Featured Destination: Chicago

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Savings in the Second 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 spring or summer.

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

 
Valid through Oct. 31, 2014
Chicago's Finest Tours
 
 
Select Sundays-Thursdays through August
Hotel for Travelzoo VIPs
 
 
 
Select dates through Sept. 2
The Westin Chicago River North
 
 
Select dates through Oct. 4
Sheraton Chicago Hotel & Towers
 
Redeem by Oct. 30, 2014
The Spa at The Ritz-Carlton
 
 
 
 
 

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