| 15%-er: Abbr. | 13 |
| 15%-20%, usually | 16 |
| 15%-20%, for a waiter | 21 |
| 15%, often | 10 |
| 15%, maybe | 10 |
| 15% of the tab, usually | 23 |
| 15% of MMM | 10 |
| 15% usually | 12 |
| 15 ___ (tennis score) | 21 |
| 15 years before the Battle of Hastings | 38 |
| 15 years before Hastings | 24 |
| 15 slices, maybe | 16 |
| 15 preceder | 11 |
| 15 percent of a bill, perhaps | 29 |
| 15 per cent of the check | 24 |
| 15 OUNCES | 9 |
| 15 minutes of tightrope walking and animal acts? | 48 |
| 15 MINUTES | 10 |
| 15 min. on the gridiron | 23 |
| 15 min. of football | 19 |
| 15 miles of song | 16 |
| 15 miles of it are mentioned in a song | 38 |
| 15 mg. of zinc, e.g. | 20 |
| 15 before the hour | 18 |
| 14th/15th-century period of papal uncertainty | 45 |
| 14th-century Russian ruler called "the Moneybag" | 58 |
| 14th-century Russian ruler | 26 |
| 14th-century Russian prince | 27 |
| 14th-century king of Aragon | 27 |
| 14th-century Florentine exile | 29 |
| 14th-century European musical style | 35 |
| 14th-century Bavarian Duke | 26 |
| 14th-anniversary gift | 21 |
| 14th-16th century empire | 24 |
| 14th U.S. president | 19 |
| 14th president | 14 |
| 14th of Adar | 12 |
| 14th Hebrew letter | 18 |
| 14th century year | 17 |
| 14th century musical style | 26 |
| 14th anniversary gift | 21 |
| 14A + 6A | 8 |
| 1499 stop for Amerigo Vespucci | 30 |
| 1499 marble masterpiece | 23 |
| 1493 Columbus landing site | 26 |
| 1492, e.g. | 10 |
| 1492, 1776, 2001, etc. | 22 |
| 1492 voyager | 12 |
| 1492 vessel | 11 |
| 1492 trio member | 16 |
| 1492 ship of note | 17 |
| 1492 ship | 9 |
| 1492 sailer | 11 |
| 1492 name | 9 |
| 1492 landfall | 13 |
| 1492 discovery | 14 |
| 1492 crossing | 13 |
| 1492 craft | 10 |
| 1492 Columbus discovery | 23 |
| 1492 carrier | 12 |
| 1492 caravel | 12 |
| 1492 Atlantic crosser | 21 |
| 1492 and 2001: Abbr. | 20 |
| 1492 and 1776 | 13 |
| 1492 for one | 13 |
| 149 to Cato | 12 |
| 146A + 9A | 9 |
| 1450, to Nero | 13 |
| 1450, in Rome | 13 |
| 1450, in old Rome | 17 |
| 144-tile game | 13 |
| 144 units | 9 |
| 144 items | 9 |
| 144 | 3 |
| 143A + 144A | 11 |
| 143 stone, roughly | 18 |
| 143 | 3 |
| 1409 Council site | 17 |
| 1400-mile river to the Caspian Sea | 34 |
| 1400, to civilians | 18 |
| 1400, in old Rome | 17 |
| 1400 hours | 10 |
| 140-or-less message | 19 |
| 140-characters-or-fewer messages | 32 |
| 140-character message | 21 |
| 140 pounds, in Britain | 22 |
| 140 pounds to a Londoner | 24 |
| 140 or more people? | 19 |
| 140 characters-or-less posts | 28 |
| 140 British pounds | 18 |
| 140 and up, say | 15 |
| 14-year-old Grammy winner of 1997 | 33 |
| 14-year-old Apple | 17 |
| 14-time Oscar nominee | 21 |
| 14-time All-Star Rodriguez | 26 |
| 14-time All-Star catcher Rodriguez, familiarly | 46 |
| 14-time A.L. All-Star | 21 |
| 14-pounder | 10 |
| 14-liners | 9 |
| 14-liner from a pain in the neck? | 33 |