She again took on males on the Belmont Stakes undercard in the one and a quarter mile Suburban Handicap and finished second to Vulcan's Forge. In late August, she went back to racing against her own gender and won the Firenze Handicap (now called the Personal Ensign Handicap) at a mile and one sixteenth at Saratoga Race Course, beating Allies Pal and Conniver in 1:44-4/5. In November, she competed at one mile in the Top Flight Handicap at Belmont Park, where she won going away under jockey Dave Gorman in 1:43.60. Due to an injury, But Why Not did not race again for over 14 months. At age six, But Why Not attempted a comeback after her injury. She raced in early March 1950 in the Santa Margarita Handicap at Santa Anita Park and ran third to Champion Two Lea and Gaffery. Then she won the inaugural running of Washington Birthday Handicap at Santa Anita Park (which is now called the San Luis Obispo Handicap over Bolero with jockey William Boland in the irons. That was the last race of her career, and then she retired.