Chicago

You need 195 stars to unlock this city.

You get 55 coins for a city question.

Chicago City Sights: 

Millennium Park

Cloud Gate

Wrigley Field

For solutions click here

Souvenirs for the Shopaholic Milestone: 

You should sell the Gouda Cheese from Amsterdam here as a City-to-do-task.

The Golden Cloud Gate should be sold in Madrid as a City-to-do-task

Items to sell here: 

Gouda Cheese from Amsterdam from 2160 for 3320

Sombrero from Bogotá from 5400 for 7400

Guitar Pick (Plectrum) from Nashville, from 900 for 1400

Jobs that are only available in Chicago: 

Carthographer US States Junior / Senior / Expert
City Expert - Chicago
Detective
Fisherman
NCAA Mascot

Jobs that are only available in the USA: 

American Football
Baseball Player
Brusce Springsteen Fan
Carthographer US Cities - Junior / Senior / Expert
NASA Technician

Passport: 

Tourist Center: