Daniel Milavsky and Darian King will fight against each other in the 1st round of the Fairfield Challenger for the 2nd time in their career. They are scheduled to play on Tuesday at 4:00 pm on EVE ZIMMERMAN COURT. In this post, we analyze their head to head performance and prediction.

Prediction, odds and live streaming

The pick for Tennis Tonic is Daniel Milavsky who should win in 3 sets.

As per the initial odds, Daniel Milavsky is the pick to win this match.
Daniel Milavsky -> 1.44
Darian King -> 2.64

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Prediction and head to head Daniel Milavsky vs. Darian King

This will be the 2nd time that Daniel Milavsky and Darian King square off. The head to head is 1-0 for Milavsky (see full H2H stats), 1-0 on hard.

The last time that they played each other, Milavsky won 6-4 7-5

in the 2nd round in M15 Kingston back in January 2025.

Daniel Milavsky

Daniel Milavsky

36 - 17win/loss

Hard
29-12
I Hard
6-3
Clay
1-1
Grass
0-1
Rank
369
High
369
LWLWWWWWWL
Year Total Hard Clay I.hard Grass Carpet
2025 44-21 30-14 1-1 13-5 0-1 0-0
2024 12-3 3-2 2-1 7-0 0-0 0-0
2023 8-4 7-4 1-0 0-0 0-0 0-0
2022 1-2 1-1 0-1 0-0 0-0 0-0

Ranked no. 435 (career-high), Milavsky will start his run in the Fairfield Challenger after he played his last match in the Tiburon Challenger where he lost 6-4 6-3 to Braswell in the qualifications on the 29th of September.

Daniel has a composed 35-17 win-loss record in 2025, 28-12 on hard (See FULL STATS).

Milavsky’s best result of the season was reaching the final in M15 Kingston,M15 Sherbrooke and Nova.

Talking about his overall career, The American has an overall 56-26 record. He has a positive 39-19 record on hard.

Previously in the Fairfield Challenger

Milavsky has never competed in this tournament before.

Fairfield Challenger
Milavsky's Record

Darian King

Darian King

8 - 7win/loss

Hard
6-7
I Hard
0-0
Clay
2-0
Rank
766
High
106
LLWLWWLLLW
Year Total Hard Clay I.hard Grass Carpet
2025 8-8 6-8 2-0 0-0 0-0 0-0
2024 2-2 2-2 0-0 0-0 0-0 0-0
2023 33-10 17-7 10-0 6-3 0-0 0-0
2022 14-9 11-5 2-2 1-2 0-0 0-0
2021 11-14 6-7 4-4 1-2 0-1 0-0

Ranked no. 766, the Barbadian got to the 1st round after beating Cannon Kingsley n/p

and Gus Grumet 6-3 6-2.

In the qualifications, Darian had a good straight sets win against Grumet (6-3 6-2). During the match King scored 60 points vs Grumet’s 42. King was very aggressive to blast 29 winners.

Talking about serving, King couldn’t to score even 1 ace for the entire match and he committed only 2 double faults. Darian King was quite efficient on serve to win 81% (29/36) of his 1st serve and 58% (11/19) on the second serve. This was the main reason for not conceding a single break during the match. Darian broke Grumet 3 times after converting 50% of his break points (3/6).

Darian has a composed 8-6 win-loss record in 2025, 6-6 on hard (See FULL STATS).

Fairfield Challenger
King's Record

Tennis Scores in Fairfield Challenger

Upcoming matches in the draw