Free cancellation

Chicago Highlights Private Walking Tour of Iconic Architecture

5.0 (1 reviews) · By Guydeez

Discover the architectural gems of Chicago on the Chicago Highlights Private Walking Tour with a guide. This exclusive experience takes you through the city’s most iconic structures, revealing stories behind their design and history. Walk past the striking Wrigley Building, marvel at the luxurious Palmer House Hilton lobby, and admire the sleek lines of the Carbide and Carbon Building, a true Art Deco masterpiece.

Your journey continues with a visit to the historic Reliance Building, a pioneer of modern architecture, before ending at the stunning Chicago Cultural Center, a hub of art and culture. Throughout the tour, your knowledgeable guide shares fascinating insights into Chicago’s architectural evolution and vibrant past, making each stop come alive with stories.

This private tour offers a personalized experience, allowing you to explore at your own pace and ask questions along the way. It's perfect for architecture enthusiasts, history buffs, or anyone eager to see Chicago through a new lens.

Frequently asked questions

How long is the Chicago Highlights Private Walking Tour?

The tour lasts approximately 2 hours, giving you plenty of time to enjoy each stop without feeling rushed.

What languages are available for the tour guide?

Guides speak English, Italian, French, and Spanish, ensuring a comfortable experience for diverse groups.

Is the tour suitable for all ages and mobility levels?

Yes, the tour is wheelchair accessible and suitable for all physical fitness levels, making it inclusive for everyone from adults to seniors.

What is included in the tour?

You’ll enjoy a private, exclusive walking tour with a knowledgeable guide, with options to customize your experience. Assistance with booking tickets for specific visits is also provided.

Are tickets to attractions included?

No, tickets to attractions are not included. You will need to purchase them separately if you wish to enter specific sites.

Can I cancel the tour if my plans change?

Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled start time.

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 2 hours

Check availability to see start times.

Live tour guide

English, Italian, French, Spanish

Key facts

Duration 2 hours
Languages English, Italian, French, Spanish
Group size Up to 15 people
Ages Adults 1–97
Accessibility Wheelchair accessible; suitable for all fitness levels
Tour type Private

What's included

Included

  • Private and exclusive tour, with no other groups involved
  • Assistance from our team to book tickets for specific visits
  • In-person guide speaking English, Italian, French, or Spanish
  • Walking tour through Chicago's iconic sites
  • Tour customization options

Not included

  • Food and drinks
  • Tips (optional)
  • Entry tickets to attractions
  • Transportation costs during the tour (public transport at your own expense)

Itinerary

  1. Stop 1: Michigan Avenue Skyscraper

    An iconic Chicago skyscraper with a striking white terra cotta facade and clock tower, overlooking the Chicago River.

    24 minutes
  2. Stop 2: Palmer House Hilton Lobby

    A historic hotel lobby renowned for its grandeur, ornate decor, frescoed ceilings, and a stunning chandelier.

    24 minutes
  3. Stop 3: Carbide and Carbon Building

    A distinguished Art Deco skyscraper with a dark green terra cotta facade, housing offices and a luxury hotel.

    24 minutes
  4. Stop 4: Reliance Building

    A historic skyscraper celebrated for its innovative steel-frame construction and glass curtain walls, a pioneer of modern architecture.

    24 minutes
  5. Stop 5: Chicago Cultural Center

    A landmark Beaux-Arts building featuring free art exhibitions, performances, and Tiffany glass domes, a true cultural gem.

    24 minutes

Meeting point & pickup

Meet at the starting point

Meet your guide in front of LondonHouse Chicago.

Open in Google Maps

Cancellation & confirmation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 100% refund if canceled at least 1 day in advance
  • No refund if canceled within 24 hours of the start

Instant confirmation

Your booking is confirmed immediately after checkout.

From $129.34 per person

Adult Age 1–97
1
  • Free cancellation
  • Secure checkout with our booking partner

Reliable & Guaranteed Tickets

Book this experience through our trusted partner and enjoy secure checkout, verified reviews, and reliable customer support.

Prices and availability are subject to change. You will be redirected to our partner website to complete your booking.