| Ornamentations on costumes | 26 |
| Ornamented part of a gondola | 28 |
| Ornamented, as curtains | 23 |
| Ornate 18th-century style | 25 |
| Ornate thing-on-a-string? | 25 |
| Ornate tobacco pipes (var.) | 27 |
| Ornate wardrobe cabinet | 23 |
| Ornately embossed edibles | 25 |
| Ornery cartoon character | 24 |
| Ornithological facial spaces | 28 |
| Ornithologist employer | 22 |
| Ornithologist's adjective | 29 |
| Ornithologist's asset? | 26 |
| Ornithologist's concern | 27 |
| Ornithologist's finds | 25 |
| Ornithologist's study | 25 |
| Ornithophiles' purchases | 28 |
| Ornithophobe's fear | 23 |
| Oro y __: Montana's motto | 29 |
| Oro y ___ (motto of Montana) | 28 |
| Orozco's other one | 22 |
| Orphan Annie protector | 22 |
| Orphan Annie's benefactor | 29 |
| Orphan Annie's dog | 22 |
| Orphan Annie's friend | 25 |
| Orphan Annie's lizards | 26 |
| Orphan Annie's protector | 28 |
| Orphan boy of old comics | 24 |
| Orphan Edwin of fiction | 23 |
| Orphan of stage and film | 24 |
| Orphan's new parent | 23 |
| Orphaned Brontë heroine | 26 |
| Orphaned lion of literature | 27 |
| Orpheus and others, musically | 29 |
| Orpheus' instrument | 23 |
| Orpheus's instrument | 24 |
| Orpheus, as a musician | 22 |
| Orpheus, Heracles et al | 23 |
| Orpheus-Eurydice tale, e.g. | 27 |
| Orquesta tÃpica pieces | 25 |
| Orr colleague, familiarly | 25 |
| Orr teammate, familiarly | 24 |
| Orr teammate, for short | 23 |
| Orr's orbit: abbr. | 22 |
| Orrin Hatch's state | 23 |
| Orrin Hatch, for one (abbr.) | 28 |
| Orson "Bright ___" | 28 |
| Orson Scott Card protagonist | 28 |
| Orson Welles role of 1972 | 25 |
| Orson Welles' birthplace | 28 |
| Orson Welles's birthplace | 29 |
| Orson Welles's old studio | 29 |
| Orson's favorite legume? | 28 |
| Orson: "Bright ___" | 29 |
| Orthodontic challenges | 22 |
| Orthodontist's bay? | 23 |
| Orthodontist's challenge | 28 |
| Orthodontist's concern | 26 |
| Orthodontist's concerns | 27 |
| Orthodontist's creation | 27 |
| Orthodontist's deg. | 23 |
| Orthodontist's degree | 25 |
| Orthodontist's diagnosis | 28 |
| Orthodontist's fee? | 23 |
| Orthodontist's grp. | 23 |
| Orthodontist's job | 22 |
| Orthodontist's offering | 27 |
| Orthodontist's org. | 23 |
| Orthodontist's shots | 24 |
| Orthodontist, at times | 22 |
| Orthodontist, for one: Abbr. | 28 |
| Orthodontists' org. | 23 |
| Orthodox Church council | 23 |
| Orthodox Church feature | 23 |
| Orthodox Church official | 24 |
| Orthodox Jew's growth | 25 |
| Orthogonally moving piece | 25 |
| Orthographer's ref. | 23 |
| Orthopedist's device | 24 |
| Orthopedist's tool | 22 |
| Ortiz of 'Ugly Betty' | 29 |
| Orville or Wilbur, e.g. | 23 |
| Orville Wright, famously | 24 |
| Orwell prediction for 1984 | 26 |
| Orwell was one; also, Eden | 26 |
| Orwell's alma mater | 23 |
| Orwell's conclusion? | 24 |
| Orwell's original name | 26 |
| Orwell's real name | 22 |
| Orwellian protagonists | 22 |
| OS X Mavericks machine | 22 |
| Osaka entertainer of old | 24 |
| Osaka-based electronics giant | 29 |
| Osaka-to-Yokohama dir. | 22 |
| Osamu Tezuka's art | 22 |
| Osbourne of Black Sabbath | 25 |
| Oscar : film :: ___ : TV | 24 |
| Oscar actress Blanchett | 23 |
| Oscar actress for 2008 | 22 |
| Oscar actress: 1930–31 | 29 |