1.(Year in the title of Tchaikovsky's noisy overture) + (Year in the title of Prince's first Top Ten album): 1812 + 1999 = 3811
2. (Number of trombones in Professor Harold Hill's band) - (Number of the letter in a Brothers Johnson song title): 76-23 = 53
3. Add the numbers in Jenny's phone number.: 8+6+7+5+3+0+9 = 38
4. (Days of Christmas) / (Kings of Orient Are): 12/3 = 4
5. (Luftballons) - (? and the Mysterians' tears): 99-96 = 3
6. (Bryan Adams' summer) + (Paul Davis' love affair): 69 + 65 = 134
7. (Age mentioned in a Sergeant Pepper's Lonely Hearts Club Band song) + (Number of the train in a Let It Be song): 64 + 910 = 974
8. (Bob Dylan's dream) + (John Lennon's dream): 115 + 9 = 124
9. If Casey Jones leaves Central Station at a quarter to nine and hits River Junction at seventeen to, how long did it take him to get to River Junction?: 58 minutes
10. At a quarter to ten you know it's traveling again. How long did Casey stay in the station at River Junction?: 2 minutes
11. (Miles high in a Byrds song) / (Street in a Bob Dylan song title): 8/4 = 2
12.(Route where you get your kicks) - (Year of the ol' car in an Eagles song): 66 - 55 = 11
13. If George Thorogood drank one bourbon, one scotch, and one beer every night for a week, how many drinks will he have had by the end of the week?: 3 x 7 = 21
14. (Beatle Days a Week) x (Beatle number repeated in the experimental White Album piece): 8 x 9 = 72
15. Add Bob Dylan's Rainy Day Women.: 12 + 35 = 47
16. (Beethoven's Pastoral Symphony) x (Mendelssohn's Italian Symphony): 6 x 4 = 24
17. Jackson Browne's character in "Running on Empty" says, "In '65, I was 17" and "In '69, I was 21." What age will this character turn in 2008?: 60 years old (he was born in 1948, as was Jackson)

Bonus: (Chicago's first Number One album) x (Chicago's latest Number One album to date). Express the answer in Roman numerals.: V x IX = XLV