Fourth round singles action continues on Monday.
Jannik Sinner, Iga Swiatek, and Novak Djokovic certainly know how to win Majors, but questions surround their chances to win this one. Sinner is yet to reach a final here, and has been unable to figure out how to defeat Carlos Alcaraz in their last five meetings. Swiatek has never played her best on grass, and this is the only Slam where she is yet to reach a semifinal. And while Djokovic is a seven-time Wimbledon champion, the 38-year-old hasn’t won a Major in nearly two years.
All three of those multi-time Major champion face notable opposition on Day 8. Plus, we’ll see the first singles matchup of The Championships between top 10 seeds, as Mirra Andreeva takes on Emma Navarro.
Throughout the tournament, this preview will analyze the day’s four most prominent matches, while highlighting the other notable matches on the schedule. Monday’s play begins at 11:00am local time.
Alex de Minaur (11) vs. Novak Djokovic (6) – 1:30pm on Centre Court
Novak Djokovic’s records at The Championships are just superbly absurd. He recorded his 100th career Wimbledon victory on Saturday, has reached six consecutive finals, and has not lost in the fourth round of Wimbledon since 2006. Back then, Djokovic lost a five-setter to Mario Ancic. So despite being almost ancient in tennis years, Novak is a huge favorite to achieve his 16th Wimbledon quarterfinal.
Can de Minaur challenge the all-time great on Day 8? Well he certainly has the speed and defensive skills to compel Djokovic to commit more errors. And Alex does own a victory over Novak, though that came in the Australian’s home country during a team event last year.
This is a restaging of what was supposed to be a quarterfinal at this same event one year ago, when de Minaur unfortunately had to withdraw due to a hip injury. And despite the one victory, he’s lost his other two meetings with Djokovic. Plus, Alex recently shared how mentally and physically fatigued he has been feeling on tour, so I am not convinced he can truly threaten Novak on Monday.
Mirra Andreeva (7) vs. Emma Navarro (10) – Second on Centre Court
Andreeva is now 35-10 in a season highlighted by winning her first two WTA 1000 titles, which came back-to-back in Dubai and Indian Wells. The 18-year-old has not dropped a set through three rounds, as she vies for her third Major quarterfinal, and her first outside of Paris. But grass remains a surface she is yet to fully figure out: coming into this fortnight, Mirra had lost five of her last six grass court matches.
Navarro came from a set down in the last round to take out defending champion Barbora Krejcikova, in a match which saw Barbora struggle with her breathing and endurance in the third set, leaving her in tears. Emma now looks to reach her second consecutive quarterfinal at The Championships. The 24-year-old owns a more modest 2025 record of 24-16.
Andreeva took their only prior encounter, last summer in Cincinnati, by a straightforward score of 6-2, 6-2. And with Mirra’s serve and backhand being the most imposing shots in this matchup, I like her chances of making her Wimbledon quarterfinal debut.
Iga Swiatek (8) vs. Clara Tauson (23) – Last on No.1 Court
Swiatek looked sharp in taking out Danielle Collins on Saturday, losing just five games against the player who defeated her soundly less than two months ago in Rome. Her 38-11 record on the year is nowhere near her normal standard, but Iga appears to be growing much more comfortable on grass, further evidenced by her 6-1 record across the past two weeks. She was a quarterfinalist here two years ago, and also a junior singles champion here back in 2018.
Tauson upset 2022 champion Elena Rybakina in the last round, to equal her best result at a Major. Surprisingly, considering how good a server she is (with 27 aces and only nine double faults thus far), Clara was previously 0-3 at The Championships. The 22-year-old is now 27-13 this season.
Their head-to-head stands at 2-0 in Swiatek’s favor, with a pair of hard court victories: six years ago in Davis Cup, and three years ago at Indian Wells. And as formidable as Tauson’s serve is, Swiatek’s return is even better. With the five-time Major champion feeling more confident on this surface, Iga should be favored to advance.
Jannik Sinner (1) vs. Grigor Dimitrov (19) – Last on Centre Court
Sinner simply steamrolled his way through the first week, dropping only 17 games in nine sets. He is 22-3 in 2025, and has been in excellent form since returning from his three-month suspension, not losing a match to anyone not named Carlos Alcaraz. Jannik now plays for his fourth consecutive Wimbledon quarterfinal, and his seventh consecutive Major quarterfinal.
Prior to this fortnight, Dimitrov had a very different streak going for him: retiring from four consecutive Majors. He’s battled multiple injuries across the past 52 weeks, but thankfully Grigor recently stated he is playing “pain free.” The 34-year-old has lost just one set to this stage, which is his fourth time in the round of 16 at The Championships, and his third year in a row.
However, for a player who has a great grass court game, Dimitrov has alarmingly only advanced to the Wimbledon quarterfinals once in 14 appearances. And he is 1-4 against Sinner, having lost their last four encounters. So the World No.1 is a significant favorite to prevail on Day 8.
Other Notable Matches on Monday:
Marin Cilic vs. Flavio Cobolli (22) – This marks the first time Cilic has reached the second week of The Championships since his run to the final back in 2017, and follows multiple knee surgeries within the last few years. Cobolli is yet to drop a set, as the 23-year-old Italian now appears in the round of 16 at a Major for the first time. Flavio leads their head-to-head 2-0, which includes a straight-set victory at the last Major, but both their prior encounters took place on clay.
Ekaterina Alexandrova (18) vs. Belinda Bencic – Alexandrova has also taken every set she’s played to this stage, as the 30-year-old vies for her first Major quarterfinal. Bencic survived a final-set tiebreak in the last round against Italy’s Elisabetta Cocciaretto, but she is 0-3 in the fourth round of Wimbledon, and just 3-7 in this round across all Majors. They have split eight previous meetings, though just a few weeks ago in Bad Homburg on grass, Ekaterina easily prevailed 6-1, 6-2.
Liudmila Samsonova (19) vs. Jessica Bouzas Maneiro – Samsonova has lost only 13 games in six sets thus far, as she now looks to overcome an 0-4 record in the round of 16 at Slams. Bouzas Maneiro is a 22-year-old from Spain who notably upset defending champion Marketa Vondrousova last year in the first round, and has now achieved her best Major result to date. This is their first career meeting.
Ben Shelton (10) vs. Lorenzo Sonego – Shelton is another player yet to lose a set, and is 7-2 at Wimbledon. Sonego outlasted another American, Brandon Nakashima, in an over five hour five-setter on Saturday. This is the third consecutive Slam where these two have faced off: Ben won in four in the Australian Open quarterfinals, and in five in the first round of Roland Garros.
Monday’s full Order of Play is here.
