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Rogers Cup Day 5 Free Tennis Picks & Expert Best Bets

The Rogers Cup is heading down the home stretch, with quarterfinal action taking place on Friday. Check out our Rogers Cup Day 5 Free Tennis Picks to get your ready for the action as the field dwindles down to four on both the men’s and women’s side!

(3) Alexander Zverev vs. (6) Karen Khachanov

Neither man played great on Thursday, when Zverev outlasted Nikoloz Basilashvili in a third-set tiebreaker and Khachanov recovered from a set deficit against Felix Auger-Aliassime. Zverev’s win may have been a bit more impressive, as an in-form Basilashvili was coming off a big title in Hamburg. Moreover, the fifth-ranked German won the Rogers Cup the last time it was played in Montreal (2017). Zverev is extremely comfortable in this setting and it is clear that he has what it takes in the pressure-packed moments of competitive matches…and this will almost certainly be another one.

Pick: Zverev to win (-115)

(6) Elina Svitolina vs. Sofia Kenin

Kenin is flat-out balling this week. In fact, she has been balling the whole season. The 20-year-old American is already into the top 30 and her breakout 2019 campaign includes a French Open upset of Serena Williams. Speaking of upsets, Kenin ousted world No. 1 Ashleigh Barty earlier this week in Toronto. She most recently thrashed a red-hot Dayana Yastremska 6-2, 6-2 in just 57 minutes on Thursday. Svitolina was similarly impressive during a third-round win over Belinda Bencic, but the Ukrainian took a medical timeout after rolling over on her right ankle. She looked fine thereafter, but the next day can always be an issue.

Pick: Kenin to win (+106)

*Best Value of the Day*: (3) Karolina Pliskova vs. Bianca Andreescu

Andreescu has treated the home crowd in Canada (Toronto, to be more specific) to an incredible run to the quarterfinals. The 19-year-old required three sets in each of her first three matches, beating Genie Bouchard in two hours and nine minutes, Daria Kasatkina in two hours and 39 minutes, and Kiki Bertens in three hours and 28 minutes. Andreescu, who has understandably been dealing with some shoulder issues, did not have a single day off in between those battles. To say she will be fatigued for Friday’s contest would be a gross understatement. And Pliskova, who can become No. 1 in the world next week, is more than capable of capitalizing.

Pick: Pliskova -3.5 games (-113)

*Upset of the Day*: (2) Dominic Thiem vs. (8) Daniil Medvedev

Yes, the No. 2 seed is actually the underdog here. There are reasons why, of course. Thiem almost always plays better on clay than on any other surface and he is making a quick transition to hard courts after triumphing on the dirt of Kitzbuhel last Saturday. At the same time, Medvedev is on fire these days (he captured the Washington, D.C. title this past Sunday). But that also means the 10th-ranked Russian may be fatigued just like Thiem. And the Austrian has looked good so far in Montreal, beating 2017 Rogers Cup semifinalist Denis Shapovalov and 2014 U.S. Open champion Marin Cilic. This is a risk, sure, but getting Thiem at +133 is too good to pass up.

Pick: Thiem to win (+133)

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