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A gleaming metropolis of the Great Lakes, Chicago sure knows how to put on a show.
Chicago dazzles with its head-turning architecture, extraordinary public art, and modern museums. Throw in some great shopping, a fabulous foodie scene, and live jazz like nowhere else, and you might find yourself wishing you'd booked a few extra nights to see more.
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Visiting Chicago for the first time.
Recommended itinerary
Chicago
Your kind of town
Gaze out across the city from the tallest skyscrapers, then head to the waterfront to see The Bean – no trip to Chicago is complete without a photo here. Perhaps you’ll spend your days shopping on the Magnificent Mile, catching comedy at Second City, or seeing the Cubs in action.
What to do in Chicago
Get to know the city
Take a Chicago Culture & Architecture walking tour – there’s a five-hour version and one that takes half the time. Walk the Chicago Pedway, peek inside City Hall and pause for Chicago-style popcorn before a stroll along the Chicago Riverwalk to the Willis Tower.
Where to stay in Chicago
Characterful hotels
We love the warm welcome you get at StayPineapple, An Iconic Hotel and the designer digs of Moxy Chicago Downtown. But if you’d prefer something more traditional, look no further than LondonHouse Chicago – it’s got an incredible rooftop bar overlooking the city.
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