Francesco Maestrelli and Alessandro Giannessi will fight against each other in the 1st round of the Milan Challenger for the 1st time in their career. They are scheduled to compete on Monday at 3:00 pm on GRAND STAND. In this post, we analyze their head to head performance and prediction.
Prediction, odds and live streaming
The pick for Tennis Tonic is Francesco Maestrelli who should win in 3 sets.
Francesco Maestrelli -> 1.571
Alessandro Giannessi -> 2.29
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Prediction and head to head Francesco Maestrelli vs. Alessandro Giannessi
There is no head to head record between Francesco Maestrelli and Alessandro Giannessi since this will be the first time that they will square off in the main tour.
Francesco Maestrelli
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 46-29 | 9-7 | 28-18 | 9-3 | 0-1 | 0-0 |
| 2024 | 37-36 | 11-7 | 21-23 | 5-5 | 0-1 | 0-0 |
| 2023 | 27-38 | 9-10 | 16-24 | 2-3 | 0-1 | 0-0 |
| 2022 | 44-24 | 5-4 | 34-12 | 5-8 | 0-0 | 0-0 |
| 2021 | 32-18 | 8-3 | 18-12 | 6-3 | 0-0 | 0-0 |
Ranked no. 149 (career-high), Francesco will start his run in the Milan Challenger after he played his last match at Wimbledon where he lost 7-5 6-4 to Gaston in the qualifications on the 26th of June.
Francesco has a composed 18-21 win-loss record in 2023, 9-12 on clay (See FULL STATS).
Maestrelli’s best result of the season was reaching the final in the Montechiarugolo Challenger.
Talking about his overall career, Francesco has an overall 103-75 record. He has a positive 67-43 record on clay.
Previously in the Milan Challenger
Previously, his best result was reaching the 1st round in 2022. See his history.
Alessandro Giannessi
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2024 | 13-25 | 0-5 | 13-20 | 0-0 | 0-0 | 0-0 |
| 2023 | 36-33 | 3-5 | 33-27 | 0-0 | 0-1 | 0-0 |
| 2022 | 20-30 | 2-1 | 18-28 | 0-0 | 0-1 | 0-0 |
| 2021 | 31-27 | 0-2 | 31-20 | 0-4 | 0-1 | 0-0 |
| 2020 | 10-14 | 0-1 | 10-12 | 0-1 | 0-0 | 0-0 |
Ranked no. 235, Alessandro will start his run in the Milan Challenger after he played his last match at Wimbledon where he lost 6-4 6-7(4) 6-3 to Broom in the qualifications on the 26th of June.
Alessandro has an aggregate 27-19 win-loss record in 2023, 25-15 on clay (See FULL STATS).
His best result of the current year was winning the title the Zadar Challenger where he beat Sebastian Ofner in the final 6-4 5-7 7-6(6).
In terms of his career, The Italian has an overall 438-376 record. He has a positive 381-297 record on clay.
Previously in the Milan Challenger
Previously, his best result was reaching the 1st round in 2012. See his history.
Upcoming matches in the draw
- Andrea ArnaboldiArnaboldi – Federico IannacconeIannaccone (0-0) – H2H and prediction
- Alessandro GiannessiGiannessi – Francesco MaestrelliMaestrelli (0-0) – H2H and prediction
- Stefano TravagliaTravaglia – Pablo CuevasCuevas (0-0) – H2H and prediction
- Maximilian NeuchristNeuchrist – Federico GaioGaio (0-1) – H2H and prediction
- Salvatore CarusoCaruso – Michael VrbenskyVrbensky (1-0) – H2H and prediction
- Dmitry PopkoPopko – Giovanni OradiniOradini (0-0) – H2H and prediction
- Enrico Dalla ValleDalla Valle – (1-0) – H2H and prediction
- Raul BrancaccioBrancaccio – (0-0) – H2H and prediction
- Alexander WeisWeis – Remy BertolaBertola (0-1) – H2H and prediction
- Edoardo LavagnoLavagno – Gauthier OnclinOnclin (0-0) – H2H and prediction
- Francesco FortiForti – (0-0) – H2H and prediction
- Thiago Agustin TiranteAgustin Tirante – (0-0) – H2H and prediction
- Francesco PassaroPassaro – (1-1) – H2H and prediction
- Facundo Diaz AcostaDiaz Acosta – (0-0) – H2H and prediction