Private Tour
Chicago City Private Tours
Overview
Available languages
Mobile ticket
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!
Additional Info
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
What To Expect
Holy Name Cathedral
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
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
What‘s Included
Private transportation
Bottled water
Snacks
Air-conditioned vehicle
Fuel surcharge
Parking Fees
Gratuities
Pickup points
Select a pickup point
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Options
Boat Tour Combo
make it a combo: make it a combo by adding a boat tour to your city tour for only 299$ on our 18ft pontoons . Duration: 2 hours 18ft pontoon Pickup included
Personalized 2-Hour Tour
Duration: 2 hours Personalized 2-Hour Tour: Our 2-hour tour is fully customizable. Choose the specific attractions or experiences you'd like to focus on, and we'll adjus comfortable car Pickup included
Day Tour (8H)
40 minute break: Take a 40-minute break to relax and recharge with complimentary coffee and a selection of delightful sweets. Personalized Photo Stops: Select unique and picturesque spots for photo opportunities, ensuring guests can take home beautiful memories. comfy car Duration: 8 hours Free coffee and sweets: As you explore the city in style, enjoy gourmet coffee and delicious sweets at no extra cost. All day Tour with Free Pics: Personalize your day tour by selecting your preferred route and stops from the itinerary. Your adventure, your way ! Pickup included
Luxury Tour (5 Hours)
Luxury Car(BMW,Mercedes,Audi) Pickup included
Half day Tour (6H)
Duration: 6 hours Free snacks : enjoy the added perk of free snacks to make your experience even more enjoyable. Half day Tour with Free Pics: Personalize your tour to suit your interests, and take home high-quality photos from your journey comfortable car Pickup included
4-Hour Tour with Free Pictures
Duration: 4 hours choose your Route: With our 4-hour tour, you have the flexibility to choose your route and handpick the stops you'd like to visit from the itine Pickup included
Reviews
28 reviews
Total reviews and rating from Viator & Tripadvisor
Fantastic Tour
Yolonda M,May 18, 2026
- Review from Viator
5.00My 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!
See Chicago by private car
Stephanie B,Apr 29, 2026
- Review from Viator
5.00This 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!
Chicago by car and by foot
Navigator43014646918,Apr 26, 2026
- Review from Tripadvisor
4.00We 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.
Super Tour
Mirja T,Apr 18, 2026
- Review from Tripadvisor
5.00Elias was a great guide u d has told a lot about the architecture of Chicago
Satisfait
aidaaD5310WL,Apr 15, 2026
- Review from Tripadvisor
5.00A wonderful team thank you 🫡🫡🫡
Take this tour
April W,Apr 14, 2026
- Review from Viator
5.00We 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.
Thanks
zaidk224,Apr 12, 2026
- Review from Tripadvisor
5.00Thanks for all the great information and your kindness.
Tower
Voyage21887094768,Apr 12, 2026
- Review from Tripadvisor
5.00Everything was fluid, stress free, and the small group format is really a plus to enjoy fully I recommend 100% this tour
Great Experience
125hanaab,Apr 12, 2026
- Review from Tripadvisor
5.00I would like to express my sincere appreciation and heartfelt thanks to the team who made this experience truly exceptional. Your dedication to ensuring that everything ran smoothly and effortlessly did not go unnoticed. We were extremely satisfied and truly grateful for your outstanding support.
Excellent experience
300colleeng,Mar 28, 2026
- Review from Tripadvisor
5.00Amazing experience! Hit all the landmarks & then some! Our guide was super knowledgeable, friendly, & accommodating. 10/10 would recommend.
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Operated by Cavani Tours