Today's Tennis Best Bets - Our Top 5 Picks

Here are our Tennis picks for Monday 21 September 2026. Our model likes 5 bets here. The one it likes most is Storm Hunter to win the match, priced at +116 when we wrote this. Here is the thinking behind each pick, in plain English.

Storm Hunter vs Joanna Garland: Storm Hunter to win the match (+116)

Storm Hunter faces Joanna Garland at Singapore Open on Monday 21 September 2026. This is a match winner bet, so it lands if Storm Hunter wins the match. It was priced at +116 when we wrote this, so a $10 bet returns $21.60 if it lands. Our model leans this way without loving it. Hunter’s recent form is impressive, with a win rate of 80% in her last five matches, compared to Garland’s 60% over ten matches. This suggests Hunter is in better overall form. Although specific serve stats are unavailable, Hunter’s recent performance suggests she has effectively managed pressure points, likely enhancing her serve effectiveness. Since Garland's performance metrics are also missing, it indicates potential vulnerability in her game, making Hunter a favorable pick.

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

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.

Kyoka Okamura vs Leylah Fernandez: Kyoka Okamura to win the match (+2500)

Kyoka Okamura faces Leylah Fernandez at Singapore Open on Monday 21 September 2026. This is a match winner bet, so it lands if Kyoka Okamura wins the match. It was priced at +2500 when we wrote this, so a $10 bet returns $260 if it lands. Our model has this one as a long shot, so treat it as a small punt. Despite both players showing recent struggles, Okamura's 20% win rate over the last five matches suggests potential for improvement. Key indicators favor Okamura: while both players have not performed well on serve, the model suggests Okamura has a higher chance of capitalizing on pressure points. Fernandez's form has been particularly poor, with an average win rate of 0% over the last ten matches, indicating serious struggles under pressure.

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

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.

Barbora Krejcikova vs Anna-Lena Friedsam: Anna-Lena Friedsam to win the match (+760)

Barbora Krejcikova faces Anna-Lena Friedsam at Singapore Open on Tuesday 22 September 2026. This is a match winner bet, so it lands if Anna-Lena Friedsam wins the match. It was priced at +760 when we wrote this, so a $10 bet returns $86 if it lands. Our model has this one as a long shot, so treat it as a small punt. Despite both players’ recent form being unquantified, Friedsam presents a favorable matchup. Krejcikova’s serve metrics, particularly first serve percentage and points won, are critical indicators; if she struggles with her serve, Friedsam could capitalize on break points. Given Krejcikova’s potential vulnerability under pressure and Friedsam’s historical resilience in tight matches, her ability to perform in high-stakes moments could tilt the match in her favor. Moreover, the odds suggest a higher likelihood of an upset than reflected, making Friedsam an attractive 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.