Day 4 on the Monte-Carlo Nation Membership introduced one other upset on the Rolex Monte-Carlo Masters, as Alejandro Tabilo capitalised on Novak Djokovic’s ongoing struggles to safe a 6-3, 6-4 second-round win, whereas Carlos Alcaraz notched his first-ever victory on the occasion, storming again to defeat Francisco Cerundolo 3-6, 6-0, 6-1.
The Spherical of 32 additionally noticed Lorenzo Musetti, Alex de Minaur, Grigor Dimitrov, and Daniil Medvedev grind via three-set battles, and Alexei Popyrin upset 14th seed Frances Tiafoe to maintain the surprises approaching the purple clay.
Full outcomes from Wednesday’s matches beneath, plus choose highlights because the Spherical of 16 takes form in The Principality.
Day 4 2025 Monte Carlo Spherical of 32 Outcomes
Winner
Loser
Scoreline
Lorenzo Musetti (13)
Jiri Lehecka
1-6 7-5 6-2
Nuno Borges
Pedro Martinez
7-5 6-7(4) 6-4
Alejandro Tabilo
Novak Djokovic (3)
6-3 6-4
Grigor Dimitrov (15)
Valentin Vacherot (WC)
4-6 6-3 6-1
Daniil Medvedev (9)
Alexandre Muller
7-6(6) 5-7 6-2
Alex de Minaur (8)
Tomas Machac
3-6 6-0 6-3
Alejandro Davidovich Fokina
Tomas Martin Etcheverry
7-6(2) 6-3
Alexei Popyrin
Frances Tiafoe (14)
3-6 6-3 6-3
Casper Ruud (4)
Roberto Bautista Agut
6-2 6-1
Andrey Rublev (7)
Gael Monfils
6-4 7-6(2)
Arthur Fils (12)
Flavio Cobolli
6-2 6-4
Daniel Altmaier (Q)
Richard Gasquet (WC)
7-5 5-7 6-2
Carlos Alcaraz (2)
Francisco Cerundolo
3-6 6-0 6-1
Tabilo Tops Djokovic

I had a sense Djokovic wouldn’t be a consider Monte Carlo as he seemed drained in observe, and that proved right, as Alejandro Tabilo upset him 6-3, 6-4 within the second spherical.
The Chilean, who additionally beat Djokovic in Rome final season, capitalised on the two-time Monte-Carlo champion’s subpar efficiency, coming via in a single hour and 37 minutes.
Contemporary off a runner-up end in Miami, Djokovic made a flat begin and seemed far beneath his greatest as his photographs lacked penetration. Whereas he confirmed some flashes of resistance within the second set, he squandered his solely break level possibilities within the eighth recreation, permitting Tabilo to serve out the match with a love maintain.
There’s not a lot to learn into, as I don’t see Djoker being a major risk on clay anyplace apart from the French Open. Possibly he can up his recreation in Rome to construct momentum, however outdoors these occasions? I’m not positive,
Whereas I’m reluctant to say it’s a horrible loss given his eye points and the way he seemed in observe, Tabilo has been in woeful kind, so it’s definitely not one.
It was really extra just like the worst day. Look… I hoped it was not going to occur. But it surely was fairly a excessive chance that I’m going to play this fashion.. Simply horrible. Horrible feeling to play this fashion and I’m simply sorry for all of the those that must witness this. Djokovic on his loss.
Alcaraz Comes Again to See Off Cerundolo

Carlos Alcaraz bagged his maiden Monte-Carlo victory on Wednesday, overcoming a shaky begin to dismantle Francisco Cerundolo 3-6, 6-0, 6-1.
The 21-year-old Spaniard, who’d misplaced his solely earlier match at The Principality, turned the tide with a tactical overhaul, boosting his return recreation and finally dominating in a one-hour, 37-minute win.
Cerundolo had a superb Sunshine Double, and he continued that kind within the first set, making the most of Alcaraz spraying some balls, which has hindered him this season.
Nonetheless, that streakiness may also work each methods. Alcaraz finally discovered the fitting steadiness, saving two break factors within the second set’s opening recreation and blasting a forehand winner on the run to interrupt Cerundolo. This sparked a run of 12 of the following 13 video games, which featured a few of his greatest tennis in latest weeks.
He’ll face Daniel Altmaier within the third spherical, after the German ended Richard Gasquet’s 23-year Monte-Carlo journey with a 7-5, 5-7, 6-2 victory.
Alcaraz might want to play higher to win right here, but when he can construct some confidence, few are as adaptable as he’s on clay.
I didn’t begin effectively. I made quite a lot of errors and I let him play contained in the courtroom, dominating the factors. I simply knew that I needed to do one thing else, play extra aggressively, and play my very own tennis: drop photographs, going to the web and extra aggression. Crucial change was the return, I attempted to return nearer to the road and push him. Alcaraz on his win.
Different Matches of Notice

