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MELBOURNE, Australia — Two-time Grand Slam champion Simona Halep, working her way back from a drug suspension, and Hall of Famer Lleyton Hewitt’s 16-year-old son Cruz were among the players awarded wild-card entries Wednesday for Australian Open qualifying next month.

Halep, a 33-year-old from Romania, was the runner-up at Melbourne Park in 2018 and won major titles at the French Open later that year and at Wimbledon in 2019. She has been ranked as high as No. 1 but is currently 877th and...