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At 101 Things to Do in Chicago, we provide comprehensive information on the best accommodations, attractions, tourist sites, activities, and local tours, all with savings of up to 50%. With over 45 years of experience in selling travel for less—without ever sacrificing on service—we ensure that you receive exceptional value and expert advice. Explore popular attractions and tourist sites in and around Chicago, and enjoy a variety of activities with our expert travel guidance.

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Our extensive industry connections allow us to offer exclusive rates and uncover hidden deals that are not available to the general public. With us, you can save significantly on Chicago accommodations and attractions while receiving the best possible service. Whether you’re exploring historic sites, enjoying cultural experiences, or indulging in local cuisine, we ensure your experience is both memorable and affordable.

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Our team of professional travel agents specializes in Chicago tourism, offering personalized service and expert advice. We take the time to understand your preferences and tailor your itinerary to meet your specific needs. From selecting the perfect accommodations to providing detailed information and support, we handle all the details to make your Chicago experience unforgettable.

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Popular Attractions and Tourist Sites in Chicago

Millennium Park

Millennium Park is one of Chicago’s most iconic attractions, offering a blend of art, architecture, and natural beauty. Highlights include:

  • Cloud Gate: Also known as "The Bean," this reflective sculpture is a must-see landmark.
  • Crown Fountain: An interactive fountain featuring LED screens displaying the faces of Chicago residents.
  • Pritzker Pavilion: A stunning outdoor concert venue designed by Frank Gehry.
  • Lurie Garden: A beautiful urban oasis with native plants and flowers.
  • Ice Skating: Enjoy ice skating at the McCormick Tribune Ice Rink during the winter months.

The Art Institute of Chicago

The Art Institute of Chicago is one of the oldest and largest art museums in the United States. Highlights include:

  • Impressionist and Post-Impressionist Collection: Home to masterpieces by Monet, Van Gogh, and Seurat.
  • Modern Wing: Featuring contemporary works by artists such as Picasso, Matisse, and Warhol.
  • American Art: Explore works by American artists, including Grant Wood’s "American Gothic."
  • Ancient Art: Discover art from ancient civilizations, including Egypt, Greece, and Rome.
  • Special Exhibitions: Enjoy rotating exhibits that showcase diverse artists and themes.

Willis Tower Skydeck

Experience breathtaking views of Chicago from the Skydeck at Willis Tower, one of the tallest buildings in the world. Key features include:

  • The Ledge: Step out onto a glass balcony extending 1,353 feet above the ground for an unforgettable view.
  • Panoramic Views: Enjoy 360-degree views of the Chicago skyline and beyond.
  • Interactive Exhibits: Learn about the history and architecture of Chicago through engaging displays.
  • Skydeck Theater: Watch a short film about the construction and significance of Willis Tower.
  • Photography Opportunities: Capture stunning photos of the city from the Skydeck.

Navy Pier

Navy Pier is a popular entertainment destination offering a variety of attractions and activities. Highlights include:

  • Centennial Wheel: Take a ride on the iconic Ferris wheel for panoramic views of the city and Lake Michigan.
  • Shakespeare Theater: Enjoy performances by the Chicago Shakespeare Theater.
  • Cruises: Embark on a scenic cruise along the Chicago River or Lake Michigan.
  • Children’s Museum: Engage in interactive exhibits and activities at the Chicago Children’s Museum.
  • Dining and Shopping: Explore a variety of restaurants, shops, and boutiques along the pier.

Museum of Science and Industry

The Museum of Science and Industry offers a fascinating look at scientific discoveries and technological innovations. Highlights include:

  • U-505 Submarine: Tour a captured German U-boat from World War II.
  • Coal Mine: Take a journey into an authentic underground coal mine.
  • Science Storms: Explore the science behind natural phenomena like tornadoes and tsunamis.
  • Transportation Gallery: Discover historic planes, trains, and automobiles.
  • Genetics: Learn about the science of genetics through interactive exhibits.

The Field Museum

The Field Museum is one of the largest natural history museums in the world, offering a wide range of exhibits and artifacts. Highlights include:

  • SUE the T. rex: Meet the largest and most complete T. rex ever discovered.
  • Ancient Egypt: Explore the culture and artifacts of ancient Egypt.
  • Evolving Planet: Learn about the history of life on Earth, from the earliest organisms to modern humans.
  • Grainger Hall of Gems: Discover a stunning collection of gems and minerals.
  • DNA Discovery Center: Understand the basics of DNA and genetics through hands-on exhibits.

