All you need is your mobile, a keen eye and a little luck to win a free holiday to Chicago. Winners will receive roundtrip airfare, three nights at a luxurious, downtown hotel and spending money to shop and dine in style.
Illinois State Fair Illinois State Fair, Springfield
08.08 - 17.08
Enjoy 10 days of continuous excitement and entertainment with everything from top-name performers like Natasha Bedingfield, Fergie and ZZ Top to thrilling carnival rides and horse races. The fair is known for its life-size sculpted butter cow.
Jazz Fest Chicago Jazz Festival, Chicago
28.08 - 31.08
The city's longest-running lakefront music festival features numerous international, national and local artists performing on 4 stages over 4 days. This year Sonny Rollins & Ornette Coleman, along with other legends, jazz it up in Millennium Park.
On the Waterfront On the Waterfront, Rockford
28.08 - 31.08
30 square blocks of downtown Rockford host 7 stages offering hundreds of hours of music by some of America's top rock, country and jazz musicians, plus food and fireworks every night. This year's main-stage performers include Styx, Vanessa Hudgens, Puddle of Mudd and Shooter Jennings.
Illinois Great Rivers Ride Illinois Great Rivers Ride, Statewide
07.09 - 13.09
Discover the secret treasures of southern Illinois on a weeklong 350-mile bike ride. Riders of all levels of experience can enjoy this ride and expect excellent food along with great entertainment.
Local celebrity Frankie Knuckles' top picks in Chicago. Download a map, podcast tour & more.

Chicago is honoured to be the 2016 U.S. Olympic Bid City.

Great Trips to the Great Lakes region.

© 2008 Chicago and Illinois Tourist Office