| 21‑Oct‑2019 | Basel | Hard | R16 | 64 | 10 | (4)Roberto Bautista Agut [ESP] d. Gasquet | 6-2 4-6 6-3 | | 0.58 | 7.1% | 1.2% | 66.7% | 67.9% | 50.0% | 3/6 | 1:43 |
| 21‑Oct‑2019 | Basel | Hard | R32 | 64 | 52 | Gasquet d. Juan Ignacio Londero [ARG] | 6-1 7-6(4) | | 1.77 | 19.7% | 4.9% | 62.3% | 86.8% | 65.2% | 3/3 | 1:17 |
| 14‑Oct‑2019 | Antwerp | Hard | R32 | 57 | 88 | Soon Woo Kwon [KOR] d. Gasquet | 1-6 6-3 6-4 | | 1.11 | 14.1% | 4.2% | 69.0% | 75.5% | 36.4% | 2/5 | 1:50 |
| 7‑Oct‑2019 | Shanghai Masters | Hard | R64 | 52 | 14 | (13)David Goffin [BEL] d. Gasquet | 6-2 6-3 | | 0.47 | 6.3% | 6.3% | 58.3% | 64.3% | 30.0% | 1/6 | 0:57 |
| 30‑Sep‑2019 | Beijing | Hard | R32 | 42 | 5 | (1)Dominic Thiem [AUT] d. Gasquet | 6-4 6-1 | (ch) | 0.60 | 1.7% | 1.7% | 55.2% | 68.8% | 34.6% | 5/8 | 1:22 |
| 16‑Sep‑2019 | Metz | Hard | R16 | 41 | 23 | (3)Benoit Paire [FRA] d. Gasquet | 3-6 6-3 6-4 | | 1.01 | 5.1% | 2.6% | 69.2% | 77.8% | 45.8% | 3/6 | 1:37 |
| 16‑Sep‑2019 | Metz | Hard | R32 | 41 | 100 | Gasquet d. (Q)Marcel Granollers [ESP] | 4-6 7-6(5) 6-4 | | 0.95 | 5.3% | 5.3% | 61.4% | 75.7% | 50.0% | 2/4 | 2:35 |
| 26‑Aug‑2019 | US Open | Hard | R128 | 36 | 25 | (24)Matteo Berrettini [ITA] d. Gasquet | 6-4 6-3 2-6 6-2 | | 0.93 | 5.6% | 5.6% | 62.0% | 74.6% | 41.5% | 4/8 | 2:43 |
| 12‑Aug‑2019 | Cincinnati Masters | Hard | SF | 56 | 19 | (16)David Goffin [BEL] d. (PR)Gasquet | 6-3 6-4 | (ch) | 0.50 | 10.2% | 6.8% | 67.8% | 72.5% | 15.8% | 4/7 | 1:15 |
| 12‑Aug‑2019 | Cincinnati Masters | Hard | QF | 56 | 11 | (PR)Gasquet d. (11)Roberto Bautista Agut [ESP] | 7-6(2) 3-6 6-2 | | 1.07 | 8.3% | 5.2% | 54.2% | 73.1% | 61.4% | 5/7 | 2:13 |
| 12‑Aug‑2019 | Cincinnati Masters | Hard | R16 | 56 | 24 | (PR)Gasquet d. Diego Schwartzman [ARG] | 7-6(6) 6-3 | | 1.27 | 15.1% | 5.5% | 54.8% | 75.0% | 57.6% | 1/2 | 1:47 |
| 12‑Aug‑2019 | Cincinnati Masters | Hard | R32 | 56 | 66 | (PR)Gasquet d. (LL)Federico Delbonis [ARG] | 7-5 7-6(1) | | 1.24 | 2.8% | 2.8% | 65.3% | 78.7% | 48.0% | 2/4 | 1:53 |
| 12‑Aug‑2019 | Cincinnati Masters | Hard | R64 | 56 | 324 | (PR)Gasquet d. (WC)Andy Murray [GBR] | 6-4 6-4 | (ch) | 1.21 | 5.9% | 8.8% | 60.3% | 80.5% | 48.1% | 4/5 | 1:36 |
| 5‑Aug‑2019 | Canada Masters | Hard | R16 | 66 | 13 | (10)Roberto Bautista Agut [ESP] d. Gasquet | 7-5 7-5 | | 0.55 | 10.4% | 0.0% | 58.4% | 66.7% | 50.0% | 9/12 | 1:40 |
| 5‑Aug‑2019 | Canada Masters | Hard | R32 | 66 | 6 | Gasquet d. (5)Kei Nishikori [JPN] | 6-7(6) 6-2 7-6(4) | | 1.07 | 9.4% | 2.6% | 54.7% | 73.4% | 45.3% | 9/12 | 3:09 |
| 5‑Aug‑2019 | Canada Masters | Hard | R64 | 66 | 29 | Gasquet d. Benoit Paire [FRA] | 7-6(2) 6-4 | | 1.51 | 1.5% | 1.5% | 62.7% | 76.2% | 68.0% | 3/4 | 1:40 |
| 29‑Jul‑2019 | Kitzbuhel | Clay | R32 | 68 | 73 | Philipp Kohlschreiber [GER] d. Gasquet | 6-3 6-2 | | 0.64 | 5.9% | 13.7% | 33.3% | 70.6% | 35.3% | 7/12 | 1:06 |
