| 2‑Nov‑2020 | Eckental CH | Hard | QF | 110 | 136 | (7)Sebastian Korda [USA] d. (2)Popyrin | 6-4 6-4 | | 0.64 | 8.8% | 0.0% | 56.1% | 62.5% | 52.0% | 0/3 | 1:07 |
| 2‑Nov‑2020 | Eckental CH | Hard | R16 | 110 | 229 | (2)Popyrin d. Zdenek Kolar [CZE] | 6-4 6-4 | | 1.30 | 9.4% | 7.5% | 54.7% | 93.1% | 29.2% | 1/3 | 1:14 |
| 2‑Nov‑2020 | Eckental CH | Hard | R32 | 110 | 201 | (2)Popyrin d. Brayden Schnur [CAN] | 6-1 6-4 | | 2.05 | 22.2% | 4.4% | 60.0% | 85.2% | 72.2% | 0/0 | 0:49 |
| 26‑Oct‑2020 | Nur-Sultan | Hard | Q2 | 109 | 113 | (5)Aslan Karatsev [RUS] d. (4)Popyrin | 6-3 6-3 | | 0.78 | 12.1% | 3.4% | 60.3% | 62.9% | 26.1% | 5/10 | 1:34 |
| 26‑Oct‑2020 | Nur-Sultan | Hard | Q1 | 109 | 178 | (4)Popyrin d. Denis Istomin [UZB] | 6-4 4-4 RET | | 1.09 | 12.3% | 8.8% | 54.4% | 80.6% | 50.0% | 2/2 | 1:19 |
| 19‑Oct‑2020 | Cologne 2 | Hard | R32 | 109 | 41 | (8)Adrian Mannarino [FRA] d. (LL)Popyrin | 6-2 6-2 | | 0.72 | 6.5% | 6.5% | 67.4% | 61.3% | 33.3% | 1/5 | 1:01 |
| 19‑Oct‑2020 | Cologne 2 | Hard | Q2 | 109 | 87 | (3)Egor Gerasimov [BLR] d. (7)Popyrin | 6-2 1-6 6-3 | | 0.94 | 1.4% | 7.2% | 55.1% | 63.2% | 48.4% | 3/7 | 1:27 |
| 19‑Oct‑2020 | Cologne 2 | Hard | Q1 | 109 | 122 | (7)Popyrin d. J J Wolf [USA] | 6-3 4-6 6-3 | | 1.14 | 12.3% | 3.7% | 65.4% | 79.2% | 46.4% | 3/5 | 1:29 |
| 5‑Oct‑2020 | Parma CH | Clay | SF | 108 | 85 | (5)Salvatore Caruso [ITA] d. Popyrin | 6-4 6-4 | | 0.97 | 5.6% | 6.9% | 52.8% | 68.4% | 44.1% | 4/8 | 1:44 |
| 5‑Oct‑2020 | Parma CH | Clay | QF | 108 | 206 | Popyrin d. (LL)Juan Pablo Ficovich [ARG] | 6-7(6) 6-4 7-5 | | 1.09 | 5.3% | 2.6% | 49.1% | 75.0% | 53.4% | 8/10 | 2:44 |
| 5‑Oct‑2020 | Parma CH | Clay | R16 | 108 | 238 | Popyrin d. (Q)Alexandre Muller [FRA] | 6-4 6-4 | | 1.22 | 10.0% | 3.3% | 70.0% | 78.6% | 50.0% | 0/0 | 1:17 |
| 5‑Oct‑2020 | Parma CH | Clay | R32 | 108 | 69 | Popyrin d. (2)Juan Ignacio Londero [ARG] | 1-6 2-1 RET | | 0.59 | 7.7% | 2.6% | 51.3% | 70.0% | 26.3% | 5/8 | 0:44 |
| 28‑Sep‑2020 | Roland Garros | Clay | R128 | 108 | 90 | Lloyd Harris [RSA] d. Popyrin | 6-4 6-4 7-6(7) | | 0.71 | 6.9% | 6.9% | 66.3% | 76.1% | 50.0% | 6/8 | 2:00 |
| 14‑Sep‑2020 | Rome Masters | Clay | Q2 | 107 | 49 | (1)Tennys Sandgren [USA] d. Popyrin | 6-7(6) 6-4 6-2 | | 0.67 | 3.1% | 3.1% | 47.9% | 65.2% | 56.0% | 4/9 | 2:15 |
| 14‑Sep‑2020 | Rome Masters | Clay | Q1 | 107 | 357 | Popyrin d. Luke Saville [AUS] | 6-3 7-6(6) | | 1.15 | 6.3% | 6.3% | 46.8% | 67.6% | 57.1% | 5/8 | 1:44 |
