Flirting with Disaster may refer to:
Films Flirting with Disaster (film), 1996 American comedy film written and directed by David O. Russell
Television "Flirting with Disaster", the 49th episode of The Simple Life (Goes to Camp 2007 series) "Flirting with Disaster", the 32nd episode of Danny Phantom (Season 2: 2005–2006) "Flirting with Disaster", the 8th episode of Rules of Engagement (Season 2) "Flirting with Disaster", the 6th episode of The Real World: Cancun "Flirting with Disaster", the 26th episode of season 6 (170th of the series) of Beverly Hills, 90210 "Flirting with Disaster", the 3rd episode of The Gregory Hines Show "Flirting with Disaster", the 4th episode of Rita Rocks (season 1: 2008–2009) "Flirting with Disaster" (American Dad!), the 19th episode of season 6 of American Dad! "Flirting with Disaster: Co-Ed Canoe Trip", the 17th episode of Bug Juice
Music Flirting with Disaster (soundtrack), soundtrack of film Flirting with Disaster Flirting with Disaster (Jill Johnson album), 2011 Flirting with Disaster (Lorraine Feather album), 2015 Flirtin' with Disaster, 1979 album by American southern rock band Molly Hatchet Flirtin' with Disaster (song), a song from the above-mentioned Molly Hatchet album "Flirting with Disaster", a song by Bruce Willis from his album The Return of Bruno Flirting with Disaster, a 2024 EP by Crazy Town