Despite being extremely valuable for her breeding potential, My Typhoon returned to the track at age five. She began 2007 in March with a second-place finish in the Hillsborough Stakes at Tampa Bay Downs, then won April's Grade III Jenny Wiley Stakes at Keeneland Race Course. Shipped north, in June she won the Grade II Just A Game Stakes at Belmont Park and at Saratoga Race Course on July 28 won her third straight stakes under jockey Eddie Castro. Her victory in the 1+1⁄8 miles (1.8km)Diana Handicap turf race marked her first Grade 1 win and was also significant because throughout her racing career, she struggled at distances beyond 1+1⁄16mi (1.7km). As well, under the new Breeders' Cup "Win and You're In" provision for designated races, her victory in the Diana Handicap guaranteed her a berth in the 2007 Breeders' Cup Filly & Mare Turf. In her next outing on August 23, My Typhoon finished sixth in the Ballston Spa Handicap.