| With premeditation | 18 |
| With prejudice | 14 |
| With precision | 14 |
| With precise timing | 19 |
| With Port, place in Prince Edward Island | 40 |
| With pond, Newfoundland community | 33 |
| With Pogo, Okanagan monster | 27 |
| With pluck | 10 |
| With plenty to spare | 20 |
| With plenty to chew on | 22 |
| With plenty of space | 20 |
| With pleasure | 13 |
| With pleasing effect | 20 |
| With piety | 10 |
| With pictures: Abbr. | 20 |
| With picking, trivial fault-finding | 35 |
| With Picchu, a place in Peru | 28 |
| With petulance | 14 |
| With Petrarch, a team | 21 |
| With persistence | 16 |
| With perfection | 15 |
| With perfect timing | 19 |
| With pep in one's step | 26 |
| With pep and agility | 20 |
| With penitence | 14 |
| With patience | 13 |
| With pasta, in product names | 28 |
| With passion | 12 |
| With parsley, perhaps | 21 |
| With parsley, on menus | 22 |
| With panache | 12 |
| With outstanding bills | 22 |
| With our compliments | 20 |
| With others (abbr.) | 19 |
| With opulence | 13 |
| With optional subtitles, as a TV show | 37 |
| With optimism | 13 |
| With opposing aims | 18 |
| With open ___ (in a friendly way) | 33 |
| With open ___ | 13 |
| With open palms, maybe | 22 |
| With open mouth | 15 |
| With op, a computer manager | 27 |
| With only ~66,000 inhabitants, it's still the second most populous city in Montana | 86 |
| With one's sweetie, say | 27 |
| With one's mouth open | 25 |
| With one's jaw on the floor, so to speak | 44 |
| With one's jaw on the floor | 31 |
| With one's identity hidden | 30 |
| With one's heart, if nothing else | 37 |
| With one's heart on one's sleeve | 40 |
| With one's head held high | 29 |
| With one's hands full | 25 |
| With one's fingers in a socket? | 35 |
| With one's fingers in a skyscraper? | 39 |
| With one's fingers in a lake? | 33 |
| With one's career completed (Abbr.) | 39 |
| With one's back to the wall | 31 |
| With one quick look | 19 |
| With one leg on each side of | 28 |
| With one leg on each side | 25 |
| With one intermission | 21 |
| With one flat, musically | 24 |
| With one end raised | 19 |
| With one | 8 |
| With ominousness | 16 |
| With old-fashioned charm | 24 |
| With O, a refrain | 17 |
| With nowhere to go but down | 27 |
| With nothing too spare | 22 |
| With nothing to spare | 21 |
| With nothing to hide? | 21 |
| With nothing to hide | 20 |
| With nothing to do | 18 |
| With nothing out of place | 25 |
| With nothing on | 15 |
| With nothing missing | 20 |
| With nothing left over | 22 |
| With nothing in reserve | 23 |
| With nothing in common | 22 |
| With nothing added | 18 |
| With not much vermouth | 22 |
| With not a moment to spare | 26 |
| With nostalgia | 14 |
| With nose in air | 16 |
| With No. 8 struck out, Mets stadium is densely populated (8) | 60 |
| With no ___ sight | 17 |
| With no weaning | 15 |
| With no way to go but up | 24 |
| With no way out | 15 |
| With no warranty | 16 |
| With no warranties | 18 |
| With no warning | 15 |
| With no warmth | 14 |
| With no vegetation | 18 |
| With no variation | 17 |
| With no trouble at all | 22 |
| With no time to lose | 20 |
| With no tags | 12 |
| With no strings attached | 24 |