| Text | Length |
| Chicago name | 12 |
| Chicago N.F.L. team | 19 |
| Chicago N.B.A. team | 19 |
| Chicago Mrs. | 12 |
| Chicago mayor Rahm | 18 |
| Chicago mayor | 13 |
| Chicago Loop trains | 19 |
| Chicago Loop group | 18 |
| Chicago loc. | 12 |
| Chicago lines | 13 |
| Chicago landmark | 16 |
| Chicago L, for one | 18 |
| Chicago hrs. | 12 |
| Chicago GSB degree | 18 |
| Chicago gridders | 16 |
| Chicago gridder | 15 |
| Chicago gangster | 16 |
| Chicago footballer | 18 |
| Chicago five | 12 |
| Chicago fire name | 17 |
| Chicago Fire Mrs. | 17 |
| Chicago fire figure | 19 |
| Chicago film critic | 19 |
| Chicago field | 13 |
| Chicago feature | 15 |
| Chicago expressway | 18 |
| Chicago event | 13 |
| Chicago embrace? | 16 |
| Chicago eleven | 14 |
| Chicago el feature | 18 |
| Chicago district | 16 |
| Chicago dinosaur | 16 |
| Chicago destination | 19 |
| Chicago description | 19 |
| Chicago Cubs e.g. | 18 |
| Chicago conveyance | 18 |
| Chicago company | 15 |
| Chicago community | 17 |
| Chicago club | 12 |
| Chicago carriers | 16 |
| Chicago cap letters | 19 |
| Chicago campus | 14 |
| Chicago cagers | 14 |
| Chicago Bears, e.g. | 19 |
| Chicago bearers? | 16 |
| Chicago baseballer | 18 |
| Chicago attraction | 18 |
| Chicago athlete | 15 |
| Chicago area | 12 |
| Chicago animal | 14 |
| Chicago and Boston | 18 |
| Chicago airport | 15 |
| Chicago air hub | 15 |
| Chicago adjective | 17 |
| Chicago in a song | 18 |
| Chica or Raton | 14 |
| Chic, in the 1960s | 18 |
| Chic, for short | 15 |
| Chic, and then some | 19 |
| Chic, 1960s-style | 17 |
| Chic, 1960s style | 17 |
| Chic Young strip | 16 |
| Chic Young creation | 19 |
| Chic scavenger? | 15 |
| Chic or tony | 12 |
| Chic or cheeky | 14 |
| Chic no more | 12 |
| Chic no longer | 14 |
| Chic monogram | 13 |
| Chic modifier | 13 |
| Chic in the Sixties | 19 |
| Chic in the 1960s | 17 |
| Chic getaways | 13 |
| Chic getaway | 12 |
| Chic end of London | 18 |
| Chic beach resort | 17 |
| Chic and jaunty | 15 |
| Chibchan Indian | 15 |
| Chiapas people | 14 |
| Chiapas chum | 12 |
| Chiapas child | 13 |
| Chiapas cheer | 13 |
| Chiapas chaperon | 16 |
| Chiapas chap | 12 |
| Chiantis, e.g. | 14 |
| Chianti, in Chianti | 19 |
| Chianti, for one | 16 |
| Chianti, e.g. | 13 |
| Chianti or Soave | 16 |
| Chianti or Orvieto | 18 |
| Chianti or chablis | 18 |
| Chianti cruses | 14 |
| Chianti country | 15 |
| Chianti containers | 18 |
| Chianti container | 17 |
| Chianti color | 13 |
| Chianti and merlot | 18 |
| Chianti and claret | 18 |
| Chianti and Chablis | 19 |
| Chianti e.g. | 13 |
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