| 12‑Feb‑2024 | Buenos Aires | Clay | R32 | 80 | 116 | (Q)Galan d. (WC)Diego Schwartzman [ARG] | 2-6 6-1 6-4 | | 0.99 | 3.0% | 0.0% | 62.6% | 61.3% | 54.1% | 6/9 | 2:18 |
| 21‑Aug‑2023 | Winston-Salem | Hard | R64 | 70 | 105 | Galan d. Radu Albot [MDA] | 6-1 7-5 | | 1.37 | 14.8% | 0.0% | 63.9% | 71.8% | 45.5% | 2/4 | 1:30 |
| 3‑Jul‑2023 | Wimbledon | Grass | R32 | 85 | 59 | Galan d. Mikael Ymer [SWE] | 6-2 6-7(2) 7-6(5) 3-6 6-1 | | 1.03 | 5.2% | 0.6% | 66.1% | 61.7% | 50.8% | 15/22 | 4:20 |
| 16‑Jan‑2023 | Australian Open | Hard | R128 | 70 | | Jeremy Chardy [FRA] d. Galan | 1-6 7-5 6-1 6-4 | | 0.93 | 1.6% | 3.3% | 59.8% | 61.6% | 44.9% | 10/17 | 3:19 |
| 19‑Sep‑2022 | San Diego | Hard | R16 | 75 | 68 | Galan d. (4)Pedro Martinez [ESP] | 5-7 6-1 6-4 | | 1.09 | 5.0% | 1.0% | 59.0% | 66.1% | 51.2% | 3/6 | 2:53 |
| 29‑Aug‑2022 | US Open | Hard | R128 | 94 | 5 | Galan d. (4)Stefanos Tsitsipas [GRE] | 6-0 6-1 3-6 7-5 | | 1.31 | 5.5% | 0.9% | 63.3% | 73.9% | 50.0% | 7/9 | 2:48 |
| 31‑Jan‑2022 | Cordoba | Clay | R16 | 127 | 88 | (LL)Galan d. Jaume Munar [ESP] | 6-2 3-6 6-1 | | 1.52 | 3.3% | 0.0% | 60.0% | 69.4% | 66.7% | 2/5 | 2:01 |
| 24‑Jul‑2021 | Tokyo Olympics | Hard | R64 | 113 | 171 | Galan d. Mohamed Safwat [EGY] | 7-5 6-1 | | | | | | | | | |
| 26‑Apr‑2021 | Munich | Clay | R32 | 115 | 65 | (Q)Galan d. Sebastian Korda [USA] | 6-1 7-6(7) | | 1.31 | 4.5% | 0.0% | 59.1% | 79.5% | 48.1% | 4/6 | 1:28 |
| 8‑Mar‑2021 | Santiago | Clay | R16 | 121 | 55 | Galan d. (3)Pablo Andujar [ESP] | 6-1 7-6(7) | | 1.38 | 9.5% | 0.0% | 79.4% | 74.0% | 53.8% | 0/1 | 1:33 |
| 22‑Feb‑2021 | Cordoba | Clay | R32 | 116 | 128 | Jozef Kovalik [SVK] d. Galan | 6-2 1-6 6-3 | | 0.93 | 3.7% | 1.2% | 63.0% | 58.8% | 53.3% | 4/8 | 1:43 |
| 28‑Sep‑2020 | Roland Garros | Clay | R128 | 153 | 72 | (LL)Galan d. Cameron Norrie [GBR] | 4-6 6-3 5-7 6-1 6-1 | | 1.14 | 3.6% | 0.0% | 65.7% | 63.1% | 44.8% | 12/19 | 3:42 |
| 6‑Mar‑2020 | Davis Cup QLS R1: ARG vs COL | Clay | RR | 148 | 118 | Galan d. Leonardo Mayer [ARG] | 6-1 6-4 | | 1.86 | 7.1% | 4.8% | 66.7% | 78.6% | 57.1% | 1/3 | 1:08 |
| 8‑Apr‑2019 | Houston | Clay | QF | 241 | 67 | (Q)Galan d. (7)Jordan Thompson [AUS] | 6-1 4-6 6-4 | | 1.06 | 3.5% | 3.5% | 58.1% | 70.0% | 55.6% | 4/5 | 2:17 |
| 1‑Feb‑2019 | Davis Cup QLS R1: SWE vs COL | Clay | RR | 228 | 194 | Galan d. Mikael Ymer [SWE] | 6-1 6-2 | | 1.65 | 13.2% | 0.0% | 58.5% | 83.9% | 45.5% | 2/2 | 1:14 |
| 6‑Apr‑2018 | Davis Cup G1 R2: COL vs BRA | Hard | RR | 257 | 234 | Galan d. Guilherme Clezar [BRA] | 3-6 6-2 6-1 | | 1.19 | 10.4% | 0.0% | 72.7% | 62.5% | 42.9% | 4/8 | 1:58 |