The Pilotwings universe (パイロットウイングス, Pilotwings) refers to the Smash Bros. universe's collection of characters, stages, or other properties that hail from the Pilotwings series of amateur flight simulation games. The first game, Pilotwings, released in 1991 as a launch title for the North American version of the SNES, was noteworthy for being an early example of a game that used the console's Mode 7 graphical technique to enhance realism, in a similar vein to the launch racing game F-Zero. After a Nintendo 64 follow-up, Pilotwings 64, shared the spotlight alongside Super Mario 64 as one of the only two launch titles for the Nintendo 64, the series became dormant for fifteen years, up until the third game, Pilotwings Resort, was similarly released as a launch title for the Nintendo 3DS in 2011.
- Instructor: A collectable sticker in Super Smash Bros. Brawl is derived from the Pilotwings universe. It raises Arm attack +10, and can be used by any character.
Pilotwings receives more representation in Super Smash Bros. for Nintendo 3DS and Wii U, with a stage in the Wii U version, in addition to an item found in both versions.
- Pilotwings: A stage based on Pilotwings for the SNES and Pilotwings Resort for Nintendo 3DS appears in Super Smash Bros. for Wii U. Players will fight atop planes from both games. The red bi-plane from Pilotwings will take off from a 2-D island from the SNES game. From there, after about a minute has passed, it is shown that the red bi-plane will meet up with a yellow plane, modeled after the planes of Pilotwings Resort, and will fly the combatants straight to Wuhu Island. After a minute has passed once again, the cycle will repeat, with the yellow plane bringing the combatants from Wuhu Island to the runway from the original Pilotwings for SNES, and so on.
- Rocket Belt: The Rocket Belt is an equippable item in Smash for 3DS / Wii U, which gives characters the ability to fly freely when the jump button is held.
- Light Plane: A remix of a tune from the SNES game, Pilotwings, which played during missions that required the Light Plane. It is used as a track in the Wii U stage Pilotwings.
- Light Plane (Vocal Mix): Same as Light Plane (above), but has vocals added to it.
- Light Plane (Original): The original tune from the SNES game, Pilotwings, which played during missions that required the Light Plane.
- Turbo Jet: A remix of a song from the 3DS game, Pilotwings Resort, which played while using the Turbo Jet.
- Pedal Glider: A remix of a song from the 3DS game, Pilotwings Resort, which played while using the Pedal Glider.
Pilotwings receives nearly the same representation as it did in Super Smash Bros. for Nintendo 3DS and Wii U.