| 2‑Nov‑2020 | Paris Masters | Hard | R16 | 61 | 2 | (1)Rafael Nadal [ESP] d. Thompson | 6-1 7-6(3) | | 0.54 | 12.5% | 0.0% | 69.6% | 74.4% | 35.3% | 2/4 | 1:33 |
| 2‑Nov‑2020 | Paris Masters | Hard | R32 | 61 | 24 | Thompson d. (15)Borna Coric [CRO] | 2-6 6-4 6-2 | | 1.05 | 3.5% | 3.5% | 58.1% | 70.0% | 44.4% | 7/11 | 2:14 |
| 2‑Nov‑2020 | Paris Masters | Hard | R64 | 61 | 78 | Thompson d. (Q)Federico Delbonis [ARG] | 6-2 6-3 | | 1.94 | 11.1% | 2.2% | 66.7% | 76.7% | 73.3% | 1/1 | 1:18 |
| 26‑Oct‑2020 | Nur-Sultan | Hard | R16 | 60 | 98 | (Q)Emil Ruusuvuori [FIN] d. (8)Thompson | 6-2 3-6 6-4 | | 0.85 | 5.2% | 3.9% | 64.9% | 78.0% | 40.7% | 1/5 | 2:03 |
| 26‑Oct‑2020 | Nur-Sultan | Hard | R32 | 60 | 70 | (8)Thompson d. Cameron Norrie [GBR] | 5-7 7-6(6) 6-2 | | 1.03 | 3.8% | 1.9% | 58.7% | 65.6% | 55.8% | 4/7 | 2:40 |
| 19‑Oct‑2020 | Cologne 2 | Hard | R32 | 60 | 58 | Gilles Simon [FRA] d. Thompson | 6-3 7-5 | | 0.63 | 1.6% | 3.3% | 67.2% | 63.4% | 45.0% | 1/4 | 1:45 |
| 12‑Oct‑2020 | Cologne 1 | Hard | R32 | 59 | 94 | Dennis Novak [AUT] d. Thompson | 6-3 6-3 | | 0.57 | 6.7% | 5.0% | 60.0% | 61.1% | 45.8% | 7/11 | 1:16 |
| 28‑Sep‑2020 | Roland Garros | Clay | R128 | 55 | 79 | Radu Albot [MDA] d. Thompson | 6-2 6-4 6-1 | | 0.61 | 6.7% | 1.9% | 60.0% | 55.6% | 38.1% | 11/18 | 2:06 |
| 7‑Sep‑2020 | Kitzbuhel | Clay | R16 | 63 | 47 | Miomir Kecmanovic [SRB] d. Thompson | 6-2 6-2 | | 0.47 | 3.8% | 3.8% | 51.9% | 63.0% | 32.0% | 4/8 | 1:04 |
| 7‑Sep‑2020 | Kitzbuhel | Clay | R32 | 63 | 43 | Thompson d. John Millman [AUS] | 6-3 4-6 7-6(2) | | 1.10 | 5.5% | 4.6% | 48.6% | 69.8% | 48.2% | 7/13 | 2:58 |
| 31‑Aug‑2020 | US Open | Hard | R16 | 63 | 32 | (27)Borna Coric [CRO] d. Thompson | 7-5 6-1 6-3 | | 0.68 | 2.5% | 5.0% | 55.0% | 63.6% | 38.9% | 5/11 | 2:08 |
| 31‑Aug‑2020 | US Open | Hard | R32 | 63 | 90 | Thompson d. Mikhail Kukushkin [KAZ] | 7-5 6-4 6-1 | | 1.52 | 12.8% | 2.3% | 65.1% | 76.8% | 50.0% | 3/5 | 2:23 |
| 31‑Aug‑2020 | US Open | Hard | R64 | 63 | 72 | Thompson d. Egor Gerasimov [BLR] | 6-1 6-4 3-6 6-3 | | 1.27 | 7.2% | 0.0% | 64.0% | 71.8% | 57.5% | 5/7 | 2:45 |
| 31‑Aug‑2020 | US Open | Hard | R128 | 63 | 87 | Thompson d. Stefano Travaglia [ITA] | 6-3 6-4 4-6 6-2 | | 1.37 | 6.1% | 1.0% | 65.7% | 76.9% | 61.8% | 2/5 | 2:41 |
| 24‑Aug‑2020 | Cincinnati Masters | Hard | Q2 | 64 | 99 | Salvatore Caruso [ITA] d. (7)Thompson | 6-4 6-4 | | 0.79 | 6.9% | 5.2% | 67.2% | 71.8% | 47.4% | 3/6 | 1:27 |
| 24‑Aug‑2020 | Cincinnati Masters | Hard | Q1 | 64 | 184 | (7)Thompson d. (WC)Michael Mmoh [USA] | 6-2 7-6(2) | | 1.38 | 6.5% | 1.6% | 64.5% | 75.0% | 54.5% | 4/6 | 1:31 |
| 6‑Mar‑2020 | Davis Cup QLS R1: AUS vs BRA | Hard | RR | 63 | 82 | Thompson d. Thiago Monteiro [BRA] | 6-4 6-4 | | 1.43 | 9.4% | 0.0% | 81.1% | 74.4% | 60.0% | 0/1 | 1:24 |
| 17‑Feb‑2020 | Delray Beach | Hard | R32 | 65 | 50 | Miomir Kecmanovic [SRB] d. Thompson | 6-2 0-0 RET | | 0.33 | 4.3% | 0.0% | 78.3% | 50.0% | 60.0% | 2/4 | 0:27 |
| 10‑Feb‑2020 | New York | Hard | QF | 63 | 98 | Andreas Seppi [ITA] d. Thompson | 6-7(2) 6-4 6-1 | | 0.68 | 5.9% | 3.9% | 64.7% | 69.7% | 44.4% | 4/8 | 2:14 |
| 10‑Feb‑2020 | New York | Hard | R16 | 63 | 18 | Thompson d. (1)John Isner [USA] | 7-6(2) 6-7(3) 6-3 | | 1.23 | 1.9% | 0.9% | 65.7% | 80.3% | 67.6% | 5/5 | 2:31 |
| 10‑Feb‑2020 | New York | Hard | R32 | 63 | 122 | Thompson d. Ivo Karlovic [CRO] | 6-3 7-6(2) | | 1.83 | 9.5% | 1.6% | 77.8% | 85.7% | 57.1% | 1/1 | 1:23 |
| 20‑Jan‑2020 | Australian Open | Hard | R64 | 66 | 12 | (12)Fabio Fognini [ITA] d. Thompson | 7-6(4) 6-1 3-6 4-6 7-6(4) | | 0.91 | 7.1% | 2.4% | 59.8% | 73.3% | 50.0% | 8/11 | 4:05 |
| 20‑Jan‑2020 | Australian Open | Hard | R128 | 66 | 56 | Thompson d. Alexander Bublik [KAZ] | 6-4 6-3 6-2 | | 1.22 | 4.5% | 0.9% | 62.7% | 65.2% | 56.1% | 11/12 | 2:18 |
| 13‑Jan‑2020 | Adelaide | Hard | R32 | 65 | 42 | Albert Ramos [ESP] d. Thompson | 6-4 6-7(5) 6-3 | | 1.03 | 10.5% | 1.2% | 67.4% | 75.9% | 50.0% | 3/6 | 2:36 |
| 6‑Jan‑2020 | Doha | Hard | R32 | 63 | 62 | Miomir Kecmanovic [SRB] d. Thompson | 6-4 6-2 | | 0.63 | 6.1% | 1.5% | 60.6% | 65.0% | 34.6% | 7/10 | 1:24 |
