| On-air boner | 12 |
| On-again-off-again | 18 |
| On-again, off-again | 19 |
| On-again off-again fast food sandwich that has been on two "retirement tours" | 87 |
| On-a-chair shriek | 17 |
| On- and off-road | 16 |
| On, old style | 13 |
| On, maybe | 9 |
| On, in Paris | 12 |
| On, in Osnabrück | 19 |
| On, in Orléans | 17 |
| On, in French place names | 25 |
| On, in a way | 12 |
| On, en francais | 15 |
| On, at or from | 14 |
| On, as the train | 16 |
| On, as medication | 17 |
| On, as a plane | 14 |
| On, as a lamp | 13 |
| On, as a kerosene lamp | 22 |
| On's counterpart | 20 |
| On _____ with (equal to) | 24 |
| On _____ with | 13 |
| On _____ of (representing) | 26 |
| On _____ boat to China | 22 |
| On _____ (when wanted) | 22 |
| On _____ (theoretically) | 24 |
| On _____ (freelancer's terms) | 33 |
| On _____ (doing well) | 21 |
| On _____ (counting calories) | 28 |
| On _____ (binging) | 18 |
| On ____: with no assurance of sale | 34 |
| On ____: red hot | 16 |
| On ____: per detailed directions | 32 |
| On ____: endless | 16 |
| On ____: conditional | 20 |
| On ____: as a gamble | 20 |
| On ____ with: equal to | 22 |
| On ____ with: equal | 19 |
| On ____ with (equal to) | 23 |
| On ____ with | 12 |
| On ____ Majesty's Secret Service | 36 |
| On ____ fours | 13 |
| On ____ (from the barrel) | 25 |
| On ____ : 1951 Danny Kaye film | 32 |
| On ___-to-know basis | 20 |
| On ___ with (of equal magnitude) | 32 |
| On ___ with (not speaking to, perhaps) | 38 |
| On ___ with (equivalent to) | 27 |
| On ___ with (equal) | 19 |
| On ___ with (equal to) | 22 |
| On ___ with (comparable) | 24 |
| On ___ with (amicable) | 22 |
| On ___ with (about the same as) | 31 |
| On ___ with | 11 |
| On ___ wane | 11 |
| On ___ uppers | 13 |
| On ___ track | 12 |
| On ___ toes | 11 |
| On ___ things | 13 |
| On ___ the world (elated) | 25 |
| On ___ the world | 16 |
| On ___ T. (secretly) | 20 |
| On ___ street (rich) | 20 |
| On ___ street | 13 |
| On ___ streak (winning) | 23 |
| On ___ streak (lucky) | 21 |
| On ___ streak | 13 |
| On ___ own | 10 |
| On ___ of the moment | 20 |
| On ___ of (for) | 15 |
| On ___ of (as a proxy for) | 26 |
| On ___ night as this | 20 |
| On ___ level | 12 |
| On ___ knee | 11 |
| On ___ keel | 11 |
| On ___ diet | 11 |
| On ___ boat to China | 20 |
| On ___ battle | 13 |
| On ___ basis (for testing purposes) | 35 |
| On ___ basis | 12 |
| On ___ and a prayer | 19 |
| On ___ (wrestling term) | 23 |
| On ___ (working well) | 21 |
| On ___ (without commitment) | 27 |
| On ___ (without assurance of payment) | 37 |
| On ___ (without a contract) | 27 |
| On ___ (without a buyer) | 24 |
| On ___ (with no assurance of sale) | 34 |
| On ___ (winning) | 16 |
| On ___ (when challenged) | 24 |
| On ___ (well-known) | 19 |
| On ___ (Wall St. risk) | 22 |
| On ___ (trying to succeed) | 26 |
| On ___ (trying to lose) | 23 |
| On ___ (tense) | 14 |
| On ___ (taking a challenge) | 27 |
| On ___ (splurging) | 18 |
| On ___ (secretly) | 17 |
| On ___ (riding high) | 20 |