Osaka vs Kontaveit US Open tennis live streaming, preview and predictions

Anett Kontaveit has never beaten Naomi Osaka – can she find a way to do so with a place in the quarterfinals of the US Open on the line?

Osaka vs Kontaveit is live from New York on Sunday 6 September, 8.30pm local/1.30am BST

Despite an ongoing left hamstring injury, 2018 US Open champion Naomi Osaka has made it to the last 16 in New York for the third year in a row – and she has an unbeaten 4-0 record vs her opponent Anett Kontaveit.

US Open 2020: Tournament information, schedules, latest news and live streaming information for the resilient Grand Slam in New York

Kontaveit, who is looking to make her second Grand Slam quarterfinal of the year, came as close as she ever has to beating Osaka when they played less than two weeks ago at the Western & Southern Open, before the Japanese-Haitian player pulled off a great escape. With Osaka hampered by injury, could this be Kontaveit’s chance?

Read on for our preview, predictions and live streaming information.

How to watch Osaka vs Kontaveit live

US Open matches including Naomi Osaka vs Anett Kontaveit are streamed live alongside odds and in-play betting at bet365.

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3. Go to tennis > US Open Women > Osaka vs Kontaveit

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Osaka vs Kontaveit: Head-to-head

Naomi Osaka has a 4-0 record vs Anett Kontaveit, with three of their matches having taken place on hard courts. That includes their most recent encounter, when Kontaveit led 6-4, 2-0 before losing 6-4, 2-6, 5-7.

Osaka vs Kontaveit: Preview

It was a potential fourth-round match that drew everybody’s eye when the draw was released, but there were times when it looked like Osaka and Kontaveit would not manage to meet in the last 16.

Anett Kontaveit has won six straight sets at the US Open, averaging 2.3 games lost in those six sets (PA Images)

Estonia’s Kontaveit has been largely unwavering, continuing her very, very strong form from the first half of 2020, both sides of the shutdown. The powerful 24-year-old, coached by Nigel Sears, made her first major quarterfinal at the Australian Open in January, then returned from hiatus to make the final in Palermo and the quarterfinals in ‘Cincinnati’, where she was stopped by Osaka; at the US Open, she dropped the first set 5-7 to former Australian Open semifinalist Danielle Collins, but has won six straight sets since then against Collins, Kaja Juvan and Magda Linette, dropping an average 2.3 games in each of those sets.

Kontaveit thus enters the match at a clear physical advantage: She’s an incredibly fit player, and has kept her time on court to a minimum, conserving plenty of energy for tougher challenges.

US Open Predictions and Betting Tips: Outright winner tips for men’s & women’s singles at the 2020 US Open

Osaka, meanwhile, has not had quite such a smooth path. The Japanese-Haitian player impressed at the Western & Southern Open, not least with her wins over Kontaveit and Elise Mertens, but injured her leg in the late stages of the latter match and pulled out before the final against Victoria Azarenka. The last thing she needed was tough matches during the first week, but that’s what she got, dropping the second set against Misaki Doi in the first round.

Osaka lost just three games against a below-par Camila Giorgi in the second, but in the third round she again found herself having to work very hard against an impressive Marta Kostyuk. The 18-year-old Ukrainian had first made the third round of a major as a 15-year-old at the 2018 Australian Open, and she played very well against Osaka, constantly attacking the net and producing some dazzling tennis. Osaka won the first set, but slightly lost her way after Kostyuk needed a lengthy medical time-out at the beginning of the second, and ended up losing it in a tie-break. The fourth seed had to save five break points at 1-2 in the decider, before going on to break Kostyuk twice to record a 6-3, 6-7(4), 6-2 victory in just under two and a half hours.

I still think Osaka’s leg is a concern, and these types of matches will not have helped it. The match against Kontaveit in ‘Cincinnati’ really was very close, with Osaka’s slightly more creative shotmaking – the ability to open the court with shorter, angled balls – one of the things that made the difference in the end. Kontaveit has a big serve, powerful groundstrokes and she’s playing like a well-oiled machine right now

Osaka vs Kontaveit: Prediction

Anett Kontaveit is in superb form, but can she overturn an 0-3 head-to-head against world no. 10 Naomi Osaka to reach the semifinals at the Western & Southern Open?

Osaka vs Kontaveit is live from Cincinnati on Wednesday 26 August at 1pm local/6pm BST

Two-time Grand Slam champion Osaka is looking for the second semifinal of this strange season as she aims to capitalize on a crisp performance against Dayana Yastremska on Tuesday, but Kontaveit is on some serious form.

WTA Cincinnati-New York Open: Tournament information, schedules and live streams for the Western & Southern Open

Runner-up at the Palermo Open two weeks ago, the world no. 20 is 19-6 in 2020 and has yet to drop a set in ‘Cincinnati’ despite some tough opponents – but she has never beaten Osaka.

