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America's Favorite Cities, 2009<br />Most and Least Attractive People

Anish Kapoor's stainless-steel Cloud Gate, in Millennium Park
Jonny Valiant

#20 Chicago

We’re moving into the bottom third of this list, which means the competition is heating up to stay out of the basement. Fortunately, Obama’s city is still top 20 material. Other highs and lows in the Windy City are easy to forecast: Chicago rates #1 for skylines and views, and at the bottom of the list for weather (places the city has held for three consecutive years). The Second City takes second place for big-name restaurants, luxury stores, and great theater.

See all the America’s Favorite Cities survey results!

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