Travel - Chicago (Coolest City in America)

The United States has its fair share of cool cities. From New York's famous skyline to the Las Vegas strip to the Hollywood sign, travellers can easily find a cool vacation spot that provides the scenery, style and dining options world-class cities require.


Chicago, however, pulls it all together with a confident swagger that makes it the coolest city in America. Whether you're shopping along N Michigan Ave or Oak St., dining in Fulton Market, watching the Cubs at Wrigley Field or enjoying a shot of espresso at Intelligentsia in the Loop, Chicago has the perfect balance of style and substance.  

Trump International Hotel & Tower

John Hancock Tower

Smurfit-Stone Building 

Street Scene from Millennium Park

Hard Rock Hotel

View from Roof Bar at Sixteen at the Trump

View from Roof Bar at Sixteen at the Trump  

Tribune Tower