| 22‑Jul‑2019 | Hamburg | Clay | R16 | 65 | 77 | Jeremy Chardy [FRA] d. Gasquet | 7-6(5) 7-5 | | 0.72 | 5.1% | 3.8% | 64.6% | 68.6% | 57.1% | 3/5 | 1:55 |
| 22‑Jul‑2019 | Hamburg | Clay | R32 | 65 | 207 | Gasquet d. (Q)Sumit Nagal [IND] | 6-2 7-6(2) | (ch) | 1.50 | 13.6% | 3.4% | 64.4% | 76.3% | 52.4% | 2/4 | 1:29 |
| 15‑Jul‑2019 | Bastad | Clay | QF | 50 | 71 | (6)Juan Ignacio Londero [ARG] d. (4)Gasquet | 7-6(5) 4-6 6-3 | | 0.92 | 10.6% | 5.7% | 60.2% | 67.6% | 44.9% | 14/17 | 2:51 |
| 15‑Jul‑2019 | Bastad | Clay | R16 | 50 | 121 | (4)Gasquet d. Dennis Novak [AUT] | 4-6 6-3 6-4 | | 0.98 | 6.7% | 3.8% | 65.4% | 69.1% | 44.4% | 5/8 | 2:02 |
| 1‑Jul‑2019 | Wimbledon | Grass | R128 | 47 | 28 | (27)Lucas Pouille [FRA] d. Gasquet | 6-1 6-4 7-6(4) | (ch) | 0.73 | 11.7% | 4.3% | 57.4% | 66.7% | 45.0% | 7/11 | 1:48 |
| 17‑Jun‑2019 | Halle | Grass | R16 | 54 | 20 | (7)Roberto Bautista Agut [ESP] d. Gasquet | 6-1 6-4 | | 0.64 | 4.9% | 7.3% | 61.0% | 68.0% | 50.0% | 0/3 | 1:02 |
| 17‑Jun‑2019 | Halle | Grass | R32 | 54 | 121 | Gasquet d. (WC)Peter Gojowczyk [GER] | 6-3 6-4 | | 1.94 | 15.1% | 3.8% | 56.6% | 83.3% | 78.3% | 1/1 | 1:09 |
| 10‑Jun‑2019 | s Hertogenbosch | Grass | SF | 42 | 62 | Jordan Thompson [AUS] d. (8)Gasquet | 7-5 6-3 | | 0.87 | 4.2% | 0.0% | 52.8% | 68.4% | 50.0% | 10/13 | 1:41 |
| 10‑Jun‑2019 | s Hertogenbosch | Grass | QF | 42 | 60 | (8)Gasquet d. Nicolas Jarry [CHI] | 7-6(8) 6-4 | | 1.03 | 7.0% | 1.2% | 72.1% | 74.2% | 54.2% | 4/4 | 1:44 |
| 10‑Jun‑2019 | s Hertogenbosch | Grass | R16 | 42 | 47 | (8)Gasquet d. Mikhail Kukushkin [KAZ] | 6-4 6-3 | | 1.39 | 14.0% | 1.8% | 63.2% | 72.2% | 57.1% | 1/2 | 1:24 |
| 10‑Jun‑2019 | s Hertogenbosch | Grass | R32 | 42 | 93 | (8)Gasquet d. Aljaz Bedene [SLO] | 6-7(3) 7-6(5) 6-4 | | 1.16 | 8.6% | 2.2% | 68.8% | 78.1% | 44.8% | 0/3 | 2:26 |
| 27‑May‑2019 | Roland Garros | Clay | R64 | 39 | 78 | Juan Ignacio Londero [ARG] d. Gasquet | 6-2 3-6 6-3 6-4 | | 0.63 | 5.9% | 4.9% | 53.9% | 69.1% | 46.8% | 7/12 | 2:14 |
| 27‑May‑2019 | Roland Garros | Clay | R128 | 39 | 102 | Gasquet d. Mischa Zverev [GER] | 6-3 6-4 6-3 | | 1.58 | 9.6% | 2.7% | 60.3% | 84.1% | 58.6% | 1/2 | 1:39 |
| 20‑May‑2019 | Lyon | Clay | R16 | 39 | 46 | Taylor Fritz [USA] d. (6)Gasquet | W/O | | | | | | | | | |
| 20‑May‑2019 | Lyon | Clay | R32 | 39 | 199 | (6)Gasquet d. (Q)Maxime Janvier [FRA] | 6-7(5) 6-2 7-6(2) | | 1.01 | 6.9% | 1.5% | 59.2% | 68.8% | 54.7% | 19/22 | 2:43 |
| 13‑May‑2019 | Rome Masters | Clay | R64 | 39 | 42 | Jeremy Chardy [FRA] d. Gasquet | 6-1 4-6 6-3 | | 0.90 | 2.4% | 4.8% | 59.5% | 64.0% | 55.9% | 7/11 | 2:08 |
| 6‑May‑2019 | Madrid Masters | Clay | R32 | 39 | 3 | (4)Roger Federer [SUI] d. Gasquet | 6-2 6-3 | | 0.69 | 2.5% | 5.0% | 70.0% | 67.9% | 41.7% | 0/3 | 0:52 |
| 6‑May‑2019 | Madrid Masters | Clay | R64 | 39 | 127 | Gasquet d. (WC)Alejandro Davidovich Fokina [ESP] | 7-5 7-6(5) | (ch) | 1.13 | 3.9% | 3.9% | 70.1% | 68.5% | 56.5% | 2/4 | 1:57 |
