Discover Chicago's Highlights & Stunning Views on a Private Tour
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Discover Chicago’s most iconic sights on a private half-day tour designed just for you. Your journey begins at the Crown Fountain in Millennium Park, where you'll see the interactive video art and the famous Cloud Gate sculpture, known as 'The Bean,' reflecting the city's skyline.
Next, stroll through the Loop area to admire the Picasso sculpture in Daley Plaza and cross the historic DuSable Bridge over the Chicago River. You'll also visit The Chicago Roastery, a five-story coffee haven, and enjoy some free time to explore the vibrant Magnificent Mile with its shops and eateries.
Finally, ascend to the Hancock Tower’s Observation Deck for breathtaking 360-degree views of Chicago. Your guide will give you tickets to enjoy the deck at your leisure, wrapping up a memorable half-day adventure through the Windy City.
Frequently asked questions
How long is the private Chicago half-day tour?
The tour lasts approximately 3 hours, giving you plenty of time to see the main sights and enjoy the Observation Deck.
What’s included in the tour?
Your package includes a friendly private guide, tickets to the Hancock Tower Observation Deck, and ample time for photos at each stop.
Are there any physical requirements?
Yes, the tour is wheelchair accessible, but travelers should have at least a moderate level of physical fitness to comfortably enjoy all stops.
Can I customize the tour?
This is a private tour, so you can discuss your preferences with your guide to tailor the experience to your interests.
What’s not included?
Food and drinks, gratuities, transportation, and hotel pickup or drop-off are not included in the tour price.
How do I meet the guide?
Meet your guide at the Crown Fountain, located at 201 E Randolph St, Chicago. The guide will be there to greet you at the start of the tour.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 3 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Plenty of time to take photos of your favorite spots
- Hancock Tower Observation Deck tickets
- A friendly, professional guide for your private group
Not included
- Food and drinks
- Gratuities
- Transportation
- Hotel pickup and drop-off
Itinerary
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Stop 1
Meet your guide at the Crown Fountain, an interactive art piece (off during winter), and explore Millennium Park, home to the Cloud Gate sculpture reflecting Chicago’s skyline.
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Stop 2
Walk into the Loop to see The Picasso sculpture in Daley Plaza, then cross the historic DuSable Bridge over the Chicago River.
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Stop 3
Visit The Chicago Roastery, a five-story coffee experience, and stroll along the lively Magnificent Mile for shopping and dining.
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Stop 4
Enjoy panoramic views of Chicago from the Hancock Tower’s Observation Deck. Your guide will give you tickets for you to enjoy at your leisure during the last hour.
Meeting point & pickup
Meet at the starting point
Your guide will meet you at the Crown Fountain, located at 201 E Randolph St, Chicago, IL 60601.
Open in Google MapsCancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day before
- 0% refund if cancelled less than 24 hours before
Instant confirmation
Your booking is confirmed immediately after checkout.
From $240.00 per person
- Free cancellation
- Secure checkout with our booking partner
