He sat alongside her team in the stands and reportedly spent time with her off the court.
However the pair left the match together.
In an interview with Complex magazine, Drake previously discussed his relationship with the sporting star, as he said:
Serena Williams Does Not Qualify!
Serena Williams' ex-fling Common sent subliminal shots at Drake on his song 'Sweet', inferring that the Canadian rapper was "soft".
Ellie and Izzi Warner, Jenny and Lee and the Siddiquis were filmed chatting about retirement plans in the clip for the Department for Work and Pensions.
Given his cheerleading turn at this summer's Wimbledon, which Williams also wonwe can only assume Drake was there to watch her play.
She has been incredibly focused on her title bid.
Serena Williams and Kim Kardashian sipped tea.