 2-6 6-3 6-2 3-6 3-6 | |
| Sep 02, 2021 | US Open | hard | Thompson Jordan | W | 3-6 3-6 7-5 7-6 6-1 | |
| Aug 31, 2021 | US Open | hard | Munar Jaume | W | 7-5 1-6 6-3 6-2 | |
| Aug 17, 2021 | Cincinnati | hard | Cilic Marin | L | 5-7 3-6 | |
| Aug 11, 2021 | Toronto - Masters | hard | Khachanov Karen | L | 6-7 4-6 | |
| Jul 27, 2021 | Tokyo Olympics | hard | Chardy Jeremy | L | 5-7 6-4 3-6 | |
| Jul 24, 2021 | Tokyo Olympics | hard | Paul Tommy | W | 6-3 6-2 | |
| Jun 30, 2021 | Wimbledon | grass | Chardy Jeremy | L | 6-7 6-7 3-6 | |
| Jun 16, 2021 | Queen's Club | grass | Norrie Cameron | L | 5-7 2-6 | |
| Jun 14, 2021 | Queen's Club | grass | Tabilo Alejandro | W | 3-6 6-4 6-2 | |
| Jun 03, 2021 | French Open | clay | Kohlschreiber Philipp | L | 3-6 6-7 6-4 1-6 | |
| Jun 01, 2021 | French Open | clay | Brooksby Jenson | W | 6-3 6-4 6-4 | |
| May 19, 2021 | Lyon | clay | Sinner Jannik | L | 6-0 3-6 4-6 | |
| May 13, 2021 | Rome | clay | Opelka Reilly | L | 6-7 4-6 | |
| May 12, 2021 | Rome | clay | Medvedev Daniil | W | 6-2 6-4 | |
| May 10, 2021 | Rome | clay | Kecmanovic Miomir | W | 7-6 6-4 | |
| May 06, 2021 | Madrid - Masters | clay | Bublik Alexander | L | 4-6 3-6 | |
| May 05, 2021 | Madrid - Masters | clay | Schwartzman Diego | W | 2-6 6-4 6-1 | |
| May 03, 2021 | Madrid - Masters | clay | Humbert Ugo | W | 7-5 6-4 | |
| Apr 25, 2021 | Belgrade | clay | Berrettini Matteo | L | 1-6 6-3 6-7 | |
| Apr 24, 2021 | Belgrade | clay | Djokovic Novak | W | 7-5 4-6 6-4 | |
| Apr 23, 2021 | Belgrade | clay | Mager Gianluca | W | 6-3 6-4 | |
| Apr 22, 2021 | Belgrade | clay | Bedene Aljaz | W | 6-3 4-6 7-6 |