| Musical fashionable in years gone by (7) |
Puzzler Cryptic |
25 Sep 2025 |
| 1975 Broadway musical featuring characters Velma Kelly and Roxie Hart (7) |
Mirror Quiz |
29 Aug 2025 |
| Windy City an effort with cold greeting Charlie (7) |
The Sun Two Speed |
21 Aug 2025 |
| U.S. city whose tallest building is the Willis Tower (7) |
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| A musical film starring Catherine Zeta-Jones - or a city visited by 16/9? (7) |
The Guardian Weekend |
19 Jul 2025 |
| American city - fashionable in the past (7) |
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| City on Lake Michigan, Illinois in the USA (7) |
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| Location for the running of the Bulls? |
Universal |
11 Jul 2025 |
| Windy City (7) |
The Guardian Quick |
04 Jul 2025 |
| U.S. city that is the birthplace of Pope Leo XIV (7) |
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| City is stylish when taking a turn (7) |
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| Millennium park city that shares its name with a Tony-winning Broadway musical set in the '20s Jazz Age |
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| 1975 Broadway musical with music by John Kander (7) |
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| Windy City |
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| America's 'Windy City' (7) |
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| All That Jazz musical |
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| Smart work outside a US city |
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| MLB team; 2016 World Series champions (7) |
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| 2002 Renee movie |
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| Our star's musical movie with Richard Gere |
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| Large American city (7) |
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| City that famously turns its river green each March 17 (7) |
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| Towering city with elegant past |
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| City is smart to take a turn (7) |
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| First musical to win Best Picture since "Oliver!" in 1968 |
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| Psychic agonises over American city (7) |
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| Jesse Spencer stars in this firefighting saga (______- Fire) |
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| City in Illinois on the south shore of Lake Michigan (7) |
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| Musical that was elegant in the past |
Mirror Cryptic |
03 Feb 2025 |
| US city |
Mirror Quick |
03 Feb 2025 |
| Elegant, formerly in Illinois (7) |
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| 2002 Oscar-winning musical (7) |
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| Where in the US is home for the Bulls NBA team? (7) |
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| American ' windy city' (7) |
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| The most recent of the 10 musicals to have won the Best Picture Oscar (7) |
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| 20s US gangster city |
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| American city was elegant in the past (7) |
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| A rodent-shaped sidewalk indentation in this Windy City gained social media fame (7) |
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| American city in the past (7) |
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| Greek character caught in the past in U.S. city (7) |
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| Illinois' largest city |
Newsday |
02 Dec 2024 |
| City served by O'Hare and Midway airports (7) |
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| Softball was invented in what American city? |
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| US city stylish in years gone by (7) |
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| City on the shores of Lake Michigan (7) |
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| Major city in the US state of Illinois; the 'Windy City' (7) |
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| Where to find Bears and Bulls? |
The Telegraph Cross Atlantic |
04 Oct 2024 |
| Musical fashionable in years gone by (7) |
Puzzler Cryptic |
29 Sep 2024 |
| 2002 musical starring Ren*e Zellweger (7) |
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| Frank's kinda town for fantastic coaching? Pointless! (7) |
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| Musical for which Catherine Zeta Jones won an Oscar (7) |
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| 2002 movie with rap's Queen Latifah |
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| USA's 'windy city' (7) |
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| Marx accepted a key to the city (7) |
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| Windy City of USA (7) |
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| Fashionable before Windy City |
The Times Quick Cryptic |
13 Jul 2024 |
| American city was quite chic in the past (7) |
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| Fashionable top lawyer round US city |
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| Smartly dressed in the past in America (7) |
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| I grab coaches to train American football team (7,5) |
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| (and 5 Across) I grab coaches to train American football team (7,5) |
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| Windy City |
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| Al Capone's city |
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| Largest city in Illinois (7) |
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| City with fashionable past |
The Times Cryptic |
14 May 2024 |
| Smart move made behind a hang-out frequented by gangsters (7) |
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| Smart attempt to circle a US city |
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| Illinois's largest city (7) |
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| Al Capone held this city in thrall |
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| Home to Millennium Park |
New York Times |
14 Apr 2024 |
| US city where ER was set (7) |
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| US city in vogue in the past (7) |
