Clijsters began 1999 with a WTA singles ranking of No. 420 in the world. Around this time, Belgian women's tennis was beginning to flourish. Both Dominique Van Roost and Sabine Appelmans had been ranked in the top 20 within the previous two years, complementing the rise of Clijsters and Henin on the junior tour. This success helped lead to the revival of the only WTA tournament in Belgium, which was relaunched as the Flanders Women's Open in Antwerp after not being held in six years. Clijsters made her WTA debut at the tournament in May, entering the main draw as a lucky loser after losing in the final round of qualifying. She won her first career tour-level match against Miho Saeki and advanced to the quarterfinals, where she was defeated by top seed Sarah Pitkowski despite holding match points.