| Text | Length |
| On the Indian, e.g. | 19 |
| On the Indian | 13 |
| On the increase | 15 |
| On the hunt for | 15 |
| On the house | 12 |
| On the horizon, perhaps | 23 |
| On the horizon, maybe | 21 |
| On the horizon | 14 |
| On the hook, legally | 20 |
| On the hook (for) | 17 |
| On the hook | 11 |
| On the highest shelf | 20 |
| On the highest rung | 19 |
| On the highest point of | 23 |
| On the higher side | 18 |
| On the high side, as a guess | 28 |
| On the hefty side | 17 |
| On the heels of | 15 |
| On the heavy side | 17 |
| On the guest list | 17 |
| On the ground, in ballet | 24 |
| On the ground | 13 |
| On the groom's mind | 23 |
| On the green | 12 |
| On the good side of | 19 |
| On the go | 9 |
| On the gloomy side | 18 |
| On the glacial side | 19 |
| On the front line | 17 |
| On the front burner | 19 |
| On the front | 12 |
| On the fritz | 12 |
| On the fringes, in a way | 24 |
| On the fringes | 14 |
| On the fringe | 13 |
| On the foul line, ironically | 28 |
| On the floor by accident, maybe | 31 |
| On the floor above | 18 |
| On the first train out of here, perhaps | 39 |
| On the ferry | 12 |
| On the fence | 12 |
| On the FBI's list | 21 |
| On the father-of-the-bride's mind | 37 |
| On the edge of one's seat | 29 |
| On the dull side | 16 |
| On the downslide | 16 |
| On the down-low | 15 |
| On the down side | 16 |
| On the double: abbr. | 20 |
| On the double, when doubled | 27 |
| On the double, poetically | 25 |
| On the double, initially | 24 |
| On the double, in the OR | 24 |
| On the double, in the O.R. | 26 |
| On the double, in memos | 23 |
| On the double, briefly | 22 |
| On the double! | 14 |
| On the double | 13 |
| On the dot | 10 |
| On the docket | 13 |
| On the DL, perhaps | 18 |
| On the disabled list | 20 |
| On the defensive | 16 |
| On the deep | 11 |
| On the decline? | 15 |
| On the decline | 14 |
| On the deck, perhaps | 20 |
| On the Dead or the Red | 22 |
| On the dark side | 16 |
| On the crown | 12 |
| On the crest of | 15 |
| On the crest | 12 |
| On the court's roster | 25 |
| On the couch | 12 |
| On the Coral | 12 |
| On the cool side | 16 |
| On the contrary | 15 |
| On the Continent | 16 |
| On the Constitution | 19 |
| On the condition that | 21 |
| On the con side | 15 |
| On the Coast, maybe | 19 |
| On the clothesline | 18 |
| On the clock? | 13 |
| On the clock | 12 |
| On the clergyman's mind | 27 |
| On the clammy side | 18 |
| On the China | 12 |
| On the chilly side | 18 |
| On the cheap end | 16 |
| On the Channel | 14 |
| On the Celebes | 14 |
| On the Caspian | 14 |
| On the carpet | 13 |
| On the Caribbean, poetically | 28 |
| On the Caribbean, e.g. | 22 |
| On the Caribbean | 16 |
| On the canvas, informally | 25 |
| On the canvas for good | 22 |
| On the canvas | 13 |
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