Did Bob Dylan have a number 1 hit? Posted on August 15, 2022 By admin Bob Dylan may have won a Nobel Prize, but he’s never had a No. 1 song on the Hot 100. Dylan has had two No. 2s, though: “Like a Rollin’ Stone” and “Rainy Day Women # 12 and 35.” His one other top 10, “Lay Lady Lay,” reached No. Fast Answers