The World number one beat Croatian Donna Vekic 6-3 4-6 7-6 (7-4) at the Porsche Tennis Grand Prix.
Osaka will now face Anett Kontaveit, who was able to progress after Victoria Azarenka retired.
Petra Kvitova will face Kiki Bertens in the other semi-final.
Dalic named UAE coach after leaving Croatia
Croatian manager Zlatko Dalic has been appointed coach of the UAE, the country's football association (UAEFA) said on Wednesday.
Messi doubts playing 'for much longer' after father's death
Lionel Messi said on Wednesday he is having doubts about continuing his career following the death of his father last week.
Italy's Curtis takes 50m backstroke world record
Italian teenager Sara Curtis smashed Australian Kaylee McKeown's 50m women's backstroke world record with a time of 26.63 seconds in the semi-finals of the European aquatics championships in Paris on Wednesday.
Rybakina fights back to beat Osaka at Canadian Open
Second seed Elena Rybakina has fought back from a set and a break down to prevail 4-6 7-6(5) 6-4 in her Canadian Open quarter-final against Naomi Osaka in Toronto on Tuesday.
Egypt's Trezeguet joins Saudi side Al-Riyadh on free transfer
Egypt winger Mahmoud Hassan, better known by his nickname "Trezeguet", has joined Saudi Pro League club Al-Riyadh on a free transfer after terminating his contract with Egyptian side Al-Ahly last month, the club announced on Tuesday.
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Pinoy Expat Corner
What are the rules and laws in the UAE regarding car modifications that every car owner should know?
Pinoy Expat Corner
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Pinoy Expat Corner
What inspired them to choose running as their form of exercise despite their busy work schedules as OFWs?
