| 100% | OWL | 3 | A fly-by-night? |
| 100% | SANTA | 5 | A fly-by-night? |
| 99% | OWLS | 4 | They fly by night |
| 99% | BATS | 4 | They fly by night |
| 91% | OWLPRICED | 9 | *Having a fly-by-night cost? |
| 89% | BAT | 3 | Mammal with a fly-by-night operation? |
| 81% | RANPAST | 7 | Flew by, as a mixed-up Michigan State athlete? |
| 79% | WEB | 3 | Fly catcher made by a spider |
| 79% | BATS | 4 | Flying creatures studied by a chiropterologist |
| 78% | PARASAIL | 8 | Fly while being pulled by a motorboat |
| 78% | BAIT | 4 | Night crawlers and flies, to a fisherman |
| 78% | SOLO | 4 | Fly a plane by oneself |
| 78% | SOLO | 4 | Fly a plane by yourself |
| 77% | LIVE | 4 | "___ by Night" (Ben Affleck film based on a Dennis Lehane novel) |
| 76% | TENT | 4 | Shelter protected by a rain fly |
| 75% | REO/DBALLOON | 12 | Flying invention by a classic automaker? / An iconic Klee |
| 74% | PLANE | 5 | (2/5) Air transport flown by a pilot, like Spirit or Delta |
| 73% | DELT | 4 | Muscle worked by a reverse fly, for short |
| 72% | BLACK | 5 | The color of a raven flying in the night |
| 72% | SANTA | 5 | He rides in a sleigh pulled by flying reindeer |
| 70% | JETLAG | 6 | Problem that might keep a frequent flier up at night |
| 70% | GOODOMEN | 8 | A bird flying by on the right, to the Greeks |
| 70% | FRIDAY | 6 | "___ Night," 2011 song by Lady A from the album "Own the Night" |
| 68% | LIVE | 4 | "Saturday Night ___," sketch comedy show that inspired a wine collection by Lot18 |
| 67% | MIDSUMMER | 9 | Comedy by Shakespeare: A __ Night's Dream |
| 66% | FREAKFLAG | 9 | It's "flown" by a nonconformist |
| 66% | SPIDER | 6 | "The ___ and the Fly," poem by Mary Howitt about a manipulative web-spinner |
| 66% | WANTED | 6 | "___ You More," 2012 song by Lady A from the album "Own the Night" |
| 66% | ROBITUSSIN | 10 | Flew by |
| 65% | TOTO | 4 | Movie dog captured by a flying monkey |