| Text | Length |
| Smart-looking | 13 |
| Nattily dressed | 15 |
| Elegant and stylish | 19 |
| "Blondie" creator Young | 33 |
| Very stylish | 12 |
| Voguish | 7 |
| Currently fashionable | 21 |
| Sporting the latest | 19 |
| Snappy | 6 |
| Radical ___ | 11 |
| High-style | 10 |
| Fashionably smart | 17 |
| "In" | 14 |
| Stylin' | 11 |
| Quite the rage | 14 |
| Hot dog garnish | 15 |
| End of the word ladder | 22 |
| Cartoonist Young | 16 |
| "Blondie" cartoonist Young | 36 |
| Word after shabby or geek | 25 |
| The height of fashion | 21 |
| Stylishly put together | 22 |
| Soignée | 10 |
| Shabby ___ | 10 |
| Ready for the runway | 20 |
| Far from frumpy | 15 |
| "Le Freak" band | 25 |
| With it, sartorially | 20 |
| Trendy, as clothing | 19 |
| Smartly elegant | 15 |
| Smart elegance | 14 |
| Quite the fashion plate | 23 |
| On the best-dressed list | 24 |
| Not dumpy | 9 |
| Nile Rodgers band I can't believe aren't in the Rock and Roll Hall of Fame yet | 86 |
| Like much Oscar-night attire | 28 |
| Like much Oscar night garb | 26 |
| In, in the fashion world | 24 |
| In, in a way | 12 |
| In high style | 13 |
| Heroin ___ | 10 |
| Hardly déclassé | 21 |
| Elegant and sophisticated | 25 |
| Dressed in Armani, e.g. | 23 |
| Dressed by Armani, e.g. | 23 |
| Dressed by Armani | 17 |
| Disco group | 11 |
| Couturier's word | 20 |
| Cleverly stylish | 16 |
| "Good Times" band | 27 |
| '70s R&B/Disco band | 27 |
| '70s "Everybody Dance" disco band | 47 |
| Spanish girl | 12 |
| Granada girl | 12 |
| Girl, in Guatemala | 18 |
| Spanish for "girl" | 28 |
| His midwestern cousin --- Gogh | 30 |
| Girl, in Guadalajara | 20 |
| Girl of Guatemala | 17 |
| Girl from Baja | 14 |
| Al Capone's gang? | 21 |
| 1908 World Series champs | 24 |
| Team last in a World Series in '45 | 38 |
| Professional sports team with a very long championship drought (100+ years) | 75 |
| Last championship was in 1908? | 30 |
| Hard-luck subject of this puzzle | 32 |
| Lake port | 9 |
| Willis Tower location | 21 |
| "The Windy City" | 26 |
| Third-largest US city | 21 |
| Site of Democrats' 1968 convention | 38 |
| Underhand doings | 16 |
| Mexican-American | 16 |
| Certain Mexican-American | 24 |
| Transplanted mariachi, maybe | 28 |
| Mayan tourist site | 18 |
| Overly stylish | 14 |
| Rodriguez of golf | 17 |
| Showily stylish | 15 |
| Pretentiously elegant | 21 |
| Arty | 4 |
| Affectedly trendy | 17 |
| Oh-so-stylish | 13 |
| Golfer Rodriguez | 16 |
| Affectedly elegant | 18 |
| Swanky to a fault | 17 |
| Showy to a fault | 16 |
| Rodriguez of the links | 22 |
| Golfer Rodriquez | 16 |
| Coward | 6 |
| Southern specialty | 18 |
| Earthbound layer | 16 |
| Creature apt for this puzzle | 28 |
| Game for daredevils | 19 |
| Domesticated fowl | 17 |
| Be a coward, with "out" | 33 |
| "You're looking ___, ___" | 39 |
| Family entrée? | 17 |
| Main course | 11 |
| Chinese restaurant order | 24 |
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