Alejandro Tabilo vs Grigor Dimitrov Prediction & Picks - ATP Monte Carlo Masters

ATP - ATP Monte Carlo Masters

ATP 31 Chile
Alejandro Tabilo
4/10/25 11:45
ATP 17 Bulgaria
Grigor Dimitrov

Prediction:

 

Alejandro Tabilo will win

+145
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 by Lou Aguila | in ATP Monte Carlo Masters Picks

Alejandro Tabilo of Chile will shoot for the stars on Thursday as he aims for another upset against Grigor Dimitrov of Bulgaria in the third round of the 2025 Monte Carlo Masters.

Tabilo shocked the tennis world on Wednesday when he came through with a 6-3 6-4 upset over former world’s No.1 Novak Djokovic. Tabilo swarmed all over Djokovic by winning 81 percent of his serves and conceding only one service break the entire match. The Chilean now has two career wins over the 24-time Grand Slam winner after beating him the first time at 2024 Rome Open.

Dimitrov registered his second win at the 2025 Monte Carlo Masters by fending off an upset bid from Polish qualifier Val Vacherot 4-6 6-3 6-1 in the second round. After being broken twice in the first set, Dimitrov returned the favor by breaking the Pole six times in the second and third sets while winning six serves. A two-time Monte Carlo Masters semifinalist, the Bulgarian can punch his way to the quarterfinal round for the first time since 2022 if he beats Djokovic’s conqueror, Tabilo.

Alejandro Tabilo vs Grigor Dimitrov Form

Alejandro Tabilo and Grigor Dimitrov Latest Matches

Alejandro Tabilo Latest matches
L W L L W W
Victories

3/6 (50%)

Defeats

3/6 (50%)

Apr 9, 2025 - ATP Monte Carlo Masters

Novak Djokovic
0 :  2
Alejandro Tabilo

Apr 7, 2025 - ATP Monte Carlo Masters

Stan Wawrinka
1 :  2
Alejandro Tabilo

Apr 2, 2025 - ATP Houston

Alejandro Tabilo
1 :  2
Jenson Brooksby

Mar 23, 2025 - ATP Miami

Casper Ruud
2 :  0
Alejandro Tabilo

Mar 21, 2025 - ATP Miami

Corentin Moutet
1 :  2
Alejandro Tabilo

Mar 10, 2025 - ATP Indian Wells

Alejandro Tabilo
1 :  2
Taylor Fritz
Grigor Dimitrov Latest matches
W W W L W W
Victories

5/6 (83%)

Defeats

1/6 (17%)

Apr 9, 2025 - ATP Monte Carlo Masters

Valentin Vacherot
1 :  2
Grigor Dimitrov

Apr 8, 2025 - ATP Monte Carlo Masters

Nicolás Jarry
0 :  2
Grigor Dimitrov

Mar 28, 2025 - ATP Miami

Novak Djokovic
2 :  0
Grigor Dimitrov

Mar 26, 2025 - ATP Miami

Francisco Cerundolo
1 :  2
Grigor Dimitrov

Mar 25, 2025 - ATP Miami

Grigor Dimitrov
2 :  0
Brandon Nakashima

Mar 23, 2025 - ATP Miami

Grigor Dimitrov
2 :  1
Karen Khachanov

Alejandro Tabilo against Grigor Dimitrov : Head to Head (H2H)

Alejandro Tabilo

0 %

Grigor Dimitrov

100 %

Sep 20, 2024 - Laver Cup,Singles Matches

Grigor Dimitrov
2 :  0
Alejandro Tabilo

Mar 24, 2024 - ATP Miami

Grigor Dimitrov
2 :  1
Alejandro Tabilo
Compare Alejandro Tabilo and Grigor Dimitrov with our comparison tool.

Alejandro Tabilo - Grigor Dimitrov Key Points

  1. Grigor Dimitrov defeated Val Vacherot 4-6, 6-3, 6-1 in the second round of the 2025 Monte Carlo Masters.
  2. Grigor Dimitrov is a two-time Monte Carlo Masters semifinalist.
  3. Alejandro Tabilo defeated Novak Djokovic 6-3, 6-4 in the second round of the 2025 Monte Carlo Masters.
  4. Alejandro Tabilo boasts a 61 percent win rate on clay courts.

Our Alejandro Tabilo vs Grigor Dimitrov Prediction

Buoyed by his second career win over Novak Djokovic, Alejandro Tabilo is my pick to pull off another upset in Monaco. Tablo had gone through a rough first quarter, but he proved once again that he could turn things around at the turn of the clay court season, where he had success in the past. In their head-to-head series, Grigor Dimitrov is 2-0 vs. Tabilo, though both matches were played on hard courts.

The Chilean holds a 61 percent win rate on the red dirt, making him a legitimate threat to anybody in this tournament. Moreover, Dimitrov’s three-set win over Vacherot exposed his tendency to start slow anew, which he cannot afford to do against an aggressive Tabilo.

Our betting prediction for Alejandro Tabilo vs. Grigor Dimitrov: Alejandro Tabilo will win.

Prediction:

 

Alejandro Tabilo will win

+145
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Alejandro Tabilo vs Grigor Dimitrov Picks