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  • Activities, Camps and After School Classes in Chicago, IL

    Chicago Gangsters and Ghosts Walking Tour

    4.8 (299)

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    Chicago, IL

    We are the original, top-rated Gangsters and Ghosts tour! Hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop district with your historian guide, uncovering the many mysteries hidden behind every turn. Walk through Chicago's notorious South Loop, known as a vice district during the 1920s and 30s. Stroll through this now upmarket area of the city which was once home to underground speakeasies, secret tunnels, and bootleggers. Hear the true stories of Chicago's bloody past and the gangsters who caused havoc in the city. See the places notorious figures such as Al Capone used to party, make deals, and carry out "business". Discover the legends of the ghosts that are said to lure along the Chicago Riverwalk and the aptly named Death Alley. Stop at haunted locations including Palmer House, and the Chicago Theatre, before finishing outside the Congress Hotel, one of the most haunted places in Illinois.

    In-person

    All ages

    $38

    Chicago Movie Landmarks Scavenger Hunt - An App-Guided Adventure

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    Chicago, IL

    Explore Chicago's cinematic history through a thrilling scavenger hunt that takes you to 12 iconic movie locations across the Loop and River North. Participants will engage with the city’s vibrant architecture and learn about its role in popular films, from classic comedies to dramatic stories. The hunt encourages teamwork as you answer questions, upload photos, and guess locations to earn points. Helpful hints in the form of movie clips and photographs will guide you along the way. Unleash your inner film buff and discover the magic of Chicago’s film scene while enjoying a fun-filled adventure with friends or family.

    In-person

    All ages

    $10

    Chicago Night Driving Tour with Skydeck and River Cruise

    4.3 (26)

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    Chicago, IL

    Discover Chicago’s most iconic landmarks illuminated after dark on this small-group night tour (max 6 guests) with hotel pick-up and drop-off included in the price. Start your evening at the legendary Willis Tower Skydeck, the tallest building in the Western Hemisphere. Ride up to the 103rd floor for panoramic 360-degree views that stretch up to 50 miles across four states, and step onto The Ledge for a thrilling glass-floor experience above the sparkling city lights. Next, relax on a narrated Chicago River skyline cruise, where you’ll marvel at more than 40 landmarks as the city’s famous architecture glows brilliantly against the night sky. To complete your adventure, visit the iconic Cloud Gate (“The Bean”) in Millennium Park, one of the most photographed attractions in Chicago. With luxury transportation, small group comfort, and round-trip hotel pick-up and drop-off included, this Chicago night tour offers the perfect way to experience the Windy City at its most dazzling.

    In-person

    All ages

    $189

    Chicago City's Iconic Sights and Suburb Gems Tour

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    Chicago, IL

    This tour offers a refreshing blend of Chicago’s iconic sights and hidden suburban gems, giving travelers a unique perspective on the city's diverse culture, history, and architecture. Start by marveling at Chicago’s world-renowned skyline, exploring its legendary landmarks, and soaking in the vibrant energy of the city. Then, step beyond the usual tourist path to uncover the hidden treasures nestled in the suburbs. Discover the BAPS Shri Swaminarayan Mandir, an architectural masterpiece showcasing intricate carvings and spiritual serenity; visit the quirky Leaning Tower of Niles, a charming replica of Italy’s famous landmark; experience the awe-inspiring Bahá’í House of Worship, known for its breathtaking design and peaceful ambiance; and stroll through Westfield Old Orchard, a stylish open-air shopping destination offering a blend of modern luxury and relaxed charm. This thoughtfully curated journey bridges the gap between city excitement and suburban surprises. Ready to explore?

    In-person

    All ages

    $299

    Adventurous Scavenger Hunt in Chicago by Crazy Dash

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    Chicago, IL

    With Crazy Dash, you'll use an app to explore Chicago in this exciting scavenger hunt! Use an app to find things around the city in any order you want, take photos, and collect points. At the end, take a look at the rankings to see your score compared to others across the country. All scavenger hunts have a live remote host that will help via chat. Crazy Dash is our most easy-going scavenger hunt. Come join us in Chicago today!

    In-person

    All ages

    $10

    Chicago Family Food and Bike Tour with Top Attractions

    4.8 (101)

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    Chicago, IL

    This Chicago Food & Bike tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it's miles of bike trails, flat terrain and easy connections between attractions. We’ll be sampling from each of Chicago’s well known and unique foods -- deep dish pizza, a true Chicago hot dog, and a dessert for good measure. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular downtown districts as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Museum Campus, Navy Pier and along the Lakefront. Whether day or night, you'll get fantastic views of the skyline and feel the city's vibrant energy. Veggie options available. Bikes, Helmets and all Child Equipment included on this engaging bicycle tour of Chicago.

