| Middleman's transaction | 27 |
| Middleman's specialty | 25 |
| Middleman in a baseball trio | 28 |
| Middlecoff of P.G.A. fame | 25 |
| Middlecoff of golf fame | 23 |
| Middle-schooler, maybe | 22 |
| Middle-school Girl Scout | 24 |
| Middle-priced accommodations | 28 |
| Middle-of-the-___ policy | 24 |
| Middle-of-the-table money | 25 |
| Middle-of-the-roaders: Abbr. | 28 |
| Middle-of-the-road item | 23 |
| Middle-of-the-road car part? | 28 |
| Middle-earth residents | 22 |
| Middle-earth man-eater | 22 |
| Middle-earth inhabitant | 23 |
| Middle-earth creatures | 22 |
| Middle-distance runner | 22 |
| Middle-class conformist | 23 |
| Middle-age spread material | 26 |
| Middle, to Kate Middleton | 25 |
| Middle X or O, perhaps | 22 |
| Middle words on a quarter | 25 |
| Middle word in a court case | 27 |
| Middle traffic-light color | 26 |
| Middle schooler, maybe | 22 |
| Middle school student, say | 26 |
| Middle school stage, commonly | 29 |
| Middle school outburst | 22 |
| Middle school liability | 23 |
| Middle School in Montreal | 25 |
| Middle school Girl Scout | 24 |
| Middle school entrant, e.g. | 27 |
| Middle school contraband | 24 |
| Middle piece of Tokyo? | 22 |
| Middle parts of Japan? | 22 |
| Middle part of many plays | 25 |
| Middle part of a pedestal | 25 |
| Middle or high follower | 23 |
| Middle of __ (the boondocks) | 28 |
| Middle of __ (remote place) | 27 |
| Middle of tongue twister | 24 |
| Middle of three in a row? | 25 |
| Middle of three in a row | 24 |
| Middle of three black keys | 26 |
| Middle of this century | 22 |
| Middle of the weak, maybe | 25 |
| Middle of the sub-headline | 26 |
| Middle of the sixth century | 27 |
| Middle of the second century | 28 |
| Middle of the resolution | 24 |
| Middle of the reminder | 22 |
| Middle of the quotation | 23 |
| Middle of the question | 22 |
| Middle of the pun (part 2) | 26 |
| Middle of the pesky quip | 24 |
| Middle of the month, roughly | 28 |
| Middle of the holiday message | 29 |
| Middle of the grapevine pun | 27 |
| Middle of the good advice | 25 |
| Middle of the fifth century | 27 |
| Middle of the definition | 24 |
| Middle of the conundrum | 23 |
| Middle of the comic query | 25 |
| Middle of the British Isles? | 28 |
| Middle of the accusation | 24 |
| Middle of the 6th century | 25 |
| Middle of the 3rd century | 25 |
| Middle of the 2nd century | 25 |
| Middle of the 16th century | 26 |
| Middle of the 11th century | 26 |
| Middle of Stilton pizzas? | 25 |
| Middle of Stein's line | 26 |
| Middle of some metaphors | 24 |
| Middle of some magazines | 24 |
| Middle of many German names | 27 |
| Middle of M-G-M's motto | 27 |
| Middle of Czechoslovakia? | 25 |
| Middle of Caesar's report | 29 |
| Middle of Caesar's boast | 28 |
| Middle of an old palindrome | 27 |
| Middle of an hourglass | 22 |
| Middle of an animated query | 27 |
| Middle of a wheel, often | 24 |
| Middle of a watery pun | 22 |
| Middle of a warm weather pun | 28 |
| Middle of a verbal quip | 23 |
| Middle of a timely definition | 29 |
| Middle of a three-word game | 27 |
| Middle of a Sue Grafton title | 29 |
| Middle of a Stein line | 22 |
| Middle of a square, sometimes | 29 |
| Middle of a square, maybe | 25 |
| Middle of a play, often | 23 |
| Middle of a patriotic cheer | 27 |
| Middle of a palindrome | 22 |
| Middle of a noted Cubs trio | 27 |
| Middle of a Latin trio | 22 |
| Middle of a kids' game | 26 |
| Middle of a historic quip | 25 |