Rebeka Masarova defeated Bianca Andreescu 6–3, 6–2 in the round of 16 at the WTA 250 Bad Homburg tournament on grass on 27 June 2023, pulling off an upset against the pre-match favourite. Andreescu entered as the odds-on favourite at 1.61 to Masarova's 2.45, but the Swiss player executed a dominant performance to advance with a commanding two-set victory. The decisive margin across both sets underscored Masarova's superiority on the grass court, where she capitalised on her opportunities to progress further in the tournament.