Chicago Highlights Private Walking Tour with a Guide

1 Review |

Recommended by 100% of reviewers

| Chicago, USA

2 hours (approx.)

Mobile ticket

Offered in: English

Instant confirmation

Overview

Immerse yourself in Chicago's architectural heritage on an exclusive walking tour, delving into the city's iconic structures and Art Deco gems. Begin your intimate journey by marveling at the grandeur of the Wrigley Building, followed by a step into the opulence of the Palmer House Hilton lobby.
Admire the sleek lines of the Carbide and Carbon Building, a testament to Art Deco elegance, before appreciating the historic significance of the Reliance Building. Conclude your architectural odyssey with a visit to the exquisite Chicago Cultural Center, a masterpiece of design and culture. Throughout the tour, your knowledgeable guide illuminates Chicago's rich history and architectural evolution, weaving captivating stories that offer insight into the city's vibrant past and enduring legacy.

What's Included

Private and exclusive tour, there won't be anyone else in your group.
Help from our team to book the tickets for the desired visits.
Walking tour
Customization of the tour
In person: English, Italian, French and Spanish speaking guide

Drink or Food
Tips (Optional)
Tickets to any attractions
Transportations (The cost of using public transport during the tour is at your own expense)

See 3 more See 4 more

Meeting Location

Meeting point

85 East Wacker Drive
Chicago, IL 60601, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.

Safe & secure Easy breezy Hassle‑free

Wrigley Building

An iconic Chicago skyscraper known for its striking white terra cotta facade and clock tower, situated on Michigan Avenue overlooking the Chicago River.

24 minutes Admission Ticket Free

Palmer House Hilton Historic Lobby

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

24 minutes Admission Ticket Free

Carbide and Carbon Building

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

24 minutes Admission Ticket Free

Reliance Building

A historic skyscraper renowned for its innovative steel-frame construction and glass curtain walls, considered one of the earliest examples of modern architecture.

24 minutes Admission Ticket Free

Chicago Cultural Center

A landmark cultural venue housed in a historic Beaux-Arts building, featuring free art exhibitions, performances, and events, as well as stunning Tiffany glass domes.

24 minutes Admission Ticket Free

Show 4 more stops

Additional Info

Confirmation is instant and will be received at time of booking
Wheelchair accessible
Public transportation options are available nearby

Recommended for everyone
Suitable for all physical fitness levels
It's a city tour and not a tour inside the monuments.

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Chicago Highlights Private Walking Tour with a Guide?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-104357P672

Traveler Photos

Reviews

5.00

1 reviews

Average 5.00 out of 5 stars based on 1 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

5 stars

1

4 stars

0

3 stars

0

2 stars

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Last Minute Availability

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The answers provided below were previously given in response to questions from City Sky Diving customers.

Q: What is the cancellation policy for the Chicago Highlights Private Walking Tour with a Guide?

A:

You can cancel up to 24 hours in advance of the tour for a full refund.

For a full refund, you must cancel at least 24 hours before the tour start time.
If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the tour start time will not be accepted.
Cut-off times are based on the tour local time (CST).

Apr 2025

Q: What's included in the price?

A:

The following is included:

Private and exclusive tour, there won't be anyone else in your group.
Help from our team to book the tickets for the desired visits.
Walking tour.
Customization of the tour.
In person: English, Italian, French and Spanish speaking guide.

The following is NOT included:

Drink or Food.
Tips (Optional).
Tickets to any attractions.
Transportations (The cost of using public transport during the tour is at your own expense).

Apr 2025

Q: What is the minimum age for this tour?

A:

The minimum age to participate is 1..

Apr 2025

Q: My date is not available in the calendar, I am just checking to see if it is available?

A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025

Q: Is this an accessible tour?

A:

Accessibility information for the Chicago Highlights Private Walking Tour with a Guide is as follows:

Wheelchair accessible
Public transportation options are available nearby
Recommended for everyone
Suitable for all physical fitness levels

Apr 2025

Q: Where is the meeting point for this activity?

A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Chicago Highlights Private Walking Tour with a Guide will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

Mar 2024

Q: How long does a refund take to reach my card, and can I get it faster?

A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

Rewards

Rewards is a loyalty program operated by City Sky Diving. Rewards may be earned by any eligible person holding a City Sky Diving account, subject to the City Sky Diving customer Terms of Use.
Your account and your rewards balance are shared across all our participating sites, including cooldestinations.com. Rewards earned on any participating site can be redeemed on any other participating site.

Earning rewards

Rewards can be earned by making bookings on City Sky Diving or on any other participating site. You will see the value of the rewards you can earn during the booking process.
Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
Earned rewards will be available to redeem once they are no longer in a pending state.
For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

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Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you switch them off at checkout. Bookings made using rewards are subject to the standard City Sky Diving customer Terms of Use.
You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
Rewards are non-transferable and cannot be redeemed for cash.
If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

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Cancelling Your Reservation

To cancel your Reservation you must contact City Sky Diving as soon as possible.

Cancellation Due To Bad Weather
If your Activity Operator must cancel due to bad weather and cannot accommodate you on another day, you will be issued a refund. Please be aware before issuing a refund, City Sky Diving will confirm if this is the case. Please note, this is only a valid reason if the Tour Operator cancels the tour.

If Tour Operator Cancels Tour or Excursion
If, for some reason, a Tour Operator cancels and cannot accommodate you on another day or at another time, you will be offered a refund and the option to take the trip. In the event of cancellation due to bad weather, City Sky Diving will confirm this before authorizing a refund.

Refunds

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Wherever possible, refunds are handled via our automated online system. In some cases, your refund request will require verification from various parties, and that work is done exclusively via email.
Approved refunds will be issued to your original method of payment within thirty (30 days) from the date of the approval.

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Customer Responsibility

Showing Up Late
If you or a member of your party shows up late and are consequently not able to participate you will still be responsible for the full amount of the Tour, Activity, or Excursion.

No Shows
If you, or a member of your party, do not show up for your Tour, Activity, or Excursion you will be responsible for the full amount of reservation.

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Arrangements set forth in Your Booking are made solely for the convenience of the Ticket Holder and are at Ticket Holder’s risk. The Providers of such Services are independent contractors and are not acting as agents or representatives of City Sky Diving, or their respective affiliates or subsidiaries. In no event shall City Sky Diving be liable for any accident or harm to Ticket Holders, which occurs as a result of any acts, omissions, or negligence of any independent contractors.

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Severability and Waiver

Severability
If any provision of these Terms is held to be unenforceable or invalid, such provision will be changed and interpreted to accomplish the objectives of such provision to the greatest extent possible under applicable law and the remaining provisions will continue in full force and effect.

Waiver
Except as provided herein, the failure to exercise a right or to require performance of an obligation under this Terms shall not effect a party’s ability to exercise such right or require such performance at any time thereafter nor shall be the waiver of a breach constitute a waiver of any subsequent breach.

Translation Interpretation

These Terms and Conditions may have been translated if We have made them available to You on our Service.

You agree that the original English text shall prevail in the case of a dispute.

Changes to These Terms and Conditions

We reserve the right, at Our sole discretion, to modify or replace these Terms at any time. If a revision is material We will make reasonable efforts to provide at least 30 days’ notice prior to any new terms taking effect. What constitutes a material change will be determined at Our sole discretion.

By continuing to access or use Our Service after those revisions become effective, You agree to be bound by the revised terms. If You do not agree to the new terms, in whole or in part, please stop using the website and the Service.