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  1. Jan 23, 2024 · 1. See Cloud Gate aka “The Bean”, one of the city’s most recognizable landmarks. 2. Explore Millennium Park, filled with public art, free events, and family-friendly activities. 3. Get lost exploring our 77 vibrant neighborhoods, each with its own unique vibe and history. 4. Go to SkyDeck Chicago, home to The Ledge and spectacular views ...

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    • Visit The Millennium Park Campus
    • Explore Lakefront Navy Pier
    • Stroll The Chicago Riverwalk
    • Discover New Worlds at The Chicago Museum Campus
    • Get The Ultimate Chicago Views at Observation Decks
    • Visit One of Chicago’s Vibrant Neighborhoods
    • Get Out on The Water
    • Go to The Theatre
    • Eat and Drink Up The City
    • Explore The City with A Friendly Local

    Millennium Park Campus is classic Chicago, with a long list of iconic things to see and do. Pay a visit to one of the city’s most famous public artworks, Cloud Gate, aka “The Bean.”Splash around in Crown Fountain, a shallow pool flanked by two 50-foot towers where the faces of Chicago locals spout water from pouting lips. Dine on the outdoor patio ...

    Navy Pieris a must-see Chicago destination. This family-friendly attraction has endless options for things to see and do: scenic boat rides on the lakes, summer fireworks displays, outposts of local food favorites, the largest rooftop bar in the county, free outdoor music, indoor gardens, carnival rides, and so much more. The Centennial Wheel at Pi...

    Whether you’re in the mood to relax, party it up, or soak in culture, theChicago Riverwalk is a variety of interests and experiences rolled into one. Sip wine on a riverside patio, or go island style under a canopy of light-strewn trees. Kayak the Riverwalk’s skyscraper canyon, take an architectural boat tour, or kick back on a tiki party boat. Vis...

    The setting for Museum Campus couldn’t be lovelier — three Beaux-Arts-inspired buildings sitting on the shores of Lake Michigan. Set in lush parks and gardens, Field Museum, Shedd Aquarium, and Adler Planetarium(the oldest planetarium in the Western Hemisphere, by the way), sit side by side, beckoning lovers of ancient civilizations, undersea world...

    Chicago has two adrenaline-pumping observation deck experiences, located in two of the city’s tallest skyscrapers. Skydeck at Willis Tower (formerly Sears Tower) invites you to literally step out on The Ledge, or rather a glass box that extends approximately 4 feet from the skyscraper’s facade, over 1,300-feet above ground level. TILT at 360 CHICAG...

    Chicago is a city of neighborhoods, so no visit is complete without checking out one of our diverse enclaves. Each neighborhood has its own distinct culture, history, and vibes, so there’s guaranteed to be one that will spark your interest. Explore cultural history in Bronzeville or Chinatown, dive into the local dining scene in Logan Square or Pil...

    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 City and 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 Michelin star-rated restaurants or travel the world without leaving Chicago at our wealth of international dining options. If you’re a craft beer fan, don’t miss tr...

    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 ...

  2. Sep 11, 2019 · Cycle the 18-mile Lakefront Trail, dotted with harbors, beaches, restaurants and bars. Then hop over to the celebrated Museum of Contemporary Art, with its envelope-pushing exhibits and lakefront views. Or spend the day at Navy Pier, one of the city’s top attractions, and board a cruise ship to sail the waves of Lake Michigan.

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  3. Sep 16, 2021 · I've gathered together all the top insider tips you need to ensure a smooth visit to the Windy City. 1. Plan on 3 to 5 days to visit. It’ll take you two to three days to see the highlights, like the Art Institute, Wrigley Field, Millennium Park and Willis Tower. Adding an extra couple of days to your visit allows you to move out of the center ...

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    • Pullman National Historical Park. Pullman was a 19th-century planned industrial community, the vision of a sleeping car magnate named George Pullman. Pullman created an entire town alongside a factory that made railroad cars, believing it would give him the ability to attract, retain, and control his workforce.
    • The 606. While New York City has the High Line, Chicago has the 606, which features the elevated Bloomingdale Trail. Cycle or walk along a 2.7-mile long path that revitalized a disused railway line to create a multi-use recreational trail linking the Logan Square, Bucktown, Humboldt Park, and Wicker Park neighborhoods.
    • Navy Pier. Take a ride on the Centennial Wheel at Navy Pier for a different perspective of the Chicago skyline. Constructed in 2016, this almost 200-foot tall wheel replaced a smaller one; its enclosed gondolas now allow year-round opening.
    • Lakeshore Beaches. While Chicago is nowhere near the ocean, it does boast some impressive beaches along the shores of Lake Michigan. With more than 20 to choose from, there's a lakeshore for everyone, from lively urban playgrounds to dune-backed natural areas.
  4. Jan 19, 2018 · From outdoor adventures to cultural activities to cozy watering holes, our recommendations guarantee a great first experience in the Second City.

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  6. Jun 14, 2024 · I’m a local, and I love showing friends and family everything Chicago has to offer when they come to town. I have the inside scoop and, in this itinerary, I’m going to detail exactly how you should spend your time on your trip. For short visits, I also wrote a 1 day Chicago itinerary.

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