    In-person

    All ages

    $79

    Chicago Hidden Gem: Mid-Century Cocktail Bars Walking Tour

    5.0 (7)

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    Chicago, IL

    -First, we will meet at the first location. -Then, we will enter a nice cozy lovely bar that offers local beers and affordable cocktails. -Then, we will enter a neighborhood tavern that offers spirit-forward cocktails, craft beer and wine. With interesting wall objects and beautiful outdoor space when weather permits. -Last, they will visit a landmark funky cocktail bar and intimate live music venue with an atmosphere that echoes another era.

    In-person

    13+ years

    $51

    Chicago Field Museum Ticket and Audio Tour on Your Phone

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    Chicago, IL

    • Skip the lines and explore the world-renowned Field Museum with a ticket and a digital tour - all in one app • Get into an Ancient Egyptian tomb and learn incredible facts about mummification and death rituals • Meet face-to-face with the largest predator that ever walked on Earth, SUE the Tyrannosaurus rex • Follow billions of years of evolution to see the 3.2-million-year-old Lucy, the oldest human fossil • Feel like on a wildlife-watching expedition walking along the Nature Walk amidst detailed dioramas

    In-person

    4+ years

    $56

    Photo Shoot in Chicago’s Urban Jungle Garden

    5.0 (8)

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    Chicago, IL

    Enjoy a private photoshoot in Chicago’s beautiful urban jungle at the Lincoln Park Conservatory. During this 40-minute session, I’ll help you feel confident and relaxed while taking high-quality photos using iPhone, optimized for social media. You’ll receive about 50 digital photos, including 5 professionally edited images, delivered via a private online gallery. Please download your photos within 14 days after receiving access, as the gallery link will expire.

    In-person

    All ages

    $150

    Chicago Scavenger Hunt by Operation City Quest

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    Chicago, IL

    Walk around Chicago while completing the Operation City Quest scavenger hunt! Use an app to find a list of objects around the city in any order you choose and perform fun challenges for points. Collect points and take a look at your score compared to others across the country. All of our scavenger hunts have a remote host via chat to help along the way. Come out and explore with us in Chicago.

    In-person

    All ages

    $10

    Hanfu Chinese Traditional Costume Try on

    5.0 (1)

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    Chicago, IL

    Discover the elegance and beauty of Hanfu, the traditional 
clothing of ancient China, in this one-of-a-kind cultural experience here at our Chinatown Visitor Center! Step into Ancient Elegance in Authentic Hanfu Costumes! Take stunning photos & share with your friends Learn about the history and meaning of Hanfu Fun for families, friends, and culture lovers of all ages

    In-person

    6+ years

    $20

    Private Vacation Photoshoot with Photographer in Chicago

    3.7 (3)

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    Chicago, IL

    ⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Chicago, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

    In-person

    All ages

    $129

    Downtown Chicago Loop Walking Tour (Private)

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    Chicago, IL

    Discover the stories, styles, and spirit that built Chicago into the architectural capital of the world. On this walking tour through the Loop, you’ll explore the birthplace of the skyscraper, visit landmarks like the Chicago Theatre, the Pablo Picasso at the Daley Plaza, and Millennium Park, and see how the city rose from the Great Fire to define modern design. Led by a friendly local guide who’s passionate about Chicago’s history and architecture, this tour brings the skyline to life one building, story, and photo stop at a time. Whether you’re an architecture enthusiast, a first-time visitor, or a curious local, you’ll walk away seeing Chicago in a whole new way.

    In-person

    All ages

    $27

    Chicago to Mackinac Island Scenic Tour

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    Chicago, IL

    Explore the charm of Mackinac Island on this delightful journey from Chicago. Experience a blend of history, culture, and stunning landscapes as you travel through the Great Lakes region. Discover the island's unique features, where cars are absent, allowing horse-drawn carriages to roam freely among Victorian architecture and beautiful scenery. Enjoy iconic sites like Fort Mackinac and Arch Rock while wandering through quaint downtown shops and savoring famous fudge. This tour is designed for families, couples, and solo travelers looking for a serene getaway filled with natural beauty and cultural richness. - Scenic travel through the picturesque Great Lakes region - Discover Mackinac Island's charm without car traffic - Visit Fort Mackinac, Arch Rock, and local boutiques - Ideal for families, couples, and solo adventurers seeking relaxation

