Private Chicago Scenic Driving Tour - Explore the Windy City
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Discover Chicago like never before on a private scenic driving tour that showcases the city's most iconic sights. Whether you're a first-time visitor or a seasoned local, this tour offers a quick yet comprehensive look at the Windy City's highlights, all with the guidance of a knowledgeable local driver.
From historic landmarks to vibrant neighborhoods, you'll get an up-close view of Chicago's unique charm. Sit back, relax, and enjoy the city’s sights without the hassle of navigating yourself. Perfect for all ages and physical fitness levels, this tour makes exploring Chicago easy and memorable.
Meet your friendly guide at your hotel or chosen location, and set off on a 2-hour journey through the heart of Chicago. With stops at major attractions and scenic viewpoints, you'll leave with plenty of photos and stories to share.
Frequently asked questions
How long is the Chicago Scenic Driving Tour?
The tour lasts approximately 2 hours, giving you a quick yet thorough overview of the city’s top sights.
What’s included in the tour?
Your package includes private transportation, a knowledgeable guide/driver, bottled water, and hotel pickup and drop-off within 5 miles of downtown Chicago.
Can I customize the stops or itinerary?
While the tour follows a standard route, you can skip certain stops or customize your experience based on your interests. Just let your guide know.
Is the tour suitable for children or people with mobility issues?
Yes. Infants and small children can ride in a pram or stroller, and the tour is suitable for all physical fitness levels.
Are tips included?
Tips are not included but are appreciated if you enjoyed the experience.
What attractions will we see during the tour?
Highlights include Wrigley Field, Lincoln Park Zoo, Millennium Park, the Magnificent Mile, the Chicago Cultural Center, and more. You’ll also pass by landmarks like Michigan Avenue Bridge, Grant Park, and Lake Shore Drive.
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Bottled Water
- Private transportation
- Free hotel/other location pickup & return within 5 miles of downtown Chicago
- Guided driving tour
Not included
- Gratuities not included, but appreciated
- Food is not included, but you can be taken to enjoy Chicago-style popcorn, hotdogs, or donuts
Itinerary
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Stop 1
Tour of Wrigley Field, home of the Chicago Cubs. Capture photos of the iconic red marquee at one of baseball's oldest ballparks.
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Stop 2
Drive past Lincoln Park Zoo, a beloved Chicago attraction with diverse animal exhibits and beautiful landscaped grounds.
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Stop 3
Drive by the Chicago History Museum, showcasing fascinating artifacts and exhibits about the city's past. This stop can be skipped or customized.
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Stop 4
Pass along Chicago's Magnificent Mile, famous for upscale shopping, historic architecture, and vibrant city life.
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Stop 5
Drive by Michigan Avenue Bridge, offering scenic views of the Chicago River and city skyline.
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Stop 6
Tour Millennium Park, home to Cloud Gate, Crown Fountain, and the Jay Pritzker Pavilion. Enjoy gardens and art installations.
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Stop 7
Drive past The Art Institute of Chicago, renowned for its world-class art collections and masterpieces.
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Stop 8
Visit the Chicago Cultural Center, famous for its Tiffany stained-glass dome and cultural events. This stop lasts about 20 minutes.
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Stop 9
Begin your journey along historic Route 66, exploring landmarks and the highway's rich history.
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Stop 10
Drive through Grant Park, discovering statues and iconic Chicago sights.
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Stop 11
Pass by the Museum Campus with great views of the skyline, perfect for photos.
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Stop 12
While on Lake Shore Drive, enjoy views of Lake Michigan and the Navy Pier Ferris Wheel.
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Stop 13
Visit Buckingham Fountain, a historic Chicago landmark known for its impressive water displays. This stop lasts about 10 minutes.
Meeting point & pickup
Hotel pickup included for all travelers
You will receive a call or text 30 minutes before your scheduled pickup time. Meet at your hotel entrance.
Open in Google MapsHow to get there
Pickup is available from 31 listed hotels. Exact time will be confirmed after booking.
Cancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of departure
- Cancellations may occur due to bad weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $315.00 per person
- Free cancellation
- Secure checkout with our booking partner
