| Difficult kind of performance | 29 |
| Difficult matters | 17 |
| Difficult means of communication | 32 |
| Difficult name for a boy to have, in a song | 43 |
| Difficult obligation | 20 |
| Difficult one to deal with | 26 |
| Difficult period | 16 |
| Difficult pills to swallow | 26 |
| Difficult place to be in | 24 |
| Difficult place to walk | 23 |
| Difficult places for some drivers | 33 |
| Difficult point | 15 |
| Difficult political situation | 29 |
| Difficult position | 18 |
| Difficult problem | 17 |
| Difficult problems | 18 |
| Difficult projects | 18 |
| Difficult puzzle | 16 |
| Difficult question | 18 |
| Difficult responsibility | 24 |
| Difficult road layouts | 22 |
| Difficult shoes to walk in | 26 |
| Difficult shot | 14 |
| Difficult situation | 19 |
| Difficult situation in modern-day slang | 39 |
| Difficult situations | 20 |
| Difficult skating jump | 22 |
| Difficult slog | 14 |
| Difficult sort | 14 |
| Difficult spot | 14 |
| Difficult spots | 15 |
| Difficult stage | 15 |
| Difficult surface for high-heel shoes | 37 |
| Difficult task | 14 |
| Difficult tasks | 15 |
| Difficult thing to swallow, figuratively | 40 |
| Difficult thing to write with? | 30 |
| Difficult things to make meet | 29 |
| Difficult time | 14 |
| Difficult time for Sosa | 23 |
| Difficult to carry, in a way | 28 |
| Difficult to change or break | 28 |
| Difficult to deal with | 22 |
| Difficult to detect, perhaps | 28 |
| Difficult to disentangle | 24 |
| Difficult to endure | 19 |
| Difficult to eradicate | 22 |
| Difficult to fathom | 19 |
| Difficult to forget | 19 |
| Difficult to get along with, probably | 37 |
| Difficult to grasp | 18 |
| Difficult to hold | 17 |
| Difficult to hold on to | 23 |
| Difficult to lift | 17 |
| Difficult to miss | 17 |
| Difficult to penetrate | 22 |
| Difficult to pin down | 21 |
| Difficult to please | 19 |
| Difficult to read, in a way | 27 |
| Difficult to recall | 19 |
| Difficult to reconcile | 22 |
| Difficult to resolve | 20 |
| Difficult to scale | 18 |
| Difficult to solve | 18 |
| Difficult to straighten out | 27 |
| Difficult to understand | 23 |
| Difficult to watch | 18 |
| Difficult trial | 15 |
| Difficult trip | 14 |
| Difficult turn on the slopes | 28 |
| Difficult walk | 14 |
| Difficult weight | 16 |
| Difficult word | 14 |
| Difficult years | 15 |
| Difficult youngster | 19 |
| Difficult, as a situation | 25 |
| Difficult, in Soho | 18 |
| Difficult, to a cockney | 23 |
| Difficult-to-change computer file | 33 |
| Difficult-to-convince person | 28 |
| Difficult-to-pass driver | 24 |
| Difficult-to-predict outcome | 28 |
| Difficult-to-work-with director | 31 |
| Difficult: Prefix | 17 |
| Difficulties | 12 |
| Difficulties for wedding planners, maybe | 40 |
| Difficulties of whatever magnitude | 34 |
| Difficulties to be worked out | 29 |
| Difficulties with peroxide? | 27 |
| Difficulty | 10 |
| Difficulty breathing | 20 |
| Difficulty getting a contract signed? | 37 |
| Difficulty going out? | 21 |
| Difficulty increaser in diving | 30 |
| Difficulty or scuffle | 21 |
| Difficulty paying attention, for short | 38 |
| Difficulty with picking up | 26 |
| Difficulty with Z's? | 24 |
| Difficulty's opposite | 25 |
| Difficulty, so to speak | 23 |