    In-person

    All ages

    $685

    Podcast Tour Chicago The Promised Land and the Black Metropolis

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    Chicago, IL

    Step into the vibrant, resilient heart of Chicago's South Side. On this immersive journey through Bronzeville, you will uncover the epic story of the Great Migration—a time when millions of African Americans fled the Jim Crow South to build a self-sustaining 'Black Metropolis'. From the birthplace of gospel music to the headquarters of a newspaper that changed the nation, discover the triumphs of entrepreneurship, the brilliance of cultural innovation, and the unyielding spirit of a community that shaped modern America. A 3.9 km self-guided tour with 7 stops over 121 min Ideal for travelers interested in Identity, Migration & Globalization and History & Memory Immersively told in a podcast style by experts and locals Matching audio content, AI guide and navigation through the app

    In-person

    13+ years

    $5

    Chinatown Food Tour

    5.0 (1)

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    Chicago, IL

    Experience the authentic flavors of Chinatown on a 3-hour guided food tour curated by Chicago Tribune Good Eating Award winner Z.J. Tong. As you explore the neighborhood with a local guide, you'll sample regional Chinese specialties, discover the stories behind each dish, and gain a deeper understanding of Chinatown's rich culture and history. Tea and ice water are included throughout the tour. - Sample authentic regional Chinese dishes at local favorite eateries. - Explore Chinatown with knowledgeable guides connected to the community. - Learn the cultural traditions and stories behind every tasting. - Enjoy an award-winning culinary experience curated by Z.J. Tong.

    In-person

    All ages

    $98

    Chicago-Milwaukee Small Group Tour

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    Chicago, IL

    Discover the charm of Milwaukee on a small group day trip from Chicago! Enjoy a guided city tour, explore iconic landmarks, and experience the legendary Miller Brewery with exclusive behind-the-scenes access and tastings. With comfortable transport, expert local insights, and a friendly group atmosphere, this all-inclusive adventure is perfect for curious travelers. Book now for a memorable escape to Milwaukee's culture and flavors!

    In-person

    1+ years

    $485

    Chicago Attractions Pass: Save up to 50% - Includes 360 CHICAGO

    3.5 (121)

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    Chicago, IL

    Enjoy admission to more than 30 of Chicago's most popular attractions with Go City's All-Inclusive Pass. Go City lets you create your own itinerary and save far more than if you were to purchase individual attraction tickets. Take a hop-on hop-off bus tour of the Windy City, admire the stunning views from Skydeck Chicago, and much more. You can visit as many attractions as you like over the course of 1, 2, 3 or 5 days. Access your Pass in the Go City App and simply simply show it at the gate or ticket office to gain admission. The App acts as your digital guidebook including attraction information and details on which attractions require reservations in advance.

    In-person

    3+ years

    $149

    Chicago's Navy Pier Centennial Wheel Ticket

    4.2 (95)

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    Chicago, IL

    No visit to Navy Pier is complete without a ride on the Centennial Wheel, Navy Pier's iconic, 200-foot-tall Ferris wheel, promising unparalleled views of Lake Michigan and the Chicago skyline. Each gondola seats up to 8 guests and is fully enclosed for year-round comfort.

    In-person

    All ages

    $24

    Chicago Milwaukee and Lakes 6 Day Tour

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    Chicago, IL

    Six days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the United States, all of which are located in Lake Michigan in the United States, Lake Superior, the largest freshwater lake in the world, and Lake Huron. Famous cities along the five great lakes: Chicago, Milwaukee and Traverse City along Lake Michigan, Green Bay along Green Bay, and Sault Ste. Mackinac Island, which was once selected as one of the top ten most beautiful islands in the world. Room Details All hotel rooms are based on two Full / Double beds or one King/Queen bed depends on what rooms are availiable at the hotel on the day. The maximum occupancy per room is four travelers. One Room Selection If you are a party of more than four guests or desire to have separate rooms, please create separate bookings. Avoid traveling in a different bus? If you have more than one booking, please provide all confirmation numbers once your bookings are complete.

    In-person

    All ages

    $1387

    Great Lakes & Mackinac Island 4-Day Small Group Tour from Chicago

    5.0 (2)

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    Chicago, IL

    Take in three of the Great Lakes and a string of classic Midwest towns on this four-day small-group loop out of Chicago. Travel up the western shore of Lake Michigan through Milwaukee and Green Bay into the wild Upper Peninsula, where the colorful cliffs of Pictured Rocks and the amber cascades of Tahquamenon Falls line Lake Superior. Cross to car-free Mackinac Island, one of the most beautiful islands in the world, for a horse-drawn carriage ride, then wind down through scenic Traverse City and the Dutch-themed town of Holland before returning to Chicago. It’s a relaxed, scenery-rich way to see the heart of the Great Lakes, with small group of no more than 14 guests, ensuring a more comfortable, personalized, and relaxed journey.

    In-person

    All ages

    $1125

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