Chicago, IL: The Windy City
Anyone who's been to this Midwestern city can attest to its particularly breezy  days because of the winds coming off Lake Michigan. But is blustery weather  really at the root of Chicago's nickname? While it can't be confirmed, a popular  theory is actually that the term was coined as early as 1876 in reference to the  city's long-winded, bombastic politicians.

Philadelphia, PA:  The City of Brotherly Love
Philadelphia was founded in 1682 by the English Quaker William Penn. Because of  his beliefs about religious tolerance and his desire for people to live together  in harmony, the friendly Pennsylvania city earned the name "The City of  Brotherly Love."

New York, NY:  The Big Apple
Thanks to a 1971 promotional campaign by the New York Convention and Visitors  Bureau, nearly everyone knows the bustling East Coast city as "The Big Apple."  The expression dates back to the ’20s, when John J. Fitz Gerald, a horse racing  reporter for the New York Morning Telegraph, used the slang term (which  means "big shot") in some of his columns when referring to New York City  racetracks. It continued to be used by everyone—from Walter Winchell referencing  Broadway to jazz musicians nicknaming Harlem—until it came to encompass all  parts of the city.

New Orleans, LA:  The Big Easy
Thanks to a famous New Orleans dance hall called The Big Easy, the Southern city  is now known by the same name. The term also describes the town's relaxed  atmosphere—their motto is even "Laissez les bons temps rouler," which is  French for "Let the good times roll."

Baltimore, MD: Charm City
In the late ’70s, mayor William Donald Schaefer opened a visitors center in an  effort to boost tourism, and copywriter Bill Evans had the idea of giving  visitors a bracelet to add charms to as they visited different Baltimore  attractions. Though the campaign ended up being too expensive to implement, the  name stuck.

Jackson, MS: Chimneyville
Mississippi's capital earned its nickname after the Civil War, when, in 1863,  after the Confederate army retreated across the Pearl River, Union forces burned  the city down. Only the chimneys of houses remained, thus dubbing the town  "Chimneyville."

Santa Fe, NM: The City Different
Take a look at any Georgia O'Keeffe painting and you'll see what Santa Fe is  known for: rich colors and stunning nature. Combined with the town's emphasis on  the arts and melding of cultures—including Native American, Spanish, Mexican,  European and African-American—it’s proof enough that it's truly not your average  town, making it "The City Different."

Portland, OR: Rose City
With warm, dry summers and rainy, temperate winters, Portland's climate is  perfect for growing just about anything, including roses, which proliferate in  the city. The town is even home to the International Rose Test Garden, the  oldest official, continuously operated public rose test garden in the country,  where different combinations of hybrid roses are grown.

Boston, MA: Beantown
During colonial times, a favorite Boston food was beans baked in molasses,  because the sweet syrup was so prevalent in the city due to trading with the  Caribbean. So while Boston baked beans may not be as common in the city today,  the name certainly stuck.

Cleveland, OH: The Comeback City
In the ’60s and ’70s, Cleveland was dubbed the "Mistake by the Lake" due to its  financial problems (in 1978 it was the first U.S. city to default on its debts  since the Great Depression) as well as an industrial waste accident that caused  the Cuyahoga River to catch fire. Throw in corrupt public officials and racial  unrest, and you have a city that was in major need of an overhaul. When Mayor  George Voinovich took office in 1980, he energized the city; a construction  boom, revival of business and a balanced budget prompted Time magazine to  claim in December 1980: “Cleveland is making a comeback.”