Chicago City Private Tours

Holy Name Cathedral

735 North State Street, Chicago, Illinois, 60654, United States

Holy Name Cathedral, built in 1875, is the historic seat of the Archdiocese of Chicago and one of the city’s most beautiful churches. Known for its stunning Gothic Revival architecture, stained-glass windows, and peaceful interior, it stands as an important landmark rebuilt after the Great Chicago Fire of 1871.

360 Chicago Observation Deck

875 N Michigan Avenue, 94th Floor, Chicago, Illinois, 60611-1803, United States

Panoramic Views: Stunning 94th-floor views of Chicago and Lake Michigan. TILT Experience: Lean out over the city in a glass platform for a thrilling view. Interactive Displays: Learn about Chicago's history and landmarks. Observation Decks: Both indoor and outdoor areas for 360-degree views. Photo Opportunities: Great spots for capturing city views

The Magnificent Mile

North Michigan Avenue, Chicago, Illinois, 60611, United States

A premier shopping district along Michigan Avenue, lined with luxury boutiques, historic landmarks, and renowned eateries.

Chicago Riverwalk

22 E Wacker Dr, Chicago, Illinois, 60601, United States

Scenic Views: Enjoy stunning views of the Chicago River and iconic architecture. Walking and Biking: Ideal for strolling or biking along the water. Boating: Rent kayaks or take a river cruise to see the city from the water. Dining: Outdoor restaurants, cafes, and bars along the river. Public Art: Discover art installations and sculptures throughout the Riverwalk. Events: Live music, festivals, and entertainment depending on the season. Relaxation: Enjoy quiet spots to sit, relax, and take in the riverfront atmosphere.

LondonHouse Rooftop is a popular upscale rooftop bar located at the top of the historic LondonHouse hotel on the Chicago River. It offers panoramic views of the city skyline, the river, and iconic landmarks like the Wrigley Building and Tribune Tower, making it a top stop for photos and sightseeing in downtown Chicago.

The Chicago Theatre

175 N State St, Chicago, Illinois, 60601, United States

An iconic venue hosting concerts, plays, and special events in a historic setting.

Chicago Cultural Center

78 E Washington St, Chicago, Illinois, 60602, United States

A stunning architectural gem hosting free art exhibitions, performances, and public events.

Millennium Park

Chicago, Illinois, 60602, United States

Cloud Gate (The Bean): Visitors will see the iconic reflective sculpture, perfect for photos with the Chicago skyline. Crown Fountain: An interactive water feature with video projections and playful water sprays. Jay Pritzker Pavilion: A stunning outdoor amphitheater, often hosting free concerts and events. Lurie Garden: A peaceful garden offering a scenic spot to relax amidst beautiful landscaping. Interactive Activities and Events: Temporary exhibits and cultural events to engage with during their visit. Biking and Walking: Nearby paths for biking or walking to explore the lakefront and nearby areas. Food and Shopping: A variety of food options and shops for a complete experience. Learn About the History: Opportunities to discover the park's history and cultural significance.

The Art Institute of Chicago

111 S Michigan Ave, Chicago, Illinois, 60603-6110, United States

One of the oldest and largest art museums in the U.S., housing an extensive collection spanning centuries and cultures.

Palmer House Hilton Historic Lobby

17 E Monroe St, Chicago, Illinois, 60603, United States

Originally opened in 1871 as a wedding gift from Potter Palmer to his bride Bertha Honoré, the hotel was rebuilt after the Great Chicago Fire and has since become a symbol of resilience and luxury. It holds the distinction of being North America's longest-operating hotel.

Marquette Building

140 S Dearborn St, Chicago, Illinois, 60603, United States

The Marquette Building, located at 140 S. Dearborn Street in Chicago’s Loop, is a celebrated example of early skyscraper design and a cornerstone of the city’s architectural heritage

The Rookery Building

209 S La Salle St, Chicago, Illinois, 60604, United States

The Rookery Building remains a cherished piece of Chicago's architectural heritage, reflecting the city's innovative spirit and historical depth.

Chicago Board Of Trade Building

141 W Jackson Blvd, La Salle Street, Chicago, Illinois, 60604-2992, United States

The Chicago Board of Trade Building is a historic Art Deco skyscraper completed in 1930 and one of the most iconic landmarks in the Chicago Loop. It was the longtime home of the world’s oldest futures and options exchange, symbolizing Chicago’s role as a global financial center. The building is especially known for its striking statue of Ceres, the Roman goddess of agriculture, at its top.

Chicago Fed's Money Museum

230 South LaSalle Street, Chicago, Illinois, 60604-1413, United States

The Money Museum at the Federal Reserve Bank of Chicago is a free museum that explores the history of money, banking, and the U.S. economy. Visitors can view exhibits on currency, see a real cash-processing area, and even lift a bag containing $1 million in $1 bills.

Skydeck Chicago - Willis Tower

233 S Wacker Drive, Chicago, Illinois, 60606-7147, United States

Panoramic Views: Stunning views from the 103rd floor of the Willis Tower. The Ledge: A glass-floored balcony extending outside for a thrilling view straight down. Interactive Exhibits: Learn about Chicago’s history and architecture. Souvenirs: Unique Chicago-themed gifts available at the gift shop. Photo Opportunities: Perfect spots for breathtaking photos of the city.

Union Station

225 S Canal St, Chicago, Illinois, 60606-5702, United States

Chicago Union Station stands as a remarkable blend of functionality and architectural beauty, reflecting the city's rich history and its pivotal role in America's transportation network.

Chinatown

Chicago, Illinois, United States

Chicago’s Chinatown is a vibrant cultural district known for its traditional Chinese architecture, authentic restaurants, shops, and the iconic Chinatown Gate on Wentworth Avenue. It’s a popular stop for visitors looking to experience cultural food, history, and colorful street scenery just south of downtown.

Jackson Park's Japanese Garden

Chicago, Illinois, 60637, United States

A historic park on the South Side, home to the Museum of Science and Industry and beautiful lagoons.

Obama Presidential Library

6001 South Stony Island Avenue, Chicago, Illinois, 60637, United States

The Obama Presidential Center is a future landmark in Jackson Park dedicated to President Barack Obama’s legacy. It will include a museum, public gardens, and community spaces designed to highlight civic engagement, education, and Chicago’s South Side history.

Frank Lloyd Wright Trust - Frederick C. Robie House Tour

5757 S Woodlawn Ave, Chicago, Illinois, 60637-1698, United States

A Frank Lloyd Wright masterpiece located in Hyde Park, exemplifying Prairie School architecture.

University of Chicago

5801 S Ellis Ave, Chicago, Illinois, 60637-5418, United States

a must-see destination for visitors to the city. Its beautiful campus blends Collegiate Gothic architecture with striking modern buildings, set among tree-lined quads and lush gardens. Highlights include the Rockefeller Memorial Chapel, the iconic Harper Library, and the Robie House—an architectural masterpiece by Frank Lloyd Wright.

Museum Campus

Chicago, Illinois, United States

A scenic lakefront area encompassing the Field Museum, Shedd Aquarium, and Adler Planetarium, offering insights into natural history, marine life, and astronomy.

Field Museum

1400 S Lake Shore Dr, Chicago, Illinois, 60605-2827, United States

World-Class Exhibits: Explore natural history exhibits, including fossils, ancient civilizations, and rare artifacts. Sue the T. rex: See the famous and largest T. rex skeleton ever discovered. Interactive Displays: Engage with hands-on exhibits and educational programs. Cultural Exhibits: Learn about global cultures through diverse collections from around the world. Family-Friendly: Features activities and exhibits designed for all ages, making it great for families. The Field Museum offers a fascinating journey through science, history, and culture, with iconic exhibits like Sue the T. rex and engaging displays for all ages.

Clarence F. Buckingham Fountain

301 S. Columbus Dr, Grant Park, Chicago, Illinois, 60601, United States

Buckingham Fountain is one of Chicago’s most famous landmarks, located in Grant Park. Built in 1927, it is one of the largest fountains in the world and features dramatic water displays set against the backdrop of the city skyline and Lake Michigan. It’s especially popular for photos and shows during the warmer months.

Navy Pier

600 E Grand Ave, Chicago, Illinois, 60611-3419, United States

A bustling entertainment hub featuring a 15-story Ferris wheel, theaters, restaurants, and seasonal events, drawing approximately 8 million visitors annually

Lincoln Park Conservatory

2391 N Stockton Dr, Chicago, Illinois, 60614, United States

The Lincoln Park Conservatory is a historic glass greenhouse located in Lincoln Park, built in the late 1800s. It features beautifully maintained indoor gardens with tropical plants, orchids, ferns, and seasonal floral displays, offering a peaceful escape from the city year-round.

Lincoln Park

Chicago, Illinois, United States

Free Admission: Explore one of the oldest and most popular free zoos in the U.S. Wildlife Exhibits: See a wide variety of animals, including lions, gorillas, and penguins. Historic Conservatory: Visit the Lincoln Park Conservatory with beautiful plant displays and seasonal flowers. Beautiful Gardens: Stroll through well-maintained gardens, perfect for relaxation and photography. Family-Friendly: Enjoy activities and exhibits suitable for all ages, making it a great spot for families. Lincoln Park Zoo and Conservatory offer a mix of wildlife encounters, lush gardens, and family-friendly experiences, all in a scenic, accessible setting.

Elks National Memorial

2750 N Lakeview Ave, Chicago, Illinois, 60614-2256, United States

The Elks National Memorial is a grand neoclassical monument honoring members of the Benevolent and Protective Order of Elks who served in World War I. Completed in 1926, it features a massive dome, intricate marble interiors, and impressive murals and sculptures. It’s one of Chicago’s hidden architectural gems located near Lincoln Park

Wrigley Field

1060 W. Addison St., Chicago, Illinois, 60613-4566, United States

Iconic Ballpark: Visit one of the oldest and most famous baseball stadiums in the U.S. Chicago Cubs Experience: Watch a Chicago Cubs game or tour the stadium. Historic Atmosphere: Explore the rich history and tradition of Wrigley Field, including its ivy-covered outfield wall. Museum and Exhibits: Learn about the Cubs’ legacy through displays and memorabilia. Photo Opportunities: Capture iconic shots of the field, scoreboard, and vintage features.

outdoor dining and riverfront area at the base of the Trump International Hotel & Tower along the Chicago River. It’s a popular photo stop offering close-up views of the riverwalk and surrounding skyline, especially the Wrigley Building and Michigan Avenue Bridge.