Caproni Ca 60 Noviplano
The Caproni Ca 60 Noviplano was designed in the 1920s, and believe it or not, this airplane was equipped with nine wings! It may be the ugliest airplane design of all time, but that’s not what makes it such a bad plane. The plane–intended to carry 100 passengers and eight engines spread amongst its nine wings–only had one test flight, where it only reached an altitude of 60 feet. It quickly crashed and landed in water. Luckily, the pilot survived, but the plane was destroyed.
Caproni Ca 60 Noviplano
Tupolev TU- 144
Though the Tupolev TU-144 started out strong as the only commercial plane to be able to exceed Mach 2 (approx. 1534 MPH), it quickly declined as being such a hot commodity when it became cursed with horrible luck in a bad turn of events. During the Paris Air Show in 1973, the plane experienced a horrible mid-air breakup. Shortly after this in 1985 it was discontinued, but briefly brought back as a research plane a couple of years after this.
Tupolev TU- 144