| With it, sartorially | 20 |
| With it, once | 13 |
| With it, old-style | 18 |
| With it, mentally | 17 |
| With it, man | 12 |
| With it, in the 50's | 24 |
| With it, in the 40's | 24 |
| With it, in a sense | 19 |
| With it, I can act for you | 26 |
| With it, baby | 13 |
| With it, at one time | 20 |
| With it, 50's-style | 23 |
| With it, 40's-style | 23 |
| With it, '40s-style | 23 |
| With it you've got it made | 31 |
| With it you've got it all | 30 |
| With it familiarly | 19 |
| With it | 7 |
| With irregularity and unevenness | 32 |
| With irony | 10 |
| With intensity | 14 |
| With intense heat | 17 |
| With intense feeling | 20 |
| With intelligence | 17 |
| With integrity | 14 |
| With insufficient qualifications | 32 |
| With insight and wisdom | 23 |
| With innuendo, say | 18 |
| With ingenuity and finesse | 26 |
| With indoor plumbing in mind? | 29 |
| With indolence | 14 |
| With indifference | 17 |
| With increased reserve | 22 |
| With inconsistency | 18 |
| With inches to spare? | 21 |
| With impudence | 14 |
| With improved reception | 23 |
| With importunacy | 16 |
| With impetuousness | 18 |
| With impatience | 15 |
| With impassivity | 16 |
| With ill-temper | 15 |
| With ill humor | 14 |
| With ice in the air | 19 |
| With ice cream on top | 21 |
| With ice cream | 14 |
| With husks removed | 18 |
| With humor | 10 |
| With humans on board, as a space flight | 39 |
| With Hudson, Saskatchewan community | 35 |
| With horn, invention of our R. Foulis | 37 |
| With hopes of selling | 21 |
| With hope of a rare occurrence | 30 |
| With honor | 10 |
| With high volume | 16 |
| With high spirits | 17 |
| With high skill | 15 |
| With hesitation | 15 |
| With her, it's snip and tuck | 32 |
| With heels off the ground | 25 |
| With heavy steps | 16 |
| With Head, Ontario com-munity | 29 |
| With head held higher | 21 |
| With head held high | 19 |
| With haughtiness | 16 |
| With haste, hastily | 19 |
| With hands on hips and elbows out | 33 |
| With hands on hips | 18 |
| With handles like a jug | 23 |
| With hand on hip | 16 |
| With hair like Leo's | 24 |
| With gusto | 10 |
| With guns | 9 |
| With Gullikson, U.S. Open doubles champion: 1984 | 48 |
| With guile | 10 |
| With greater reason | 19 |
| With greater frequency | 22 |
| With Great, Canada's largest wholly owned lake | 50 |
| With great volume | 17 |
| With great tension | 18 |
| With great success | 18 |
| With great strength | 19 |
| With great skill | 16 |
| With great poignancy | 20 |
| With great intensity | 20 |
| With great insight | 18 |
| With great feeling | 18 |
| With great expectations | 23 |
| With great enthusiasm | 21 |
| With great energy, in music | 27 |
| With great effort | 17 |
| With great ease | 15 |
| With great eagerness | 20 |
| With great dignity | 18 |
| With great cunning | 18 |
| With great concentration | 24 |
| With great coldness | 19 |
| With great care | 15 |
| With great attention to detail | 30 |
| With great attention | 20 |