| 7‑Sep‑2020 | Aix En Provence CH | Clay | R32 | 102 | 197 | (WC)Quentin Halys [FRA] d. (6)Popyrin | 7-5 6-3 | | 0.99 | 7.0% | 8.8% | 56.1% | 78.1% | 52.0% | 1/3 | 1:29 |
| 24‑Aug‑2020 | Trieste CH | Clay | R16 | 102 | 280 | (WC)Lorenzo Musetti [ITA] d. (1)Popyrin | 7-5 6-3 | | 0.71 | 3.0% | 0.0% | 53.0% | 57.1% | 64.5% | 5/8 | 1:27 |
| 24‑Aug‑2020 | Trieste CH | Clay | R32 | 102 | 196 | (1)Popyrin d. Quentin Halys [FRA] | 6-4 7-6(3) | | 1.04 | 6.6% | 2.6% | 60.5% | 73.9% | 60.0% | 7/8 | 1:29 |
| 24‑Feb‑2020 | Dubai | Hard | Q1 | 101 | 311 | (WC)Lorenzo Musetti [ITA] d. (7)Popyrin | 6-3 7-6(1) | | 0.86 | 5.8% | 5.8% | 53.8% | 78.6% | 54.2% | 1/3 | 1:15 |
| 17‑Feb‑2020 | Marseille | Hard | Q2 | 100 | 137 | (7)Ilya Ivashka [BLR] d. (4)Popyrin | 6-1 3-6 6-4 | | 0.68 | 7.0% | 4.7% | 58.1% | 64.0% | 44.4% | 3/7 | 1:39 |
| 17‑Feb‑2020 | Marseille | Hard | Q1 | 100 | 156 | (4)Popyrin d. Steven Diez [CAN] | 7-6(3) 6-3 | | 1.37 | 17.9% | 3.0% | 65.7% | 84.1% | 56.5% | 0/0 | 1:31 |
| 10‑Feb‑2020 | Rotterdam | Hard | Q2 | 101 | 66 | (1)Marton Fucsovics [HUN] d. (6)Popyrin | 6-2 6-1 | | 0.42 | 2.0% | 2.0% | 58.8% | 46.7% | 28.6% | 3/9 | 0:55 |
| 10‑Feb‑2020 | Rotterdam | Hard | Q1 | 101 | 604 | (6)Popyrin d. Ryan Nijboer [NED] | 6-2 6-4 | | 1.59 | 10.3% | 5.2% | 56.9% | 81.8% | 56.0% | 5/5 | 1:18 |
| 3‑Feb‑2020 | Montpellier | Hard | R32 | 99 | 45 | Adrian Mannarino [FRA] d. Popyrin | 6-0 6-7(7) 6-0 | | 0.61 | 14.6% | 4.5% | 55.1% | 61.2% | 45.0% | 9/15 | 1:55 |
| 20‑Jan‑2020 | Australian Open | Hard | R32 | 96 | 4 | (4)Daniil Medvedev [RUS] d. Popyrin | 6-4 6-3 6-2 | (ch) | 0.61 | 9.3% | 8.1% | 64.0% | 67.3% | 32.3% | 3/8 | 1:47 |
| 20‑Jan‑2020 | Australian Open | Hard | R64 | 96 | 90 | Popyrin d. Jaume Munar [ESP] | 6-2 7-6(5) 6-2 | | 1.32 | 8.4% | 6.3% | 67.4% | 75.0% | 58.1% | 4/4 | 2:04 |
| 20‑Jan‑2020 | Australian Open | Hard | R128 | 96 | 33 | Popyrin d. (28)Jo Wilfried Tsonga [FRA] | 6-7(5) 6-2 6-1 0-0 RET | | 1.52 | 14.8% | 2.5% | 65.4% | 75.5% | 78.6% | 4/4 | 1:41 |
| 13‑Jan‑2020 | Adelaide | Hard | R32 | 95 | 40 | Laslo Djere [SRB] d. (WC)Popyrin | 7-6(3) 3-6 6-4 | | 1.16 | 6.4% | 5.3% | 56.4% | 83.0% | 53.7% | 3/4 | 2:22 |
| 6‑Jan‑2020 | Doha | Hard | Q2 | 94 | 81 | (4)Corentin Moutet [FRA] d. Popyrin | 6-2 6-4 | | 0.70 | 0.0% | 6.0% | 60.0% | 50.0% | 40.0% | 1/6 | 1:12 |
| 6‑Jan‑2020 | Doha | Hard | Q1 | 94 | 91 | Popyrin d. (7)Damir Dzumhur [BIH] | 4-6 7-6(5) 7-5 | | 1.01 | 8.3% | 6.5% | 56.5% | 72.1% | 51.1% | 2/6 | 2:18 |
