1. Bob Dylan grew up in Hibbing, Minnesota, but what city was he actually born in?: Duluth
2. And what revisited highway runs through that city?: Highway 61
3. The Violent Femmes are from what Wisconsin city?: Milwaukee
4. What is Prince's real name?: Prince Rogers Nelson
5. And what was his first chart hit?: "I Wanna Be Your Lover"
6. Buddy Holly, Ritchie Valens, and the Big Bopper played their last gigs in what Iowa city?: Clear Lake
7. Janet Jackson yells "Minneapolis!" in which of her hits?: "Escapade"
8. The Minneapolis club First Avenue and 7th Street Entry was featured in what 80s blockbuster movie?: Purple Rain
9. What famous Jazz Age trumpet player was from Davenport, Iowa?: Bix Beiderbecke
10. Where was the Edmund Fitzgerald coming back from?: "Some mill in Wisconsin"
11. The 1980 hit "Funkytown" was recorded by a group of Minneapolis session musicians. What name did they record under?: Lipps, Inc.
12. Minneapolis-based producers Jimmy Jam Harris and Terry Lewis met while playing with what band?: The Time
13. What was Bob Dylan's most successful hit, from 1965?: "Like A Rolling Stone"
14. What 60s soul singer died when his plane crashed into a lake in Madison, Wisconsin, in 1967?: Otis Redding
15. What 80s blues guitarist died when his helicopter crashed into a hillside near East Troy, Wisconsin, in 1990?: Stevie Ray Vaughan
16. What is the name of the enormous music festival that takes place every year in Milwaukee around the Fourth of July?: Summerfest
17. What Broadway musical is set in fictional River City, Iowa?: The Music Man

Bonus: What Minneapolis-based TV show produced such musical moments as "Let's Have a Patrick Swayze Christmas," "Hike Up Your Pants," "Creepy Girl" and "Clown in the Sky?": Mystery Science Theater 3000