| #8 for the Bosox | 16 |
| #8 on the Beaufort scale | 24 |
| #8, in Red Sox history | 22 |
| #83 on VH1's 100 Greatest Songs of Hip Hop | 46 |
| #86 in Rolling Stone's "500 Greatest Albums of All Time" | 70 |
| #8: Disc jockey? | 16 |
| #9 | 2 |
| #9's nickname | 17 |
| #92 | 3 |
| #94 | 3 |
| $ | 1 |
| $ code | 6 |
| $ dispenser | 11 |
| $ dispensers | 12 |
| $ fractions | 11 |
| $ fractions, for short | 22 |
| $ or % | 6 |
| $ quantities | 12 |
| $$ dispenser | 12 |
| $$$ | 3 |
| $$$ convenience | 15 |
| $$$ dispenser | 13 |
| $$$ for later years | 19 |
| $$$ for old age | 15 |
| $$$ head | 8 |
| $$$ provider | 12 |
| $$$ set aside for later years | 29 |
| $$$ source | 10 |
| $, #, % or & | 16 |
| $, for short | 12 |
| $.01 | 4 |
| $.37 for the first ounce, e.g. | 30 |
| $1 | 2 |
| $1 000 000 for short | 21 |
| $1 bill feature | 15 |
| $1 bill illustration | 20 |
| $1 bill word | 12 |
| $1 monogram | 11 |
| $1 or $2, but not $3 (abbr.) | 28 |
| $1,000 | 6 |
| $1,000 "Manon" | 24 |
| $1,000 units, in slang | 22 |
| $1,000, in slang | 16 |
| $1,000, slangily | 16 |
| $1,000,000 bills, for example | 29 |
| $1,000-a-plate attendee | 23 |
| $1,000-a-plate-dinner attendee | 30 |
| $1,000: Slang | 13 |
| $1.09 a dozen, say | 18 |
| $1.99-a-minute psychic Miss ___ | 31 |
| $1/pound, e.g. | 14 |
| $10 | 3 |
| $10 000 | 7 |
| $10 bill enclosed in a Valentine card? | 38 |
| $10 bills, for instance | 23 |
| $10 gold piece | 14 |
| $10 in quarters, maybe | 22 |
| $10 portrait | 12 |
| $10 to $12 an hour, e.g. | 24 |
| $10,000 | 7 |
| $10,000,000 award won in 2004 for successful private space flight | 65 |
| $100 | 4 |
| $100 : Ben :: $5 : ___ | 22 |
| $100 bill | 9 |
| $100 bill, in old slang | 23 |
| $100 bill, in slang | 19 |
| $100 bill, slangily | 19 |
| $100 bills | 10 |
| $100 bills, slangily | 20 |
| $100 Monopoly avenue | 20 |
| $100,000/year, e.g. | 19 |
| $1000 | 5 |
| $1000 device, circa 1988 | 24 |
| $1000, for short | 16 |
| $1000, slangily | 15 |
| $150 Monopoly prop. | 19 |
| $180 Monopoly purchase | 22 |
| $19B Facebook acquisition of 2014 | 33 |
| $1K | 3 |
| $2 item | 7 |
| $2 on the gray mare, e.g. | 25 |
| $2 to $2,000, in Monopoly | 25 |
| $2.50 per 1/5 mile, e.g. | 24 |
| $2.99 a dozen, e.g. | 19 |
| $20 | 3 |
| $20 bill dispenser | 18 |
| $20 bill dispenser, briefly | 27 |
| $20 bill dispensers | 19 |
| $20 bill providers, for short | 29 |
| $20 bill, for example | 21 |
| $20 dispensers | 14 |
| $200 "Monopoly" props. | 32 |
| $200 game props. | 16 |
| $200 Monopoly properties, briefly | 33 |
| $200 Monopoly properties: Abbr. | 31 |
| $200 Monopoly props. | 20 |
| $200 Monopoly purchases: Abbr. | 30 |
| $200 per hour, e.g. | 19 |
| $200 props., in a game | 22 |
| $200 purchases: Abbr. | 21 |