Cities (obviously needs some narrowing down)

Cities - Talking Heads
The Only Living Boy in New York - Simon & Garfunkel
London Calling - The Clash
The Boy From New York City - The Ad Libs
I Left My Wallet in El Segundo - A Tribe Called Quest
San Fran - Kitty Craft
Erotic City - Prince
Paradise City - Guns 'n' Roses
Santa Monica - Everclear
LA - Elliott Smith
Last Train to Clarkesville - The Monkees
True Dreams of Wichita - Soul Coughing
Chicago - Frank Sinatra/Django Reinhart/Tony Bennett
Chicago, My Kind of Town - Frank Sinatra
Viva Las Vegas - Elvis Presley
Hollywood Swingin - Kool and the Gang
Heartbeat City - The Cars
Shanty Town - Desmond Dekker
Istanbul - They Might Be Giants
I Left My Heart in San Francisco - Tony Bennett
April in Paris - Thelonius Monk
Ghost Town - The Specials
Lonesome Town - Ricky Nelson
Sparkle City - Shuggie Otis
Trenchtown Rock - Bob Marley
Concrete Jungle - Bob Marley
Detroit - Rancid
At the Chime of a City Clock - Nick Drake
Score from Augusta - Beulah
Uptown Girl - Billy Joel
Motown Philly - Boyz II Men
Inner City Blues - Marvin Gaye
Tijuana Taxi - Herb Alpert
Nuestra Ultima Citta - Ibrahim Ferrer
Area Codes - Ludicris
Rio - Duran Duran
Spanish Harlem - Aretha Franklin
Whiskeyclone, Hotel City 1997 - Beck