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  1. Find & Book the Best Things to Do in Chicago. Tours, Activities, Excursions in Chicago. Find & Book Best Chicago Travel Guide. Tours, Activities, Excursions in Chicago

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  2. Find the best tours, tickets, trips & more. Compare prices and book online on Tripadvisor. Full refund available up to 24 hours before your tour date. Quick & easy purchase process.

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  1. Plan your trip to Chicago with guides to attractions, events, restaurants, hotels and more. Learn about upcoming events such as IPW 2025, DNC Chicago and Memorial Day weekend.

    • Get Out on The Water
    • Go to The Theatre
    • Eat and Drink Up The City
    • Chicago Greeter: Free Guided Tours
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    Some of the best views of Chicago are from the water. Whether you want to learn about the city’s history, get the inside scoop on the city’s rich architectural legacy, watch fireworks over the lake, or simply kick back and take in the sights, there’s a boat cruise in Chicagofor you.

    Theatre is where Chicago bares its fearless soul. From Broadway In Chicago and Tony Award-winning companies, to legendary improv showcase The Second Cityand more than 200 storefront theatres, you’ll find classic, unconventional, and innovative productions all over Chicago. For Chicago style theatre at discounted prices, plan your trip for the city’...

    Take a bite out of classic Chicago foods like deep dish pizza, Italian beef sandwiches, and Chicago style hot dogs (hold the ketchup). Experience award-winning fine dining at the city’s star chef-led and Michelin star-rated restaurants. Get a frothy mustache at any of the Chicago metro area’s 160-plus craft breweries (you can tour most of them, too...

    Taste, shop and explore the neighborhoods with a friendly local as your guide with a Chicago Greeter. Explore rich histories, diverse cultural traditions, and hidden treasures. See sides of the city you may not have adventured out to on your own, and take away a truly authentic Chicago experience. Greeter visits are customized based on your choice ...

    Discover the best attractions, experiences, and events for your inaugural visit to Chicago. Explore iconic landmarks, museums, parks, beaches, and more in this harmonious blend of big city and Midwestern charm.

  2. Plan your trip to Chicago with free online and print resources, maps, and visitor centers. Find attractions, dining, hotels, events, and more in the city.

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    • Waldorf Astoria. Address: 11 E Walton Street. Phone: (312) 646-1300. Book Now. If you're looking for luxury, the Waldorf Astoria in Chicago is a great place to find it.
    • The Drake Hotel. Address: 140 E Walton Place. Phone: (312) 787-2200. Book Now. The Drake Hotel is a luxurious historic landmark at the top of the Magnificent Mile just a couple of blocks from the 360 Chicago and just one block south of Oak Street Beach.
    • The Langham. Address: 330 North Wabash Avenue. Phone: 312-923-9988. Book Now. This luxury hotel is housed within architect Mies van der Rohe's last skyscraper.
    • The Peninsula. Address: 108 E. Superior St. Phone: (312) 337-2888. Book Now. If you're looking for a larger than average hotel room, The Peninsula is the hotel for you.
  3. Plan Your Trip to Chicago: Best of Chicago Tourism. Chicago’s got the big-city vibes you want, but friendly locals and a walkable layout make it homey and accessible all at the same time. With 77 neighborhoods to explore, your best bet is starting with the Loop or Gold Coast to hit the highlights, then fan out.

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  4. Explore the Windy City's attractions, culture, food and nightlife with Lonely Planet's expert tips and recommendations. Find the best time to visit, the top things to do, the hidden gems and the free activities in Chicago.

  5. Explore the best of Chicago, from its world-class architecture and museums to its vibrant neighborhoods and cuisine. Find the best hotels, restaurants, attractions, and day trips in the Second City with Condé Nast Traveler's expert advice and recommendations.

  1. Explore the best sights in Chicago with experienced guides. Our experienced guides focus on the most important and beautiful sights.

  2. No booking fees. Book online 24/7. 5 Star Chicago Hotels for less. Lowest Rates Guarantee. Book 24/7. Top 10 Luxury 5 Star Chicago Hotels.

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