Basic Information:

• Chicago (Wikipedia)
• Chicago Neighborhoods (Wikipedia)
• Frommers - Chicago
• Chicago Convention & Tourism Bureau
• Explore Chicago
• Go Chicago

Media:

• Chicago Sun-Times
• Chicago Tribune
• Chi*Town News
• Chicago Reader
• Chicago Magazine
• Gaper's Block

• Chicago Transit Authority
• Chicago Department of Transportation
• The L (or the El) (Wikipedia)

• Apartment Therapy - Chicago
• Chicago Architecture Foundation
• Chicago Architecture (Wikipedia)
• ChicagoArchitecture.Info
• Chicago Landmarks (City of Chicago)
• Chicago River Virtual Tour
• Clark House Museum
• Millennium Park
• Stan Mansion
• Wheeler Mansion
• Wrigley Field
• Navy Pier
• Sears Tower
• Hancock Observatory
• Chicago Park District

• The Art Institute of Chicago
• Museum of Contemporary Art
• Chicago Arts District
• Field Museum of Natural History

• Encyclopedia of Chicago
• Chicago History Museum
• Chicago Historical Society's History Files (great vignettes on lots of topics!)
• Chicago Public Library History Resources
• Chicago History & Facts (City of Chicago)

• MetroMix Chicago
• Chicago Style Hot Dog (Wikipedia)
• Chicago Style Pizza (Wikipedia)
• Chicago Reader - The Food Chain
• Chicago Food & Walking Tours
• Thrillist - Chicago
• Daily Candy - Chicago
• Chicago Etsy Teams