Fifth seed Simona Halep has recently announced her withdrawal from the Rio Olympics due to the uncertainties of the Zika virus will be looking to build some momentum towards the final Grand Slam tournament of the year at the US Open.
Daria Gavrilova is a tricky opponent for Halep and the Australian number two will be representing her new native country at the Olympics.
Halep is still only 24 and the Romanian number one will be looking to go one better from her appearance at the Rogers Cup last year.
Unfortunately, for Halep she withdrew from the match in the final set with Belinda Bencic in the final as she was struggling with an injury.
Gavrilova rose to a career high ranking of 32 in May but she is currently ranked at 45 in the WTA rankings.
Halep's notable results
The 2014 French Open finalist has delayed nose surgery which was scheduled to take place in the first half of the season but she halted it in order to carry on playing competitive tennis.
Halep began the year at the Apia International Sydney in preparation for the first major of the year at the Australian Open and she recorded wins over Caroline Garcia and Karolina Pliskova but fell to the eventual champion Svetlana Kuznetsova in the semifinals.
In Melbourne at the Australian Open, Halep suffered a disappointing first round exit at the hands of Zhang Shuai who was potentially going to walk away from tennis if she had lost to Halep and the fairytale of the tournament's run ended in the quarterfinals.
The Romanian didn't register a win during the Middle Eastern Premier hardcourt events in February as she lost to 2008 French Open champion Ana Ivanovic in Dubai and Wimbledon semifinalist Elena Vesnina in Doha.
Halep had two good runs at the BNP Paribas Open in Indian Wells and the Miami Open. Her title defence in Indian Wells was halted by world number one Serena Williams in the quarterfinals and last year's French Open semifinalist Timea Bacsinszky dispatched her in the quarterfinals in Miami.
The world number five won her first title of the year by defeating a resurgent Dominika Cibulkova in the final of the Mutua Madrid Open. The Romanian defeated Bacsinskzy in the third round, compatriot Irina-Camelia Begu in the quarterfinals and 2011 US Open champion Sam Stosur in the semifinals before dispatching Cibulkova.
Halep lost to Gavrilova in her first match at the Internazionali BNL d'Italia in Rome and this was followed by a fourth round defeat to Stosur in the fourth round of the French Open in the battle of former French Open finalists. The Romanian was not happy with the conditions as Halep was dominating the match before rain intervened and the conditions were heavy which favoured Stosur.
Halep returned to competition at Wimbledon following a break after the French Open and the 2014 semifinalist at SW19 played scintillating tennis on the lawns of Wimbledon. She defeated last year's quarterfinalist Madison Keys in the fourth round but lost in straight sets to Australian Open champion and eventual finalist Angelique Kerber in a high-quality quarterfinal encounter.
Following Wimbledon, Halep returned to play on clay courts at her home event in Bucharest and clinched her second title of the year and dispatched Anastasija Sevastova in the final 6-0, 6-0.
Gavrilova's notable results
"Dasha" began her year playing at the non-competitive Hopman Cup event in Perth with compatriot Nick Kyrgios representing Australia and the fiery Aussie lost her singles matches against Heather Watson and Caroline Garcia but defeated 2013 Wimbledon finalist Sabine Lisicki.
At the Australian Open, Gavrilova reached the fourth round of a Grand Slam for the first time in her career as she ousted two-time Wimbledon champion Petra Kvitova in the second round and Kristina Mladenovic in the third round but despite winning the first set 6-0 against tenth seed Carla Suarez-Navarro the Spaniard rebounded to win in three.
Gavrilova suffered early exits in Dubai and Doha to former world number ones Ana Ivanovic and Caroline Wozniacki.
The Aussie's poor form continued in Indian Wells and Miami losing to Magdalena Rybarikova and Zarina Diyas respectively.
At the Mutua Madrid Open, Gavrilova suffered a disappointing quarterfinal defeat to Louisa Chirico and lost to 2009 French Open champion Svetlana Kuznetsova in the third round in Rome.
A first round exit at the French Open at the hands of Mariana Duque Marino occurred and her grass court season was brief suffering defeats to Kerber in Birmingham, Pliskova in Eastbourne and Cibulkova in the second round of Wimbledon.
Their history
Halep and Gavrilova have played each other twice and both encounters have gone the distance to three sets. The duo have split their meetings 1-1.
The Romanian won their first meeting at Indian Wells last year coming back from a set down to win 2-6, 6-1, 6-2 and Halep went on to win the title.
Gavrilova was victorious in Rome back in May winning 6-3, 4-6, 6-3.
Who wins?
Halep will be on a high after winning the title in Bucharest last week and reaching the final last year will give the Romanian some confidence at the Rogers Cup.
The Australian number two has been struggling with recording positive results recently but battling with rain delays she won in straight sets against German Annika Beck.
Halep not going to Rio will mean that she should feel fresh heading into the US Open where she reached the semifinals last year losing to eventual champion Flavia Pennetta but she played arguably the match of the tournament against two-time Grand Slam champion Victoria Azarenka in the quarterfinals.
Gavrilova has good endurance like Halep and both players can be emotional on the court and expect this contest to have plenty of rallies.
They are in a tough section of the draw with 9th seed Kuznetsova, 12th seed Kvitova, 14th seed Pliskova and the unseeded quartet of Sara Errani, Alize Cornet, Andrea Petkovic and Kristina Mladenovic are all lurking in the draw.
The winner of this match will play Pliskova, Bondarenko, Wozniak or Errani in the third round.
This is the final match scheduled in the night session at the Rogers Cup in Montreal.
Prediction: Halep in three sets.