Inspired by The Top 15 Skylines in the World v3.0.
All pictures - Flickr.

1. Hong Kong:

In the Mood for Love (2001)
Infernal Affairs (2003)
Shaolin Soccer (2002)
Days of Being Wild (1990)
Fulltime Killer (2002)
Throwdown (2004)
Kung Fu Hustle (2005)
Breaking News (2006)

2. Chicago

High Fidelity (2000)
Hoop Dreams (1994)
The Company (2003)
In the Realms of the Unreal (2004)
The Sting (1973)
Primal Fear (1996)
Art Institute of Chicago - Sister Wendy’s American Collection (2001)
Chicago (2002)
Compulsion (1959)

3. Shanghai

Shanghai Ghetto (2002)
From Mao to Mozart - Isaac Stern in China (1980)
Empire of the Sun (1987)
Flowers of Shanghai (1998)
Shanghai Triad (1995)

4. New York City

25th Hour (2002)
Raising Victor Vargas (2003)
Basquiat (1996)
Ramones: End of the Century (2004)
Mad Hot Ballroom (2005)
The Cruise (1998)
New York Doll (2005)
The Nomi Song (2005)
Jupiter’s Wife (1994)
How to Draw A Bunny (2002)

5. Tokyo

Tokyo Olympiad (1965)
Tokyo Story (1953)
Tokyo Godfathers (2004)
Lost in Translation (2003)
Shall We Dance? (1996)
2LDK (2002)
A Notebook on Cities and Clothes (1989)
Akira (1988)

6. Singapore

2046 (2005)
15 (2005)

7. Toronto

The Last Round: Chuvalo vs. Ali (2003)
Owning Mahowny (2003)

8. Kuala Lumpur (No related movies)

9. Shenzhen

Frontline - Is Wal-Mart Good for America? (2005)

10. Seoul

Shiri (2002)

11. São Paulo

Carandiru (2004)

12. Sydney

1 Giant Leap (2001)
Lantana (2001)

13. Frankfurt (No related movies)

14. Dubai (No related movies)

15. Seattle

Go Further (2004)
The Parallax View (1974)

Honorable Mentions:

Pittsburgh - Groundhog Day (1993)

Guangzhou - No related movies

Dallas - Talk Radio (1989), The Thin Blue Line (1988)

Movie research: DVD ideas - Search in Film Descriptions, Internet Movie Database.