Monte-Carlo, Monaco, 
)
1Results Single 2019
| Rnd | Opponent | Rank | Score | W/L | |
|---|---|---|---|---|---|
 |
Rolex Paris Masters Paris, France ATP Tour Masters, €5791280, 28 Oct 2019, Hard |
 |
|||
| SF | (1) |
Novak Djokovic (SRB  ) |
1 | 6-7(5) 4-6 | loss |
| Q |
Cristian Garin (CHI  ) |
42 | 6-2 7-5 | win | |
| R16 | (5) |
Dominic Thiem (AUT  ) |
5 | 6-3 6-2 | win |
| R32 | (12) |
David Goffin (BEL  ) |
14 | 7-5 6-3 | win |
| R64 | (WC) |
Ugo Humbert (FRA  ) |
63 | 4-6 6-1 6-2 | win |
 |
Erste Bank Open 500 Vienna, Austria ATP Tour 500, €2443810, 21 Oct 2019, Hard |
 |
|||
| R16 | (3) |
Matteo Berrettini (ITA  ) |
11 | 6-7(5) 6-7(1) | loss |
| R32 | (Q) |
Damir Dzumhur (BIH  ) |
92 | 6-3 7-5 | win |
 |
Stockholm Open Stockholm, Sweden ATP Tour 250, €711275, 14 Oct 2019, Clay |
 |
|||
| R16 |
Sam Querrey (USA  ) |
50 | 7-6(7) 3-6 6-7(3) | loss | |
| R32 | bye | n/a | |||
 |
China Open Beijing, China ATP Tour 500, $3515225, 30 Sep 2019, Hard |
 |
|||
| R32 |
Andrey Rublev (___  ) |
36 | 2-6 5-7 | loss | |
|
Chengdu Open Chengdu, China ATP Tour 250, $1096575, 23 Sep 2019, Clay |
 |
|||
| Q |
Alexander Bublik (KAZ  ) |
71 | 7-5 6-7(9) 6-7(3) | loss | |
| R16 |
Daniel Evans (GBR  ) |
48 | 7-5 7-5 | win | |
| R32 | bye | n/a | |||
 |
US Open Flushing Meadows, NY, USA Grand Slam, $1, 26 Aug 2019, Hard |
 |
|||
| SF | (5) |
Daniil Medvedev (___ ) |
5 | 6-7(5) 4-6 3-6 | loss |
| Q | (3) |
Roger Federer (SUI  ) |
3 | 3-6 6-4 3-6 6-4 6-2 | win |
| R16 |
Alex de Minaur (AUS  ) |
38 | 7-5 6-3 6-4 | win | |
| R32 | (LL) |
Kamil Majchrzak (POL  ) |
94 | 7-5 7-6(8) 6-2 | win |
| R64 | (12) |
Borna Coric (CRO  ) |
12 | w/o | win |
| R128 |
Andreas Seppi (ITA ) |
77 | 6-1 6-7(2) 6-4 6-3 | win | |
|
W & S Open Cincinnati, OH, USA ATP Tour Masters, $6735690, 12 Aug 2019, Hard |
 |
|||
| R64 |
Stan Wawrinka (SUI ) |
22 | 7-5 4-6 6-7(4) | loss | |
 |
National Bank Open Toronto/Montreal, Canada ATP Tour Masters, $6338885, 05 Aug 2019, Hard |
 |
|||
| R64 |
Stan Wawrinka (SUI ) |
22 | 4-6 4-6 | loss | |
 |
Abierto Mexicano de Tenis Los Cabos, Mexico ATP Tour 250, $858565, 29 Jul 2019, Hard |
 |
|||
| R16 | (2/WC) |
Guido Pella (ARG  ) |
24 | 4-6 2-6 | loss |
| R32 |
Steve Johnson (USA ) |
93 | 7-6(4) 4-6 7-6(5) | win | |
|
Truist Atlanta Open Atlanta, GA, USA ATP Tour 250, $694995, 22 Jul 2019, Hard |
 |
|||
| R32 | (Q) |
Kevin King (USA ) |
405 | 5-7 4-6 | loss |
 |
The Championships Wimbledon, Great Britain Grand Slam, £1, 01 Jul 2019, Grass |
 |
|||
| R128 | (Q) |
