| "Or" follower | 23 |
| "Or" follower, in an ultimatum | 40 |
| "Ora pro ___" | 23 |
| "Oracular Spectacular" band | 37 |
| "Orange Disaster #5" artist | 37 |
| "Orange Is the New Black" protagonist | 47 |
| "Orange Sky" singer Murdoch | 37 |
| "Orange" drink | 24 |
| "Orange" drink that's really black | 48 |
| "Orange" tea | 22 |
| "Orange" tea grade | 28 |
| "Orange, Red, Yellow" painter Mark | 44 |
| "Orange-juice Gulch" | 30 |
| "Oranges & Lemons" rock group | 43 |
| "Oranges" sometimes referred to as monkey-brains | 58 |
| "Orare ___ laborare . . . " | 37 |
| "Orca" actress | 24 |
| "Ordem e Progresso" nación | 39 |
| "Order in the court!" punctuator | 42 |
| "Order of the Arrow" org. | 35 |
| "Order of ___ ..." | 28 |
| "Order up!" shouter | 29 |
| "Order" partner | 25 |
| "Ordinary People" actress | 35 |
| "Ordinary People" Oscar winner | 40 |
| "Oregon Trail" fort | 29 |
| "Ores" man | 20 |
| "Orfeo ed Euridice" god | 33 |
| "Orfeo ed Euridice" role | 34 |
| "Orfeo ed Euridice," e.g. | 35 |
| "Orfeo" composer | 26 |
| "Orfeo" composer Luigi | 32 |
| "Orfeo," e.g. | 23 |
| "Oriental gift," said Tom ___ | 39 |
| "Origin of ___" | 25 |
| "Original Amateur Hour" host Mack | 43 |
| "Original father of harmony," per Beethoven, briefly | 62 |
| "Original Gangster" rapper | 36 |
| "Original or crispy" offerer | 38 |
| "Original or crispy?" org. | 36 |
| "Original Sin" band | 29 |
| "Original Six" org. | 29 |
| "Original, crispy or grilled?" co. | 44 |
| "Origines" author | 27 |
| "Origins of Totalitarianism" author | 45 |
| "Orinoco Flow (Sail Away)" singer | 43 |
| "Orinoco Flow" artist | 31 |
| "Orinoco Flow" New Age singer | 39 |
| "Orinoco Flow" singer | 31 |
| "Orinoco Flow" singer, 1989 | 37 |
| "Orinoco Flow" vocalist | 33 |
| "Orlando Furioso" author | 34 |
| "Orlando Furioso" poet | 32 |
| "Orlando Furioso"/"Dracula" authors | 55 |
| "Orlando Furioso," e.g. | 33 |
| "Orlando" author | 26 |
| "Orlando" novelist | 28 |
| "Ornery" fellow | 25 |
| "Ornery" guy | 22 |
| "Ornithological Biographies" coauthor | 47 |
| "Oro y ___" (Montana motto) | 37 |
| "Oro y ___," Mont. motto | 34 |
| "Oro y ___," Mont.'s motto | 40 |
| "Oro y ___," Montana motto | 36 |
| "Oro ___" (Montana's motto) | 41 |
| "Orphan Black" actress Cadranel | 41 |
| "Orphan Black" main character Manning | 47 |
| "Orphan Black" subject | 32 |
| "Orphans of the Storm" actress | 40 |
| "Orphans of the ___" | 30 |
| "Orphans of ___," Griffith film | 41 |
| "Orphée" and "Le Repos" | 46 |
| "Orphée" painter | 29 |
| "Orphée, Le Repos" painter | 39 |
| "Orpheus and Eurydice" composer | 41 |
| "Orpheus in the Underworld" composer | 46 |
| "Orpheus in the Underworld" composer Jacques | 54 |
| "Orpheus" painter | 27 |
| "Oryx and Crake" author Margaret | 42 |
| "Oryx and Crake" novelist Margaret | 44 |
| "Oryx and Crake" novelist, 2003 | 41 |
| "Or_____!" (veiled threat) | 36 |
| "Ostentatious? ___?" | 30 |
| "Otello" aria | 23 |
| "Otello" bad guy | 26 |
| "Otello" baritone | 27 |
| "Otello" composer | 27 |
| "Otello" excerpt | 26 |
| "Otello" fellow | 25 |
| "Otello" is one | 25 |
| "Otello" librettist | 29 |
| "Otello" mezzo role | 29 |
| "Otello" offering | 27 |
| "Otello" piece | 24 |
| "Otello" premiere locale | 34 |
| "Otello", for example | 31 |
| "Otello," e.g. | 24 |
| "Otello," for one | 27 |
| "Othello" actor Jannings | 34 |
| "Othello" antagonist | 30 |