Chicago City Private Tours
Description
Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to hidden gems off the beaten path, I’ll take you on a journey that captures the heart and soul of this incredible city. I’ll also capture professional photos along the way, so you can take home memories of your adventure. With flexible pickup options, including quick tours during layovers at O'Hare, I make it easy to see the best of Chicago, no matter how much time you have. Book your tour today and let me show you the Windy City through the eyes of a local!
Tour Options
Itinerary
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.
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
A premier shopping district along Michigan Avenue, lined with luxury boutiques, historic landmarks, and renowned eateries.
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.
An iconic venue hosting concerts, plays, and special events in a historic setting.
A stunning architectural gem hosting free art exhibitions, performances, and public events.
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.
One of the oldest and largest art museums in the U.S., housing an extensive collection spanning centuries and cultures.
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.
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 remains a cherished piece of Chicago's architectural heritage, reflecting the city's innovative spirit and historical depth.
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.
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.
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.
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.
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.
A historic park on the South Side, home to the Museum of Science and Industry and beautiful lagoons.
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.
A Frank Lloyd Wright masterpiece located in Hyde Park, exemplifying Prairie School architecture.
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.
A scenic lakefront area encompassing the Field Museum, Shedd Aquarium, and Adler Planetarium, offering insights into natural history, marine life, and astronomy.
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.
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.
A bustling entertainment hub featuring a 15-story Ferris wheel, theaters, restaurants, and seasonal events, drawing approximately 8 million visitors annually
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.
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.
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
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.
Highlights
What's included
Pickup Locations & Times
I offer flexible pickup locations to make your experience as convenient as possible. Whether you're staying in downtown Chicago, a vibrant neighborhood, or even have a layover at O'Hare Airport, I can arrange a pickup that works for you. If you're at O'Hare, I'll customize a quick tour to help you make the most of your time, ensuring you get back to your flight stress-free. Just let me know where you’re located, and I’ll ensure a smooth, memorable start to your tour!
Traveller Ratings
Important Information
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
Reviews(31)
Saturday from O’Hare was crazy, but our driver got us to the Loop and then we spent several hours stopping several places before arriving at our hotel. We had many choices, but we decided to let him chose what he thought made the most sense and allowed us to see the most places. A very enjoyable afternoon.
Thank you for your kind words! It sounds like you had a wonderful afternoon exploring Chicago — what a great way to experience the city. I'm so glad our driver could make it a memorable trip for you and your grandson. Hope the rest of your visit was just as enjoyable!
Excellent tour covering Chicago's rich history, stunning architecture, fascinating museums, and vibrant Chinatown. Isaac was a friendly, knowledgeable guide who made the experience even better. He also took exceptional photos with his camera, giving us great memories to take home. Highly recommended for anyone wanting to explore the city in depth!"
Thank you for your kind review! We're thrilled to hear you enjoyed the tour and that Isaac helped make your experience memorable. We'll be sure to pass along your compliments to him. We appreciate your recommendation and hope to welcome you back to Chicago soon!
Excellent tour with friendly, considerate, flexible & knowledgeable tour guides
Thank you for your wonderful review! We're glad you enjoyed the tour and appreciated our friendly, flexible, and knowledgeable guides. We hope to welcome you back to Chicago again soon!
My tour guide was exceptionally impressive with knowledge about the history of Chicago. He was respectful and friendly. I would recommend this company to everyone visiting Chicago!
Thank you so much for your kind words and for choosing Chicago City Tours! We’re very happy to hear you enjoyed learning about Chicago’s history and had a great experience during your tour. It was a pleasure hosting you, and we truly appreciate your recommendation. We hope to welcome you again on your next visit to Chicago!
This was our first time in Chicago. We came for a concert, so we thought, let's see as much as we can. We booked the 4 hour private tour and upgraded to an SUV (highly recommend). Ellis was in contact during the morning and punctual at pickup. We really had no idea what we wanted to see, so we gave Ellis full reign. We weren't expecting that much, just an enjoyable trip. Wow, were we surprised. Ellis asked just enough questions to get an idea of our interests. I've lost count of the places and sights we saw! The beauty of the architecture took my breath away. Ellis never ceased to amaze us with his knowledge of each sight. So, we honestly cant recommend this trip enough. We think we'll do it again next time were here to see to sights we missed. Oh, ask for Ellis, we was AMAZING!
Thank you so much for your amazing review! We’re honored you chose Chicago City Tours during your first visit to Chicago. It means a lot to hear that Ellis helped make your experience so memorable. He truly loves sharing the city’s history, architecture, and hidden gems with our guests. We look forward to welcoming you back on your next visit so we can show you even more of the city. And we’ll be sure to share your compliments with Ellis! Thank you again!
We had a personal driving tour of Chicago focused on historical buildings and local attractions. It was great to visit these sites and learn about their significance shaping the city since the great fire. Being a Saturday in April streets were crowded but our guide, Ilyas was able to navigate us close to all our destinations. We would have enjoyed a higher level discussion about the city, it's origins, and how what we were seeing fit into that greater context. But all and all, the tour was informative and enjoyable.
Thank you for your thoughtful review and for choosing Chicago City Tours. We’re so glad to hear you enjoyed visiting the historic buildings and local attractions, and that Ilyas was able to navigate the busy city streets to make the most of your time with us. We also truly appreciate your feedback regarding the level of historical context and deeper discussion about the city’s origins and development. Comments like yours help us continue improving our tours and creating even better experiences for our guests. Thank you again for touring with us, and we hope to welcome you back on your next visit to Chicago!
Elias was a great guide u d has told a lot about the architecture of Chicago
Vielen Dank für die tolle Bewertung! Es freut uns sehr, dass Ihnen die Tour gefallen hat. Elias liebt die Architektur Chicagos und teilt sein Wissen immer mit viel Begeisterung. Wir hoffen, Sie bald wieder bei Chicago City Tours begrüßen zu dürfen!
A wonderful team thank you 🫡🫡🫡
Thank you so much! 🫡 We’re glad you had a great time exploring Chicago with our team—hope to see you again on another tour!
We were on a 8 hour lay over and went on a tour. Ilyas was an awesome tour guide. The historical tour of the city was so much fun and interesting. He knows the city and its history. Clean, respectful and very accommodating. We tour the city, lunch and arrived back at the airport before our flight.
Thank you for the amazing review! We’re so glad you enjoyed the historical tour and had a smooth, stress-free experience during your layover. Ilyas takes pride in making every tour special, and your kind words mean a lot. Safe travels, and we hope to see you again in Chicago!
Thanks for all the great information and your kindness.
