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[Kathie Shayne]

1. Hong Kong, China
Hong Kong is number one on my list for many reasons: Hong Kong has whopping 39 buildings over 200 meters tall. It also boasts four of the 15 tallest buildings in the world... that's all in one city! Hong Kong's skyline shows a large selection of distinct sky-reaching towers, with beautiful night lighting and reflection. This city exemplifies the post-modern skyscraper and skyline. Finally, the mountain backdrop makes this skyline (as you can clearly see) the greatest on the planet!
Metro/Urban Population: 6.8 million

Hong Kong

[Kathie Shayne]

2. Chicago, USA
Chicago is the birthplace of the modern skyscraper. When Chicago built its first steel high-rise in 1885, it was not the tallest structure in the world but the first example of a new form of engineering that would change nearly every city on earth. Chicago has 17 buildings over 200 meters tall (three of which are among the top 20 tallest buildings in the world, including the tallest in North America). Chicago has some of the finest mid-century architecture and examples of modern skyscrapers.
Metro/Urban Population: 8.5 million

chicago

[Kathie Shayne]

3. Shanghai, China
Not to be mistaken for a space station, Shanghai is a real city! China's biggest and most advanced city, Shanghai was said to be the most cosmopolitan city in the beginning of the 20th century, but lost its glory during the "Mao era". It is now quickly regaining its position as one of the biggest economic powerhouses in the world as well as a showcase of modern architecture. In Shanghai you'll find 18 structures that are over 200 meters tall, one of which is the insanely tall, the 468m downtown Oriental Pearl TV Tower.
Metro/Urban Population: 13.1 million

Shanghai

[Kathie Shayne]

4. New York City, USA
New York City has one of the densest and most diverse skylines, with a huge collection of buildings and building styles. Thanks to Hollywood's obsession with the city, it is also the most easily recognizable skyline in the world. New York City has an amazing 44 buildings over 200 meters - the most in the world! Home of the famous, now destroyed World Trade Center Towers, the Empire State building, the Statue of Liberty and the United Nations, New York City is the financial capital of the western world. Upon the completion of the new "Freedom Tower" (built on the old site of the World Trade Centers), it may rank higher in this list (depending on how good it looks of course).
Metro/Urban Population: 21.0 million

New York City

[Kathie Shayne]

5. Tokyo, Japan
Tokyo is the world's most populated city. Its skyline has a number of unique characteristics that set it apart from other big city skylines, among them 15 structures at over 200 meters tall (including the Tokyo Tower which changes colors every night). But because of the density and vast size of the city, every corner appears to have its own skyline. With the height restrictions and the required red lights that flash atop all mid to tall-sized buildings make the city look spectacular at night. Tokyo is filled with neon lighting and unique, contemporary architecture, and like New York City is also often portrayed in movies for its aesthetic and eye-catching cityscapes. Interesting fact: Tokyo houses the world's largest fleet of helicopters to get around town if traffic gets too crazy.
Metro/Urban Population: 32.0 million

Tokyo, Japan

[Kathie Shayne]

6. Singapore
One of the best (urban) planned and cleanliest metropolitan cities in the world, Singapore looks like an architectural model city come to life. The buildings cannot be higher than 280 meters due to air traffic control restrictions, but that has added a tall (but not too tall) and consistent building height and space pattern that makes this skyline unique: Three buildings are exactly 280 meters tall and 5 others (8 total) stand at just over 200 metres. The buildings are mostly light-coloured and there is a large expanse of greenery dotted around the city core. This South-Eastern city is definitely in a league of its own.
Metro/Urban Population: 3.8 million

Singapore