Destination of the Week: Chicago

 
 

My Kind of Town (Even in Winter)

Those who don't know Chicago might second-guess a visit in winter. But deals that save 50% help to melt away weather-related concerns -- and make now a budget-friendly time to explore The Second City.

Chicago is a city with international flair -- a more "intimate" version of New York City. It has a rich tapestry of ethnic neighborhoods; an architectural legacy that can be explored on walks and "L" rides; and an entertainment scene that produces Hollywood and Broadway stars.

Plus, with two major airports servicing the city, O'Hare and Midway, travelers needn't look hard for a flight deal.

 
 
 
More Hotel Deals
Enjoy jaw-dropping hotel deals into April.
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More Entertainment Deals
Time a trip around theater, sports and other events.
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Restaurant & Spa Deals
Act fast to book these limited-time deals at top restaurants and spas.
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Free Chicago
Discover a variety of attractions that don't cost a cent.
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Navy Pier
Seasonal draws include Winter Wonderfest and Snow Days.
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Best Deals to Travel Now

You have to be quick!

These Destination of the Week Deals are no longer available, but you can check our latest Destination of the Week or visit one of our travel deals categories including flights, hotels, cruises, vacations and local deals.

 
 

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