Baloo inadvertently lets his pilot's license expire, but has trouble renewing it when his examiner rattles him by requiring him to perform his actions alphabetically. He then learns that Don Karnage has teamed up with Shere Khan to create an oil shortage in Cape Suzette.
- Charlie Adler as Mad Dog, Gas Man
- Jim Cummings as Louie, Don Karnage, Kahn's Apprentice
- Pat Fraley as Wildcat
- Ed Gilbert as Baloo, FLAP Clerk
- Tony Jay as Shere Khan
- Sherry Lynn as Kathy Throgmorton, Policewoman
- Ken Sansom as Ralph Throgmorton
- Sally Struthers as Rebecca Cunningham
- RJ Williams as Kit Cloudkicker
- The title is a pun on the phrase "On a Wing and a Prayer"