Read on for our preview, predictions and live streaming information.

How to watch Osaka vs Kontaveit live

Western & Southern Open matches including Naomi Osaka vs Anett Kontaveit are streamed live alongside odds and in-play betting at bet365.

1. Click here to go to bet365
2. Sign in or open an account and deposit £5 or more
3. Go to tennis > WTA New York > Osaka vs Kontaveit

*Geo-restrictions apply; funded account required or to have placed a bet in the last 24 hours to qualify

Osaka vs Kontaveit: Head-to-head

All three previous matches between Osaka and Kontaveit have gone Osaka’s way. She beat Kontaveit in three sets on grass in 2015 and won their two hard-court matches, in 2016 and 2018, in straight sets. The two have not played since February 2018.

Osaka vs Kontaveit: Preview

An extremely hard-working player, Estonia’s Kontaveit hit her career-high ranking of world no. 14 back in April 2019 after making the Wuhan and Stuttgart finals and the semifinals of Miami and Rome in the previous 12 months, but took a hit in the rankings as a result of a viral infection which struck her hard after last year’s US Open, bringing her season to a premature end.

Anett Kontaveit is 19-6 so far in 2020 (PA Images)

The 24-year-old looked like she might be set for the best season of her career in 2020 when she made her first Grand Slam quarterfinal appearance at the Australian Open, and she has returned to action after the shutdown in very much the same promising form. Kontaveit made the final of the Palermo Open, beating Petra Martic on the way, then switched from clay to hard without a blink, winning three straight-sets matches in ‘Cincinnati’ to make the quarterfinals: 6-3, 6-1 over lucky loser and former top-10 player Daria Kasatkina, 6-3, 6-4 over qualifier and Lexington finalist Jil Teichmann and finally 6-3, 6-3 over Marie Bouzkova, who had knocked out Petra Kvitova.

That’s form to impress anybody and Kontaveit looks so fit and focused right now – but there’s that pesky matter of an 0-3 head-to-head vs Osaka. Playing her first match since a miserable 0-6, 3-6 defeat to Sara Sorribes Tormo during a Fed Cup tie on abhorred clay, Osaka struggled with last year’s Wimbledon quarterfinalist Karolina Muchova, but looked much more comfortable on Tuesday against Dayana Yastremska, serving eight aces, saving all the break points she faced and taking 69 minutes to beat Yastremska 6-3, 6-1.

Yastremska didn’t have the firepower today to stand up to Osaka and force the world no. 10 to move. Kontaveit certainly does; she also has the confidence and the fitness. There’s never been a better opportunity for the Estonian to get her first win over Osaka, improve to 12-19 vs top-10 players and prove she’s headed towards the top 10 herself.

Osaka vs Kontaveit: Prediction

Serena Williams could face Coco Gauff at the Western & Southern Open while top US Open contenders warm up in New York.

We break down the women’s singles draw, analyse the contenders and predict the semifinalists and champion as Serena Williams, Karolina Pliskova and Sofia Kenin lead the field at the Western & Southern Open.

WTA Western & Southern Open Preview

Relocated from Cincinnati to New York, the Western & Southern Open marks the first big tennis event to be played since the sport shut down in early March – and the only opportunity for many of the top players to compete and tune up their games ahead of the forthcoming US Open.

A prestigious Premier-5 event, the Western & Southern Open is taking place at the USTA Billie Jean King National Tennis Centre, home of the US Open, and using its Grandstand Court as centre court.

A significant number of WTA top-10 players based outside the USA bowed out, but the field remains immensely strong. Top four seeds Serena Williams, Karolina Pliskova, Sofia Kenin and Naomi Osaka are joined by Petra Kvitova, Coco Gauff, Venus Williams, Kim Clijsters and defending champion Madison Keys among others. With the WTA’s usual depth exacerbated by the fact that most players have competed little if at all in the past six months, we should expect upsets from the beginning.

WTA Lexington Draw Analysis

Top Quarter

Projected quarterfinal by seeding: Karolina Pliskova (1) vs Aryna Sabalenka (5)
World no. 3 Pliskova is the only WTA top-10 player based outside of the USA to be playing Cincinnati-New York, and for good reason – some of the best results of her career have come on American hard courts, including her maiden Grand Slam final appearance at the US Open in 2016 and the Western & Southern Open title the same year.

Karolina Pliskova won the Western & Southern Open in 2016 (PA Images)

Playing for the first time since Doha, the Brisbane champion starts against hard-hitting Ajla Tomljanovic, whom she has won five straight matches against, or Veronika Kudermetova, a more dangerous opponent who has had a quietly superb past 18 months before the shutdown. She could meet Elise Mertens, runner-up on clay in Prague last week, in the third round; former US Open semifinalist Anastasija Sevastova, who leads their head-to-head 2-1, is also in this section, but Sevastova is 1-7 in 2020 (before and after the hiatus).