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| Smart effort surrounds a city |
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| 2002 musical starring Catherine Zeta-Jones (pictured) (7) |
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| US city that was smart in the past |
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| Marx banks a thousand pounds in big city |
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| City that was elegant in the past (7) |
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| Illinois' 'Windy' city (7) |
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| home to O'Hare and Midway |
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| Drive east of swish area in city (7) |
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| American-football team based in Illinois |
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| Port in NE Illinois, US, on Lake Michigan |
Mirror Quiz |
19 Feb 2024 |
| Silver in elegant old US city |
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| City style past (7) |
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| Stylish past of US city (7) |
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| One of Kim and Kanye's children, _ West (7) |
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| City beset by anarchic agony (7) |
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| Large US city (7) |
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| Fashionable journey round a city |
The Times Quick Cryptic |
07 Nov 2023 |
| Large city in Illinois |
The Guardian Quick |
10 Oct 2023 |
| Illinois city that hosts a World Marathon Majors race |
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| Judy __, artist who created The Dinner Party |
The Guardian Weekend |
08 Apr 2023 |
| ___ Fizz, cocktail that shares part of its name with "The Windy City" |
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| "If You Leave Me Now" rock band and recipient of the Grammy Lifetime Achievement Award in 2020 |
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| US city |
The Times Concise |
30 Sep 2022 |
| Windy City |
The Telegraph Quick |
16 Jun 2022 |
| Fine journey south of a US city |
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| City displaying stylishness in the past |
The Times Cryptic |
23 May 2022 |
| Greek character about to leave for US city |
The Times Cryptic |
22 Apr 2022 |
| The “Windy City” of Illinois |
The Times Specialist Sunday |
09 Jan 2022 |
| Band with horns |
LA Times Daily |
09 Jan 2022 |
| US city fashionable in the past |
The Times Cryptic |
29 Dec 2021 |
| Where Michelle Obama was born |
New York Times |
28 Dec 2021 |
| Fashionable to travel round a windy city |
The Guardian Cryptic |
25 Oct 2021 |
| Fashionable to travel round a windy city |
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| Sophisticated earlier city |
The Telegraph Toughie |
21 Oct 2021 |
| Musical group attempt to tour America |
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| Musical, fashionable in the past |
The Telegraph Cryptic |
19 Feb 2021 |
| Third most populated city in the US |
The Telegraph General Knowledge |
01 Feb 2021 |
| Down |
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| U.S. city elegant in the past |
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| Michigan port |
The Sun Two Speed |
08 Dec 2020 |
| Windy City cutely elegant in the past |
The Sun Two Speed |
08 Dec 2020 |
| Windy City |
Universal |
06 Dec 2020 |
| Most-populous city of Illinois, the third-largest in the USA |
The Guardian Speedy |
19 Jul 2020 |
| 2002 film starring Renee Zellweger which is named after the "Windy City" in Illinois |
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| Smart associate joins force in American city |
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| Where Bulls and Bears are cheered |
The Washington Post |
06 Apr 2020 |
| Where Bulls and Bears are cheered |
LA Times Daily |
06 Apr 2020 |
| A city fashionable in the past |
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| Lake Michigan port appealingly elegant in the past |
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| Smart travel round a city |
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| Only musical to win Best Picture since 'Oliver!' in 1968 |
New York Times |
01 Sep 2019 |
| McDonald's Thanksgiving Parade is celebrated in this city of U.S. |
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| Transatlantic city stylish in the past |
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| Where the term 'jazz' as applied to jazz music originated |
New York Times |
02 Feb 2019 |
| City of Illinois |
The Times Concise |
31 Jan 2019 |
| Only musical to win Best Picture since "Oliver!" in 1968 |
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| Where the term "jazz" as applied to jazz music originated |
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| The windy city |
Irish Times Simplex |
11 Dec 2018 |
| Most of the literature previously in America |
Irish Times Crosaire |
08 Dec 2018 |
| Marx brother tours a grand city |
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| 'All That Jazz' Broadway show |
Eugene Sheffer |
09 Oct 2018 |
| City that is home to the Bulls and the Cubs |
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| The Windy City |
Eugene Sheffer |
27 Mar 2018 |
| US city showing elegance in the past |
The Telegraph Cryptic |
01 Feb 2018 |
| City in Illinois |
The Telegraph Quick |
21 Jan 2018 |
| Musical fashionable in years gone by |
The Sun Two Speed |
21 Dec 2017 |
| City in Illinois |
The Sun Two Speed |
21 Dec 2017 |
| City said to have big shoulders |
New York Times |
05 Dec 2017 |
| Port fashionable in the past |
|
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| Windy City an effort with cold greeting Charlie |
|
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| US city, fashionable in 11, in the past |
|
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| Fine journey beyond a US city |
The Telegraph Toughie |
07 Jun 2017 |
| Musical regarded as elegant at one time |
|
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| Illinois city, home to the Lincoln Park Zoo, and host of two International Conferences on Climate Change |
|
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| 15 across gets a big job at the bar going around city in America |
Irish Times Crosaire |
25 Mar 2017 |
| With 38-Across, 2016 headline that ended a 108-year streak |
Jonesin |
03 Jan 2017 |
| City said to have big shoulders |