Lorenzo Musetti battled again from a set all the way down to defeat Jiri Lehecka 1-6, 7-5, 6-2 in a two-hour, 19-minute conflict on Court docket des Princes.
The Thirteenth-seeded Italian struggled early as Lehecka’s flat hitting dominated the opener, however Musetti turned the tide within the second set, saving break factors at 4-3 to shift momentum. From there, he discovered his rhythm, utilizing his one-handed backhand to dictate rallies and surge via the decider. Musetti now faces compatriot Matteo Berrettini in a blockbuster third-round showdown, a rematch of their 2024 Stuttgart conflict the place Berrettini prevailed.
Alexei Popyrin pulled off an upset in opposition to 14th seed Frances Tiafoe, rallying from a set all the way down to win 3-6, 6-3, 6-3 in a match that showcased his clutch play on massive factors.
The Australian, who additionally beat Ugo Humbert within the first spherical, now meets fourth seed Casper Ruud, who cruised previous Roberto Bautista Agut 6-2, 6-1 in a dominant show.
Ruud, a two-time French Open finalist, broke the Spaniard 4 instances, by no means going through a break level himself, and appears poised for a deep run on his favoured floor.
Elsewhere, Grigor Dimitrov fought again to defeat native wildcard Valentin Vacherot 4-6, 6-3, 6-1, profitable 9 of the final 11 video games to advance.
The fifteenth seed seemed listless within the early levels, however Vacherot doesn’t have many wins at this degree, which allowed Dimitrov again in and use his all-court versatility to overpower the Monegasque debutant.
Alex de Minaur mirrored the comeback theme, dropping the primary set to Tomas Machac earlier than storming again 3-6, 6-0, 6-3, whereas Alejandro Davidovich Fokina edged Tomas Martin Etcheverry 7-6(2), 6-3, showcasing his typical clay-court tenacity and recording one other prime 50 victory.
Andrey Rublev, in his first match with new coach Marat Safin in his nook, battled previous Gael Monfils 6-4, 7-6(2), profitable a good second-set tiebreak to advance, whereas twelfth seed Arthur Fils dispatched Flavio Cobolli 6-2, 6-4 in a assured efficiency.
Qualifier Daniel Altmaier ended Richard Gasquet’s Monte-Carlo farewell with a 7-5, 5-7, 6-2 victory, organising a third-round conflict with second seed Carlos Alcaraz.Â
Lastly, Daniil Medvedev survived one other grueling battle in opposition to Alexandre Muller, edging out the Frenchman 7-6(6), 5-7, 6-2 in a two-hour, 48-minute conflict.
Medvedev began tamely, falling a break down twice within the first set as Muller’s strong clay-court recreation, recent off a remaining in Rio earlier this 12 months, appeared to be the stronger of the 2. However the Russian clawed again, forcing a tiebreak, which he claimed 7-6(6) after 65 minutes,
Within the second set, Medvedev broke for a 5-4 lead and served for the match at 15-0, solely to unravel, permitting Muller to interrupt twice and steal the set 7-5.
Undeterred, Medvedev regrouped within the decider, breaking early and dominating along with his baseline consistency to shut out the set 6-2. Again-to-back lung busters, and he faces street runner Alex de Minaur tomorrow, not straightforward.
Highlights
Monte Carlo 2025 Day 5 Spherical of 16 Matches

Matteo Berrettini vs Lorenzo Musetti (13)
Nuno Borges vs Stefanost Tstisipas (6)
Alejandro Tabilo vs Grigor Dimitrob (15)
Daniil Medvedev vs Alex de Minaur (8)
Jack Draper (5) vs Alejandro Davidovich Fokina
Alexei Popyrin vs Casper Ruud (4)
Andrey Rublev (7) vs Arthur Fils (12)
Daniel Altmaier (Q) vs Carlos Alcaraz (2)