Corentin Moutet (FRA ) |
85 | 6-2 6-3 6-7(4) 3-6 1-6 | loss |
|
cinch Championships London / Queen`s Club, Great Britain ATP Tour 500, €2219150, 17 Jun 2019, Grass |
 |
|||
| R32 | (8) |
Felix Auger-Aliassime (CAN  ) |
21 | 4-6 4-6 | loss |
|
Roland Garros Paris, France Grand Slam, €42661000, 27 May 2019, Clay |
 |
|||
| R32 | (24) |
Stan Wawrinka (SUI ) |
28 | 6-7(5) 6-7(4) 6-7(8) | loss |
| R64 | (11) |
Marin Cilic (CRO ) |
13 | 6-7(3) 6-4 4-6 7-6(2) 6-3 | win |
| R128 |
Janko Tipsarevic (SRB ) |
317 | 6-3 6-0 3-6 6-7(4) 6-4 | win | |
 |
Gonet Geneva Open Geneva, Switzerland ATP Tour 250, €586140, 20 May 2019, Clay |
 |
|||
| R32 |
Federico Delbonis (ARG ) |
78 | 6-1 4-6 2-6 | loss | |
| Q-F |
Thomas Fabbiano (ITA ) |
100 | 7-5 6-3 | win | |
| Q-R1 |
Marc-Andrea Huesler (SUI ) |
276 | 6-4 6-3 | win | |
 |
Internazionali BNL d'Italia Rome, Italy ATP Tour Masters, €5791280, 13 May 2019, Clay |
 |
|||
| R64 |
Jan-Lennard Struff (GER  ) |
49 | 4-6 7-6(5) 3-6 | loss | |
 |
Mutua Madrid Open Madrid, Spain ATP Tour Masters, €7279270, 06 May 2019, Clay |
 |
|||
| R64 | (Q) |
Taylor Fritz (USA ) |
57 | 6-7(8) 6-7(4) | loss |
|
Barcelona Open Banc Sabadell Barcelona, Spain ATP Tour 500, €2746455, 22 Apr 2019, Clay |
 |
|||
| R16 | (LL) |
Nicolas Jarry (CHI ) |
81 | 6-2 4-6 6-7(2) | loss |
| R32 |
Fernando Verdasco (ESP  ) |
37 | 6-2 6-7(4) 6-3 | win | |
| R64 | bye | n/a | |||
 |
Monte-Carlo Rolex Masters Monte-Carlo, Monaco ATP Tour Masters, €5585030, 15 Apr 2019, Clay |
 |
|||
| R16 | (2) |
Rafael Nadal (ESP ) |
2 | 4-6 1-6 | loss |
| R32 |
Jan-Lennard Struff (GER ) |
44 | 7-6(2) 6-4 | win | |
| R64 |
Matteo Berrettini (ITA ) |
54 | 7-5 6-4 | win | |
|
Miami Open Miami, Florida, USA ATP Tour Masters, $9314875, 18 Mar 2019, Hard |
 |
|||
| R32 |
Jordan Thompson (AUS ) |
77 | 5-7 5-7 | loss | |
| R64 |
Feliciano Lopez (ESP ) |
94 | 6-1 6-3 | win | |
| R128 | bye | n/a | |||
 |
Australian Open Melbourne, Australia Grand Slam, 1A$, 14 Jan 2019, Hard |
 |
|||
| R16 |
Frances Tiafoe (USA ) |
39 | 5-7 6-7(6) 7-6(1) 5-7 | loss | |
| R32 |
Thomas Fabbiano (ITA ) |
100 | 7-6(5) 6-4 6-4 | win | |
| R64 |
Pablo Cuevas (URU  ) |
90 | 6-3 6-7(5) 6-3 7-5 | win | |
| R128 |
Janko Tipsarevic (SRB ) |
4-6 6-3 6-1 6-4 | win | ||
|
Brisbane International Brisbane, Australia ATP Tour 250, $528910, 01 Jan 2019, Hard |
 |
|||
| Q | (2) |
Kei Nishikori (JPN  ) |
9 | 5-7 5-7 | loss |
| R16 |
John Millman (AUS ) |
38 | 6-3 6-4 | win | |
| R32 |
Yoshihito Nishioka (JPN ) |
75 | 6-3 6-4 | win | |