Question
Bob Dylan plays harmonica and guitar in March 1963

How many Bob Dylan albums have topped the Billboard 200?

Last updated: January 17, 2026

Bob Dylan wrote the soundtrack to an entire generation, pushed The Beatles toward more introspective songwriting, and influenced every singer-songwriter who came after him. Critics treated him like a genius from day one. The Billboard album chart took a little longer to agree. How many Bob Dylan albums have actually reached #1 on the Billboard 200?

Correct Answer: 5

(Source)

Dylan had already written "Blowin' in the Wind," "The Times They Are A-Changin'," and "Like a Rolling Stone" before he ever topped the album chart. "Highway 61 Revisited" peaked at #3. "John Wesley Harding" got stuck at #2 for four weeks, blocked by The Beatles. It wasn't until 1974 and his 14th studio album, "Planet Waves," that Dylan finally reached the summit. "Blood on the Tracks" and "Desire" followed in 1975 and 1976, then he vanished from the top spot for 30 years. "Modern Times" brought him back at age 65 as the oldest artist to ever top the chart. "Together Through Life" pushed that record to 67 in 2009, and he only lost the title when Tony Bennett came along at 85 to make everyone else look young.

Share This Trivia

Want More Nostalgia?

Check out our other quizzes and random trivia questions!