| On the double, poetically | 25 |
| On the double, when doubled | 27 |
| On the edge of one's seat | 29 |
| On the foul line, ironically | 28 |
| On the fringes, in a way | 24 |
| On the groom's mind | 23 |
| On the ground, in ballet | 24 |
| On the high side, as a guess | 28 |
| On the highest point of | 23 |
| On the horizon, perhaps | 23 |
| On the left side of a ship | 26 |
| On the left side, nautically | 28 |
| On the left, on the water | 25 |
| On the less blustery side | 25 |
| On the less windy side | 22 |
| On the Love Boat, e.g. | 22 |
| On the Love Boat, perhaps | 25 |
| On the market, in a way | 23 |
| On the Mediterranean, e.g. | 26 |
| On the mend, in Munich | 22 |
| On the Most Wanted list | 23 |
| On the mother's side | 24 |
| On the move on the briny | 24 |
| On the near side: Prefix | 24 |
| On the observation deck, say | 28 |
| On the ocean or in a fog | 24 |
| On the organist's mind | 26 |
| On the other hand, briefly | 26 |
| On the other team's turf | 28 |
| On the outs with a relative? | 28 |
| On the outside: Prefix | 22 |
| On the path to great success | 28 |
| On the pathway of enticement | 28 |
| On the pathway of futility | 26 |
| On the plus side?: Abbr. | 24 |
| On the qui ___ (watchful) | 25 |
| On the quiet side, nautically | 29 |
| On the Red or the Dead | 22 |
| On the road, in sports | 22 |
| On the rocks, in a bar | 22 |
| On the safe side, at sea | 24 |
| On the safe side, nautically | 28 |
| On the safer side at sea | 24 |
| On the same family tree | 23 |
| On the same page, so to speak | 29 |
| On the same side, in war | 24 |
| On the same team (with) | 23 |
| On the same wavelength | 22 |
| On the same ___ (in rapport) | 28 |
| On the same ___ (in sync) | 25 |
| On the sidelines, maybe | 23 |
| On the statuesque side | 22 |
| On the surface, measurably | 26 |
| On the topic of, briefly | 24 |
| On the track once again? | 24 |
| On the Tyrrhenian, e.g. | 23 |
| On the up-and-up, morally | 25 |
| On the up-and-up, so to speak | 29 |
| On the verge of a meltdown | 26 |
| On the verge of doing it | 24 |
| On the verge of snapping | 24 |
| On the water's surface | 26 |
| On the waterÂ’s surface | 26 |
| On the Waterfront director | 29 |
| On the way to oblivion | 22 |
| On the wrong side (of) | 22 |
| On the __ (not speaking) | 24 |
| On the __ (separately) | 22 |
| On the __ vive (alert) | 22 |
| On the ___ (apparently) | 23 |
| On the ___ (bickering) | 22 |
| On the ___ (close to defeat) | 28 |
| On the ___ (doing well) | 23 |
| On the ___ (estranged) | 22 |
| On the ___ (evading capture) | 28 |
| On the ___ (fleeing the Feds) | 29 |
| On the ___ (functioning well) | 29 |
| On the ___ (furtively) | 22 |
| On the ___ (gangland phrase) | 28 |
| On the ___ (getting better) | 27 |
| On the ___ (going to pot) | 25 |
| On the ___ (hiding out) | 23 |
| On the ___ (in behalf) | 22 |
| On the ___ (in flight) | 22 |
| On the ___ (in hiding) | 22 |
| On the ___ (in trouble) | 23 |
| On the ___ (inoperable) | 23 |
| On the ___ (like a fugitive) | 28 |
| On the ___ (not in use) | 23 |
| On the ___ (not speaking) | 25 |
| On the ___ (not working) | 24 |
| On the ___ (out of order) | 25 |
| On the ___ (precisely) | 22 |
| On the ___ (punctually) | 23 |
| On the ___ (recuperating) | 25 |
| On the ___ (running away) | 25 |
| On the ___ (set aside) | 22 |
| On the ___ (unfriendly) | 23 |
| On the ___ of (approaching) | 27 |
| On the ___ of (chummy) | 22 |