Featured Destination: Chicago

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Savings in the Windy City

No matter what the season, there are new reasons to fall in love with -- or rekindle love for -- Chicago. Skyscraper views, free events and a flourishing culinary scene are just the beginning for those who time a trip this summer or fall.

Travelzoo Deal Experts have sourced hotel, entertainment and local deals that can save more than 50% on regular prices.

Discover why Chicago has a legacy of churning out some of America's most colorful characters, from the influential (President Barack Obama) to the iconic (Michael Jordan) to the infamous (Al Capone). Before you know it, Chicago will be your kind of town, too.

 
 
 
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Top Deals Handpicked by Travelzoo

 
 
Through May 8, 2015
Acchaa Beauty & Wellness Spa
 
Shows through March 1
Briar Street Theatre
 
Through April 30, 2015; Sunday-Thursday only
Sapori Trattoria
 
Select weekends throughout 2014-15
Randolph Street Market
 
Jan. 5, 2015 - March 31, 2015
The Spa and Fitness Center at Four Seasons Hotel Chicago
 
 
Through March 31, 2015
Go Chicago Card
 
Through May 31, 2015
Chicago's Finest Tours
 
 
 

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