Best Tennis Parlay Picks Today, Monday 10/26 (3-Leg)

Daniel Merida Aguilar faces Daniil Medvedev at Vienna Open on Tuesday 27 October 2026. This is a match winner bet, so it lands if Daniil Medvedev wins the match. It was priced at -417 when we wrote this, so a $10 bet returns $12.40 if it lands. Our model likes this one a lot. Daniil Medvedev is the favorite because he has been winning 80% of his recent matches, showing great form. His serve is strong, winning over 64% of first-serve points, while his opponent struggles with their own serve. This match is also on a surface that suits Medvedev's playing style. Bet only what you can afford to lose.

Naomi Osaka vs Jasmine Paolini: Naomi Osaka to win the match (-303)

Naomi Osaka faces Jasmine Paolini at Pan Pacific Open on Tuesday 27 October 2026. This is a match winner bet, so it lands if Naomi Osaka wins the match. It was priced at -303 when we wrote this, so a $10 bet returns $13.30 if it lands. Our model likes this one a lot. Naomi Osaka is the favorite to win against Jasmine Paolini because she has been playing really well lately, winning 80% of her recent matches. Her serve is strong, and she wins a good number of points on her first serve. While the surface isn't specified, Osaka's overall skills make her a tough competitor. Bet only what you can afford to lose.

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.