Image Credit: Geoff Burke-Imagn Images

Novak Djokovic vs. Alejandro Tabilo Head to Head Record, Preview and Prediction for 2025 Monte Carlo Masters Second Round

Will Novak Djokovic win his 100th singles title and 41st Masters 1000 trophy?

Image Credit: Geoff Burke-Imagn Images

The 24-time major champion, Novak Djokovic will lock horns against World No. 23 Alejandro Tabilo in the second-round of the 2025 Monte Carlo Masters. The Serbian superstar is looking for his 100th singles title and 41st Masters 1000 trophy. Djokovic faced a surprise defeat last week in the Charleston Open 2025 Final and has not won an ATP title since the year-end finals in 2023.

Alejandro Tabilo faces another veteran in the Monte Carlo Masters as he overcame three-time Grand Slam champion Stan Wawrinka 1-6 7-5 7-5 in first-round. Tabilo dropped the opening set 1-6 and fans started imagining the classic Djokovic-Wawrinka meeting in the second round. But, the Chilean had a different plan and he secured his first clay court win on tour since Rome 2024.

Also Read: 2025 Misery Continues for Stan Wawrinka as Alejandro Tabilo Sets Up Novak Djokovic Clash at Monte Carlo Masters

Alejandro Tabilo, 27, will now take on the two-time winner of the Monte Carlo Masters, Novak Djokovic in the second round. Momentum is ahead with Tobilo who ended an eight-game losing streak on clay court. However, Djokovic has 20 clay court titles and also won the most recent gold medal at the Paris Olympics last year.

Novak Djokovic vs. Alejandro Tabilo Head to Head Record

Making memories in the ETERNAL CITY 🫶👏

The moment Alejandro Tabilo STUNNED the World No. 1 Djokovic in Rome!!! @InteBNLdItalia | #IBI24 pic.twitter.com/IOlfOColnT
— ATP Tour (@atptour) May 12, 2024

The head to head record between Novak Djokovic and Alejandro Tabilo stands at 1-0 in favour of the 27-year-old tennis star from Chile. Tabilo beat the 24-time Grand Slam winner in Rome 2024 en route to the semifinals.

“I just wasn’t able to find any kind of good feelings on the court, to be honest, striking the ball. I was completely off,” said Djokovic, who lost to Tabilo in straight sets in Rome 2024.

Event	Round	Winner	Score
2024 Rome	Quarterfinal	Alejandro Tabilo	6-2, 6-3

Novak Djokovic vs. Alejandro Tabilo Titles Comparison

Novak Djokovic	Category	Alejandro Tabilo
24	Grand Slams	0
99	ATP Singles Titles	2
1	ATP Doubles Titles	1
40	Masters-1000 Titles	0
15	ATP-500 Titles	0
Gold (Paris 2024)	Olympics Best Performance	R1 (Paris 2024)
5	Current World Ranking	23

Also Read: Gael Monfils Produces Inspired Performance to Enter ATP Monte Carlo Masters 2025 Round-2!

Novak Djokovic vs. Alejandro Tabilo Monte Carlo Masters 2025 Prediction

Novak Djokovic has faced Tabilo just once and it was an off-day for the Serbian star. The former World No. 1 can counter Tabilo’s fearless groundstrokes on clay court, where he has 20 titles. Djokovic has won 81% of matches played on clay courts. Although Tabilo has an edge over Djokovic in head-to-head meetings, there is a 100th title on the line for the Serbian star.

Prediction: Novak Djokovic in three sets.

Novak Djokovic vs. Alejandro Tabilo Monte Carlo Masters 2025 Betting Odds

Novak Djokovic Win: 1/4

Alejandro Tabilo Win: 10/3

Image Credit: Geoff Burke-Imagn Images

Alejandro Tabilo

Monte Carlo Masters

Novak Djokovic

Gulshan Sharma

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A native of Jaipur, Rajasthan, journalist, and a complete soccer and basketball fan, he found the huge interest with basketball by watching videos of Allen Iverson and Tony Parker, but fell head over heels in love with the sport during the Warriors’ championship era (2015-2018). A sports game addict since his late PS1, he’s also passionate about the Eagles, Inter Miami and the Fever. He’s fortunate to have seen all his favorite teams win championships. He also has a special love for cricket and football (soccer), where he is a fan of Royal Challengers Bangalore and Barcelona.