Chicago Private Custom Walking Tour with Expert Guide
Discover Chicago through a personalized private walking tour led by a local guide. This experience makes the city’s most famous landmarks and hidden gems accessible and engaging, focusing on the exteriors of iconic monuments and museums. If you're interested in exploring inside a museum, just let us know in advance, and we can customize your itinerary to include indoor visits.
Perfect for families, solo travelers, or couples, this tour offers a flexible way to connect with Chicago’s vibrant culture and rich history. Your guide shares stories and insights that bring the city’s past and present to life, making your visit truly memorable.
Starting from your accommodation or a convenient meeting point, the tour can last anywhere from 2 to 8 hours, depending on your interests. It’s a private experience designed around your preferences, with the option to customize stops and focus areas. Whether you want to see famous landmarks or discover lesser-known spots, this tour adapts to your wishes.
Frequently asked questions
What is included in the Chicago private walking tour?
The tour includes a meet-up at your accommodation (if located in the city), assistance with booking tickets for visits, a private walking tour, and customization based on your interests.
Can I customize the itinerary?
Absolutely! The itinerary is designed by your guide based on your preferences. You can choose to focus on specific landmarks, neighborhoods, or even include inside visits to museums if arranged in advance.
What is the duration of the tour?
The tour can last from 2 hours up to 8 hours, depending on what you want to see and do.
Is the tour accessible for all travelers?
Yes, the tour is wheelchair accessible. Infants and small children can ride in a pram or stroller during the walk.
What is not included in the tour?
Food or drinks during breaks, personal expenses, attraction tickets, and local transportation are not included. The tour is primarily a walking experience.
How do I start the tour?
The local guide will pick you up at your hotel if it’s in Chicago. If your hotel is outside the city center, a central meeting point will be arranged. Pickup times are confirmed after booking.
Free cancellation
Cancel at least 24 hours before the scheduled start 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 – 8 hours
Check availability to see start times.
Live tour guide
English, Spanish
Key facts
What's included
Included
- Meet at your accommodation (if located in Chicago)
- Assistance with booking attraction tickets
- Private walking tour
- Tour customization
Not included
- Food or drinks during breaks
- Personal expenses
- Attraction tickets
- Local transportation (walking tour only)
Itinerary
A flexible, private walking experience designed around your interests, led by a local guide who shares Chicago’s stories, landmarks, and hidden spots.
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Stop 1
Explore Chicago with a local guide! Discover the city’s iconic landmarks, learn about its history, and get tips on the best places to eat, shop, and explore. The guide will tailor the route based on your preferences, starting from your hotel or a central meeting point. By the end, you'll feel confident navigating the city and have insider knowledge to enhance your stay.
Meeting point & pickup
Hotel pickup included for all travelers
The local guide will pick you up at your hotel if it’s in Chicago. For hotels outside the city center, a convenient meeting point will be arranged. Pickup times are confirmed after booking. The tour can also start from a central location if preferred.
Open in Google MapsHow to get there
Pickup is available from 142 listed hotels. Exact times are confirmed after booking.
Cancellation & confirmation
Free cancellation
Cancel at least 24 hours before the scheduled start for a full refund.
- 100% refund if canceled at least 1 day before
- No refund if canceled within 0–24 hours
Instant confirmation
Your booking is confirmed immediately after checkout.
From $129.34 per person
- Free cancellation
- Secure checkout with our booking partner
