Private Tour
Chicago City 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
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Private transportation
Bottled water
Snacks
Air-conditioned vehicle
Fuel surcharge
Parking Fees
Gratuities
Meeting and Pickup
Pickup points
Select a pickup point
What To Expect
Millennium Park
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.
Chicago Riverwalk
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.
Options
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
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
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
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
16 reviews
Total reviews and rating from Viator & Tripadvisor
my first time in Chicago was great
denaibi,
Nov 3, 2025
- Review from Tripadvisor
5.00Ilyas was an amazing guide! He made the whole experience smooth, comfortable, and fun from start to finish. His knowledge of the city and its history was impressive, and he showed us both the famous landmarks and special hidden gems we never would have found on our own. He was patient, accommodating, and made sure we had plenty of time for photos and breaks. The vehicle was spotless, and he went above and beyond — including a complimentary upgrade to a private tour. If you're visiting the city, I highly recommend booking with him. Truly a 10/10 experience!
Fabulous city tour with Ilyas!
dlmom414,
Jul 30, 2025
- Review from Tripadvisor
5.00Ilyas gave us a fantastic 2 hour private tour. He took us everywhere we wanted to go and more. His suggestions were spot on. He was courteous, knowledgeable, flexible, and a great photographer. He knew how to navigate the city. Parking was never an issue. We just wish his car was a bit bigger. I would go with him on another tour anytime.
Perfect First-Time Tour
Daydream46403953766,
Jul 26, 2025
- Review from Tripadvisor
5.00Even landmarks I thought I knew felt new, thanks to the guide’s stories and unique stops. I'll definitely do this again any chance I get.
This tour was absolutely...
lionel r,
Jul 5, 2025
- Review from Viator
5.00This tour was absolutely great. I did the 4-hour private tour, and it was excellent. Our driver and guide Cavani was the absolute man - great guy, knew all the best spots, he was sensitive and considerate regarding our specific needs and requests, great service - just an overall great experience. Thank you, Cavani for a great tour and a wonderful time!!!
“E” our driver was prompt...
Brenda P,
Jun 23, 2025
- Review from Viator
5.00“E” our driver was prompt friendly And very knowledgeable. He made sure we hard the best experience in our 6 hour time. We explored all around Chicago and inside may buildings looking at the architectural design. I would highly recommend this…. Thanks “E”
This was a rip off
Moriah P,
May 27, 2025
- Review from Viator
1.00I feel ripped off. The $30 was to talk to the tour guide so that you could book a ride around the city. So if you book this service you have to be prepared to pay additional charges. Again this fee is for a consultation.
Amazing
noorb678,
May 13, 2025
- Review from Tripadvisor
5.00I want to sincerely thank Cavani our incredible guide in Chicago. He was absolutely amazinghe showed us so many beautiful spots around the city and really helped us appreciate its charm and history. He took the time to explain everything with such passion and made sure we had great photos to remember the Tripp , Cavani , thank you for making our experience in Chicago so special!
This is how every city tour should be
Connector68118228075,
May 9, 2025
- Review from Tripadvisor
5.00An amazing way to discover Chicago in just a day! The combination of big highlights and local secrets made it truly unique. We covered so much ground, and thanks to our guide’s smart planning, it felt relaxed and not rushed
Best way to discover chicago
mohamedfQ4236YS,
May 7, 2025
- Review from Tripadvisor
5.00I booked this tour during a long layover at O’Hare and it turned out to be the highlight of my trip! The guide was super knowledgeable and passionate about the city, showing me both iconic spots and hidden gems I never would’ve found on my own. Everything was tailored to my schedule, and the flexibility made it so convenient. Plus, the professional photos were an amazing bonus, now I have great memories and great pictures! Whether you’re in town for a few hours or a whole day, I highly recommend this experience to anyone who wants to see Chicago through the eyes of a true local.
Incredible Experience
Lori W,
May 2, 2025
- Review from Tripadvisor
5.00We can’t recommend Chicago City Tours highly enough for organizing our recent full day tour of Chicago! From seamless pickup, visiting all the spots tailored to our interests, adding lesser known historic sites along the way, Ilyas made the day memorable and engaging, with every detail expertly handled. Ilyas was an absolute gem, bringing Chicago to life with captivating stories and insights! Thanks to Ilyas, our trip was stress-free and truly unforgettable. If you’re planning a getaway to Chicago, this is the tour you want!
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Operated by Cavani Tours