Your Chicago Vacation
From its cosmopolitan vibe to its cultural experiences and beyond, there's a whole lot to like about Chicago. Discover the wonders of this awesome city with a Chicago vacation package that's tailor-made for you. Make your trip to Chicago even more exciting by including some sightseeing. Wrigley Field, Millennium Park and Art Institute of Chicago are some of the major attractions worth exploring. Browse Expedia's wide range of travel options and book your ultimate vacation to Chicago now.
Top Chicago Vacation Deals
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Where to stay in Chicago
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Grant Park and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
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Frequently asked questions
Discover the most popular places to visit in Chicago
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.