Chicago Riverwalk

The Chicago Riverwalk offers a scenic path along the Chicago River, featuring dining, entertainment, and recreational activities. Key features include:

  • Restaurants and Cafes: Enjoy a meal or drink at one of the many waterfront establishments.
  • Boat Tours: Take a guided boat tour to learn about the architecture and history of Chicago.
  • Public Art: Discover various art installations and sculptures along the Riverwalk.
  • Kayaking: Rent a kayak and paddle along the river for a unique perspective of the city.
  • Fishing: Try your luck at fishing in designated areas along the Riverwalk.

Lincoln Park Zoo

Lincoln Park Zoo is one of the oldest zoos in the country and offers free admission year-round. Highlights include:

  • Wildlife Exhibits: See a variety of animals, including lions, gorillas, and polar bears.
  • Regenstein Center for African Apes: Explore the habitats of chimpanzees and gorillas.
  • Farm-in-the-Zoo: Visit a working farm and interact with domestic animals.
  • Conservation Programs: Learn about the zoo’s efforts to protect endangered species.
  • Seasonal Events: Participate in special events such as ZooLights during the holiday season.

Shedd Aquarium

The Shedd Aquarium is home to a diverse collection of aquatic life from around the world. Highlights include:

  • Caribbean Reef: View a variety of tropical fish and marine life in a 90,000-gallon tank.
  • Oceanarium: Explore the habitats of dolphins, sea otters, and beluga whales.
  • Amazon Rising: Discover the diverse ecosystems of the Amazon River basin.
  • Wild Reef: See sharks, rays, and coral reef inhabitants up close.
  • 4D Experience: Enjoy a multi-sensory film experience that combines 3D visuals with special effects.

Activities and Experiences in Chicago

Shopping and Dining

Chicago offers a variety of shopping and dining options to suit all tastes. Key areas include:

  • Magnificent Mile: Shop at high-end boutiques and dine at upscale restaurants along Michigan Avenue.
  • State Street: Explore historic department stores and modern retail shops.
  • West Loop: Discover trendy restaurants and cafes in this vibrant neighborhood.
  • Chinatown: Savor authentic Chinese cuisine and shop for unique goods.
  • Wicker Park: Browse eclectic boutiques and enjoy hip eateries in this artsy district.

Outdoor Adventures

Chicago’s natural beauty provides the perfect backdrop for outdoor adventures. Popular activities include:

  • Lakefront Trail: Enjoy jogging, biking, or walking along the scenic 18-mile trail along Lake Michigan.
  • Beaches: Relax and swim at one of Chicago’s beautiful beaches, such as North Avenue Beach and Oak Street Beach.
  • Grant Park: Stroll through this large urban park featuring gardens, sculptures, and Buckingham Fountain.
  • Chicago Botanic Garden: Explore 385 acres of gardens and natural areas, including a Japanese garden and a waterfall garden.
  • Garfield Park Conservatory: Visit one of the largest and most stunning botanical conservatories in the country.

Historic and Cultural Tours

Chicago offers a wealth of historic and cultural experiences. Popular tours include:

  • Architectural Boat Tour: Learn about Chicago’s famous architecture from the water on a guided boat tour.
  • Chicago History Museum: Explore the city’s rich history through exhibits and artifacts.
  • Gangster Tour: Discover the history of Chicago’s infamous gangsters, including Al Capone.
  • Art Institute of Chicago Tour: Take a guided tour of one of the world’s premier art museums.
  • Neighborhood Walking Tours: Explore the unique character and history of Chicago’s diverse neighborhoods.

Family-Friendly Activities

Chicago offers a wide range of family-friendly activities that are sure to keep everyone entertained. Popular options include:

  • Navy Pier: Enjoy rides, games, and attractions, including the Centennial Wheel.
  • Maggie Daley Park: Play in the whimsical playgrounds, skate on the ice ribbon, and climb the rock wall.
  • Chicago Children’s Museum: Engage in interactive exhibits and activities designed for children and families.
  • Brookfield Zoo: Visit this expansive zoo featuring a variety of animal exhibits and habitats.
  • Adler Planetarium: Explore the wonders of the universe through exhibits, shows, and hands-on activities.

Plan Your Chicago Adventure with 101 Things to Do in Chicago

With our extensive list of activities and attractions, you're sure to find something that piques your interest. Whether you're a first-time visitor or a seasoned traveler, Chicago always has something new and exciting to offer. At 101 Things to Do in Chicago, we provide you with the best deals and expert advice to make your trip unforgettable. Book your accommodations and plan your activities with us and experience the best of Chicago while enjoying significant savings and outstanding service.

Explore Chicago’s iconic landmarks, immerse yourself in its vibrant culture, and create memories that will last a lifetime. From sightseeing and shopping to dining and outdoor adventures, the possibilities are endless. Let us help you discover the magic of Chicago and make the most of your visit.

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