| Outfielder Lastings Milledge or Xavier Nady | 43 |
| Outfielder Minnie who played in five decades | 44 |
| Outfielder nicknamed "Mr. Tiger" | 42 |
| Outfielder Slaughter in the Baseball Hall of Fame | 49 |
| Outfielder Tommie of the Miracle Mets | 37 |
| Outfielder who became an evangelist | 35 |
| Outfielder's cry, before "it" | 43 |
| Outfielder's error? (McClintock) | 36 |
| Outfielder's problem, at times | 34 |
| Outfielders Gionfriddo and Oliver | 33 |
| Outfit for an Air India stewardess | 34 |
| Outfit with a lot of "hoop"-la | 40 |
| Outfit worn by a young Gloria Steinem | 37 |
| Outfit worn with ghillie brogues | 32 |
| Outfit you don't want to be seen in, briefly | 48 |
| Outgoing Florida governor Charlie | 33 |
| Outgrowth from the base of a grass blade | 40 |
| Outgrowth of geometrical abstraction | 36 |
| Outing that may be all downhill? | 32 |
| Outings on MTV's "Next" | 37 |
| Outkast "___ It on the Bar-B" | 39 |
| Outkast song about starting over? | 33 |
| OutKast's "___ Parks" | 35 |
| Outlasted (with "out") | 32 |
| Outlaw Kelly of Australian legend | 33 |
| Outlaw killed by Sheriff Pat Garrett in 1881 | 44 |
| Outlaw played in film by Mick Jagger | 36 |
| Outlaw William + actor Alan = Scottish boy? | 43 |
| Outlaws "___ Grass and High Tides" | 44 |
| Outlaws, renegades, rebels, to Skynyrd (Abbr.) | 46 |
| Outlet for some electric machines? | 34 |
| Outline drawn by an Arctic artist? | 34 |
| Outline of a girl walking with her mother, often | 48 |
| Outline of some 8-bit graphics, say | 35 |
| Outline seen in local weather reports | 37 |
| Outlying town, vis-Ã -vis the city | 36 |
| Outmoded home entertainment medium | 34 |
| Outmoded preposition meaning "before" | 47 |
| Outmoded shooter's accessory | 32 |
| Output from Benjamin Franklin's press | 41 |
| Output of an artisan using animal pelts? | 40 |
| Output of both Haydn and Hyundai | 32 |
| Output of Willy Wonka's factory | 35 |
| Output of Yogo Gulch's mines | 32 |
| Outrageous ice cream concoctions? | 33 |
| Outrageous, in Internet slang: Abbr. | 36 |
| Outside a sudent's regular program | 38 |
| Outside an attorney's expertise | 35 |
| Outside of walking distance, say | 32 |
| Outside one's regular duties, etc. | 38 |
| Outside range, sandwich is least tasty | 38 |
| Outside submission to a paper, sometimes | 40 |
| Outsiders in the political arena | 32 |
| Outsized sleeping accommodations? | 33 |
| Outspoken 1990s weapons inspector Scott | 39 |
| Outspoken hip-hop singer from London | 36 |
| Outspoken quartet's address? | 32 |
| Outspoken television journalist born July 4, 1943 | 49 |
| Outstanding accomplishment by an underdog | 41 |
| Outstanding Comedy Series awards | 32 |
| Outstanding member of the Queen's Guard? | 44 |
| Outstanding posture for a catcher? | 34 |
| Outwardly powerful but inwardly weak person | 43 |
| Outwit, in a way, with "out" | 38 |
| Oval BA-to-The Great Red Spot dir. | 34 |
| Oval circuit specialty, in a first language? | 44 |
| Oval letter with a line through the middle | 42 |
| Oval Office candy from 1981 to 1989 | 35 |
| Oven seen at Colonial Williamsburg | 34 |
| Oven ___ (Arby's ad pitchman) | 33 |
| Over there, old-style and briefly | 33 |
| Over three-quarters of bunsenite | 32 |
| Over-and-___ (two-barreled firearms) | 36 |
| Over-the-counter emergency contraceptive | 40 |
| Over-the-counter pain relief brand | 34 |
| Over-the-counter weight loss brand | 34 |
| Over-the-counter weight-loss product | 36 |
| Overachiever's disappointment, perhaps | 42 |
| Overaggressive salesman's residence | 39 |
| Overcasting in order to prevent fraying | 39 |
| Overcharged without hope of recovery | 36 |
| Overcoat named for a region of Ireland | 38 |
| Overcome a significant difference | 33 |
| Overcome an unpleasant misunderstanding | 39 |
| Overcome unfamiliarity, in a way | 32 |
| Overcome with emotion, to Linda Richman | 39 |
| Overconfident morality tale critter | 35 |
| Overcost for "tribute" | 32 |
| Overcrowding antidote, initially | 32 |
| Overdecorated symbols of bad luck? | 34 |
| Overdeveloped sense of self-worth | 33 |
| Overdid the techie lingo, with 'out' | 44 |
| Overdid the techie lingo, with "out" | 46 |
| Overeager promotion seeker, maybe | 33 |
| Overeat, with ''out'' | 37 |
| Overeating bird tempting Sylvester? | 35 |
| Overeating episode on the funny farm? | 37 |
| Overexpress one's feelings, on stage | 40 |
| Overextend, with ''out'' | 40 |
| Overhanging lower part of a roof | 32 |