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| A windy place, Karachi; cagoule is essential |
|
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| City in the past |
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| Smart move, going around a city in US |
The Telegraph Cryptic |
17 Jul 2016 |
| US city, fashionable in days gone by |
|
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| Musical fashionable in the past |
|
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| Musical was fashionable in the past |
The Sun Two Speed |
13 Jan 2016 |
| Illinois city |
The Sun Two Speed |
13 Jan 2016 |
| Trendy barman finds love in American city |
Irish Times Crosaire |
09 Jan 2016 |
| City's elegance gone |
The Telegraph Cryptic |
17 Dec 2015 |
| Type of bridge in a pass |
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| Musical fashionable in the past |
|
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| Best Picture of 2002 |
New York Times |
14 Oct 2015 |
| US city |
The Times Concise |
06 Oct 2015 |
| In pain, skips one US city for another |
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| Smart answer -- leave city! |
The Telegraph Cryptic |
12 Aug 2015 |
| City once fashionable, in a contrary sort of way |
The Telegraph Toughie |
07 Aug 2015 |
| Elegant, a turn in show |
The Telegraph Cryptic |
04 Aug 2015 |
| Trendy in the past in American city |
Irish Times Crosaire |
16 May 2015 |
| Lake Michigan metropolis |
LA Times Daily |
07 Apr 2015 |
| Looking good, back in US city |
|
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| Best Picture of 2002 |
|
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| Lake Michigan metropolis |
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| Lake Michigan metropolis |
|
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| US city elegantly fashionable in the past |
|
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| American city fashionable earlier |
|
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| Loop site |
|
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| *The Windy City |
|
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| Award-winning Fosse musical |
|
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| Longtime pop group with mostly self-named albums |
|
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| Running Bear's home |
|
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| Longtime pop group with mostly self-named albums |
|
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| "25 or 6 to 4" band |
|
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| The Windy City |
|
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| Best Picture of 2002 |
|
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| 1893 World's Fair setting |
|
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| Illinois city where 18-Across was born |
|
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| Hit musical with the song "Razzle Dazzle" |
|
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| New Soldier Field home |
|
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| New Soldier Field home |
|
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| Best Picture of 2002 |
|
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| "My Kind of Town" subject |
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| Fosse hit |
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| "You're the Inspiration" rockers |
|
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| Wrigley Field city |
|
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| Best Picture of 2002 |
|
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| 2002 winner of six Oscars |
|
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| Hull House home |
|
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| 2002 winner of six Oscars |
|
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| Hull House home |
|
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| 2002 23-Across nominee |
|
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| Cubs' home |
|
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| Cubs' home |
|
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| Greek character about to leave for US city |
|
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| Site for Bulls and Bears |
|
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| Fosse musical |
|
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| US city fashionable in the past |
|
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| "_____ Poems" (Sandburg's first book) |
|
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| Theme of this puzzle |
|
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| Loop locale |
|
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| Bears' home |
|
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| "That Toddling Town" |
|
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| City for cartoonist Young in the past? |
|
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| Site of Marina City |
|
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| "Hog butcher for the world" |
|
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| Pool game |
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| Sandburg poem. |
|
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| U.S. port. |
|
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| Victim of Mrs. O'Leary's cow, October, 1871. |
|
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| "City of the Big Shoulders."—Sandburg. |
|
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| Greatest rail center of U. S. |
|
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| 4-deal bridge game. |
|
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| Site of Adler Planetarium. |
|
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| Poem by Carl Sandburg. |
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| Where Mrs. O'Leary lived. |
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| Scene of recent political doings. |
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| Convention city for 1952. |
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| Former fur trading station near Fort Dearborn. |
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| County seat of Cook County, Ill. |
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| "Saturday in the Park" band |
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| Where Comiskey Park is. |
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| City where Playboy was founded |
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