Here are our Tennis picks for Monday 21 September 2026. Our model likes 2 bets here. The one it likes most is Oleksandra Oliynykova to win the match, priced at -278 when we wrote this. Here is the thinking behind each pick, in plain English.

Vivian Wolff vs Oleksandra Oliynykova: Oleksandra Oliynykova to win the match (-278)

Odds available at Betfair at time of publishing

Vivian Wolff faces Oleksandra Oliynykova at Singapore Open on Tuesday 22 September 2026. This is a match winner bet, so it lands if Oleksandra Oliynykova wins the match. It was priced at -278 when we wrote this, so a $10 bet returns $13.60 if it lands. Our model likes this one a lot. Oleksandra Oliynykova presents a solid value pick at odds of 1.36 against Vivian Wolff, highlighted by a superior recent form with a 60% win rate in her last five matches. Although serve performance data appears absent, Oliynykova's overall form—18 wins from her last 33 matches—indicates solid consistency in high-pressure situations. Wolff, playing at home, has struggled with a lower win rate and has not demonstrated effective serve metrics, such as first and second serve point wins, which are crucial on any surface. Given these factors, Oliynykova is positioned to capitalize on Wolff’s weaknesses, making her the stronger bet in this matchup.

Tatiana Prozorova vs Sofia Costoulas: Sofia Costoulas to win the match (+138)

Odds available at Betfair at time of publishing

Tatiana Prozorova faces Sofia Costoulas at Singapore Open on Tuesday 22 September 2026. This is a match winner bet, so it lands if Sofia Costoulas wins the match. It was priced at +138 when we wrote this, so a $10 bet returns $23.80 if it lands. Our model has this one as a long shot, so treat it as a small punt. Costoulas has a win rate of 40% over her last five matches, demonstrating a consistent level of competition. While specific serve stats are not provided, her overall form suggests she can handle pressure points better than Prozorova. Thus, backing Costoulas at 2.38 is a strong value pick.

That is the model's read on today's Tennis card. Prices move, so check the price at your bookmaker before you back anything. And if a game does not feel right to you, the strongest move is to skip it -- there is another one tomorrow.

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