Doha champion Sabalenka lost a tight second-round match with Coco Gauff in Lexington, and is a player to watch this week and next. She’ll open against a qualifier, but must face the winner of a packed mini-section in the third round: 11th seed Alison Riske taking on 2019 French Open semifinalist Amanda Anisimova, with the winner likely to face very in-form Lexington champion Jennifer Brady (Brady was supposed to face wildcard Kim Clijsters, who withdrew).

Predicted semifinalist: Brady (20/1 to win the tournament with Unibet)

Second Quarter

Projected quarterfinal by seeding: Naomi Osaka (4) vs Petra Kvitova (6)
With neither Osaka nor Kvitova exactly a model for consistency and both women playing their first tournament since before shutdown, this seems like a recipe for a ‘surprise’ semifinalist.

Osaka could start off against last year’s Wimbledon quarterfinalist Karolina Muchova, who is not a model of consistency herself and who might not find these courts the best fit for her attacking game, although she’s beaten Garbine Muguruza at the US Open before.

Venus Williams debuted a remodelled service action in Lexington (PA Images)

Venus Williams meets Dayana Yastremska in an intriguing first-round clash – Williams looked in great form in Lexington where she narrowly lost to Serena, while Yastremska was a quarterfinalist in Palermo on her return from shutdown. The winner will likely face American lefty Bernarda Pera, who showed the benefits of playing World Team Tennis during the hiatus when she pushed Serena Williams hard in Lexington; nevertheless, the winner of Venus-Yastremska should make the quarterfinals.

Kvitova could be in for an all-Czech clash with Marie Bouzkova, who has not long broken into the top 50 after an excellent year or so of results and was a quarterfinalist in Lexington. Match sharpness could see Bouzkova upset Kvitova; the unpredictable Danielle Collins is also in this quarter, but Anett Kontaveit – a quarterfinalist at the Australian Open in January, and runner-up in Palermo two weeks ago – is the player to watch in this section.

Predicted semifinalist: Kontaveit (33/1 @ 888Sport to win the tournament)

Third quarter

Projected quarterfinal by seeding: Johanna Konta (8) vs Serena Williams (3)
Serena Williams looked brilliant in a victory over her elder sister in Lexington – then fell in the next round to Shelby Rogers, showing it’s still very difficult to know what to expect from Serena from one day to the next.

Coco Gauff could face Serena Williams in the third round (PA Images)

The six-time US Open champion isn’t going to push herself too hard the week before the US Open, but after opening against a qualifier or Alison van Uytvanck, she could face an intriguing third-round encounter with Coco Gauff. The 16-year-old looked great when she made the semifinals in Lexington, and is capable of beating Maria Sakkari and Yulia Putintseva to make a clash with Serena.

Johanna Konta and Marketa Vondrousova both lost their only matches since shutdown in Lexington and Palermo respectively; Konta didn’t look good at the Battle of the Brits, either. Poland’s Magda Linette could possibly take advantage, but this would be a good section for a qualifier to make a run.

Predicted semifinalist: Gauff (33/1 @ Unibet to win the tournament)

Fourth quarter

Projected quarterfinal by seeding: Madison Keys (7) vs Sofia Kenin (2)
Defending champion Keys will be tested from the beginning as she plays her first match since the Australian Open (!) against either a qualifier or, more likely, the unorthodox Ons Jabeur, who warmed up with a quarterfinal run in Lexington.

Polish teenager Iga Swiatek is in this section, but the first-round match to watch is the clash between Elena Rybakina – who made four finals already in 2020 but hasn’t played since February – and Ekaterina Alexandrova, who beat Rybakina in the Shenzhen final and was also having a great 2020 season before the shutdown (1-2 since). Rybakina is the more promising player but will greater match practice in recent weeks benefit Alexandrova?

Sofia Kenin’s last tournament saw her win the title in Lyon (PA Images)

Australian Open champion Sofia Kenin will be taking the court for the first time since winning Lyon on indoor hard courts in February, but the American’s counterpunching game should help her ease back into competition and she doesn’t have the worst draw: A first-round bye followed by either tenacious veteran Alize Cornet or wildcard Caty McNally. In the third round, she would face either Donna Vekic, last seen losing to the world no. 156 in Palermo; the slumping Victoria Azarenka; Sloane Stephens, who’s lost her last two matches to the same Canadian teenager; or Caroline Garcia, playing for the first time since February.

Semifinalist: Kenin (6/1 @ 888Sport to win the tournament)

WTA Cincinnati-New York Prediction

Semifinals: Anett Kontaveit d. Jennifer Brady
Coco Gauff d. Sofia Kenin

Final: Gauff d. Kontaveit