Craybas turned professional in 1996. She has won one WTA title at the Tokyo Japan Open. She beat Silvija Talaja in the final after trailing 4–0 in the third set. In the 2006 season, Craybas reached one quarterfinal at Hobart as the eighth seed, losing to unseeded Italian Mara Santangelo in three sets. She has also reached the semifinals of a Tier III event in Memphis, a fourth-round showing at the Tier I event in Key Biscayne, Florida and a further quarterfinal appearance at Stanford in late July.