| Windy City tower | 16 |
| Windy City touchdown site | 25 |
| Windy City time | 15 |
| Windy City terminal code | 24 |
| Windy City team | 15 |
| Windy City superstation | 23 |
| Windy City skaters | 18 |
| Windy City sights | 17 |
| Windy City rug? | 15 |
| Windy City rail system (abbr.) | 30 |
| Windy City rail org. | 20 |
| Windy City rail letters | 23 |
| Windy City rail inits. | 22 |
| Windy City rail and bus org. | 28 |
| Windy City rail and bus agcy. | 29 |
| Windy City rail agcy. (in NECTAR) | 33 |
| Windy City rail agcy. | 21 |
| Windy City pro | 14 |
| Windy City politician | 21 |
| Windy City player | 17 |
| Windy City people | 17 |
| Windy City paper, with "The" | 38 |
| Windy City paper, familiarly | 28 |
| Windy City paper (with "The") | 39 |
| Windy City paper | 16 |
| Windy City newspaper, with "The" | 42 |
| Windy City newspaper | 20 |
| Windy City mecca | 16 |
| Windy City maestro | 18 |
| Windy City landing site | 23 |
| Windy City hub | 14 |
| Windy City hrs. | 15 |
| Windy City gridders | 19 |
| Windy City destination | 22 |
| Windy City daily, with "the" | 38 |
| Windy City commuters' inits. | 32 |
| Windy City border area | 22 |
| Windy City baseballers | 22 |
| Windy City baseball/football teams | 34 |
| Windy City baseball team | 24 |
| Windy City athlete | 18 |
| Windy City area | 15 |
| Windy City airport code | 23 |
| Windy City airport | 18 |
| Windy City abbr. | 16 |
| Windy City 11 | 13 |
| Windy City "L" runner | 31 |
| Windy character | 15 |
| Windy | 5 |
| Windways | 8 |
| Windwards, etc.: Abbr. | 22 |
| Windward's opposite | 23 |
| Windward opposite | 17 |
| Windward Islands country | 24 |
| Windward Islands capital | 24 |
| Windward Island St. ___ | 23 |
| Windward Island Saint ___ | 25 |
| Windward Island Saint --- | 25 |
| Windward island | 15 |
| Windward | 8 |
| Windups | 7 |
| Windup toy device | 17 |
| Windup | 6 |
| Windswept spot | 14 |
| Windswept point | 15 |
| Windswept hill | 14 |
| Windsurfers' mecca | 22 |
| Windstorm | 9 |
| Windstar and others | 19 |
| Windsor-chair feature | 21 |
| Windsor-born politician, Paul ____ Junior | 41 |
| Windsor, notably | 16 |
| Windsor, for one | 16 |
| Windsor, e.g. | 13 |
| Windsor's province (Abbr.) | 30 |
| Windsor's province | 22 |
| Windsor's prov. | 19 |
| Windsor's neighbor | 22 |
| Windsor's merry ones | 24 |
| Windsor's locale: Abbr. | 27 |
| Windsor's loc. | 18 |
| Windsor's home: Abbr. | 25 |
| Windsor welfare | 15 |
| Windsor wee ones' wheels | 28 |
| Windsor setting | 15 |
| Windsor resident | 16 |
| Windsor princess | 16 |
| Windsor or Vernon | 17 |
| Windsor or slip | 15 |
| Windsor or sheet bend | 21 |
| Windsor or sheepshank | 21 |
| Windsor monarch | 15 |
| Windsor loc. | 12 |
| Windsor knot neckwear | 21 |
| Windsor initials | 16 |
| Windsor home: Abbr. | 19 |
| Windsor group | 13 |
| Windsor Castle neighbor | 23 |
| Windsor Castle initials | 23 |
| Windsor boys' school | 24 |