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Private and All-Inclusive Tour of Chicago

Chicago, USA
Book online or call us

from $750 per person

Lowest Price Guarantee
Private and All-Inclusive Tour of Chicago Image 1
Private and All-Inclusive Tour of Chicago Image 2
Private and All-Inclusive Tour of Chicago Image 3
Private and All-Inclusive Tour of Chicago Image 4
Private and All-Inclusive Tour of Chicago Image 5
6 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
Instant confirmation

Overview

Experience the best of Chicago on this private full-day city tour designed for a fun, stress-free day of exploring. Enjoy comfortable hotel pickup, ride in a spacious, air-conditioned vehicle, and let your friendly local guide show you the city’s most iconic sights and hidden gems.

See top landmarks like Millennium Park, Cloud Gate (The Bean), Buckingham Fountain, the Chicago Cultural Center, and Wrigley Field, while discovering vintage architecture, vibrant neighborhoods, and photo-worthy murals along the way.

This experience is fully private and customizable, giving you plenty of time for photos, exploring, or grabbing lunch at a local favorite. With insider stories, scenic stops, and seamless transportation, it’s the perfect way to see Chicago in one unforgettable day.

What's Included

  • Lunch
  • Bottled water
  • All Fees and Taxes
    See 2 more

    Meeting and Pickup

    Pickup point
    Pickup details

    We'll pick you up from your hotels that are located inside the city. Let us know your hotel before purchasing for this tour. Thanks!

    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.
    Read more

    Safe & secure Easy breezy Hassle‑free

    Clarence F. Buckingham Fountain

    Buckingham Fountain is a Chicago Landmark in the center of Grant Park, and between Queen's Landing and Congress Parkway. Dedicated in 1927, it is one of the largest fountains in the world.
    Read more

    15 minutes Admission Ticket Free

    Michigan Avenue Bridge

    Michigan Avenue is a north-south street in Chicago which runs at 100 east on the Chicago grid. The northern end of the street is at Lake Shore Drive on the shore of Lake Michigan in the Gold Coast Historic District.
    Read more

    15 minutes Admission Ticket Free

    Chicago Cultural Center

    The Chicago Cultural Center, opened in 1897, is a Chicago Landmark building operated by Chicago's Department of Cultural Affairs and Special Events that houses the city's official reception venue where the Mayor of Chicago has welcomed Presidents and royalty, diplomats and community leaders
    Read more

    30 minutes Admission Ticket Free

    Cloud Gate

    Cloud Gate is a public sculpture by Indian-born British artist Sir Anish Kapoor, that is the centerpiece of AT&T Plaza at Millennium Park in the Loop community area of Chicago, Illinois. The sculpture and AT&T Plaza are located on top of Park Grill, between the Chase Promenade and McCormick Tribune Plaza & Ice Rink
    Read more

    30 minutes Admission Ticket Free

    Millennium Park

    Millennium Park is a public park located in the Loop community area of Chicago in Illinois operated by the Chicago Department of Cultural Affairs and managed by MB Real Estate.
    Read more

    30 minutes Admission Ticket Free

    Crown Fountain (pass by)

    Crown Fountain is an interactive work of public art and video sculpture featured in Chicago's Millennium Park, which is located in the Loop community area. Designed by Catalan artist Jaume Plensa and executed by Krueck and Sexton Architects, it opened in July 2004.
    Read more

    The Chicago Theatre

    The Chicago Theatre, originally known as the Balaban and Katz Chicago Theatre, is a landmark theater located on North State Street in the Loop area of Chicago, Illinois, United States. Built in 1921, the Chicago Theatre was the flagship for the Balaban and Katz group of theaters run by A. J
    Read more

    15 minutes Admission Ticket Free

    Garfield Park Conservatory

    Garfield Park is a 184-acre urban park located in the East Garfield Park neighborhood on Chicago's West Side. It was designed as a pleasure ground by William LeBaron Jenney and is the oldest of the three large original Chicago West Side parks.
    Read more

    15 minutes Admission Ticket Free

    Chicago (pass by)

    The biggest city in Illinois.
    Read more

    Wrigley Field

    Wrigley Field is a baseball park located on the North Side of Chicago, Illinois. It is the home of the Chicago Cubs, one of the city's two Major League Baseball franchises. It first opened in 1914 as Weeghman Park for Charles Weeghman's Chicago Whales of the Federal League, which folded after the 1915 baseball season.
    Read more

    15 minutes Admission Ticket Free

    360 Chicago Observation Deck

    Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000 ft. up.
    Read more

    15 minutes Admission Ticket Free

    The Art Institute of Chicago (pass by)

    Equal parts museum and academic institution, The Art Institute of Chicago has been a fixture on the creative landscape since its founding by a group of artists in 1879. With a famous pair of bronze lions standing sentry, the not-for-profit organization's museum houses some 300,000 works of art in a dozen collections ranging from Asian art to architecture to textiles.
    Read more
    Show 11 more stops

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels

    Frequently Asked Questions (8)

    Q: What is the cancellation policy for the Private and All-Inclusive Tour of Chicago?

    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).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. 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-177345P17

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    Frequently Asked Questions (8)

    Activity name

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

    Filter by:

    Q: What is the cancellation policy for the Private and All-Inclusive Tour of Chicago?
    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).
    • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
    Apr 2025
    Q: What's included in the price?
    A:
    The following is included:
    • Lunch.
    • Bottled water.
    • All Fees and Taxes.
    • Private car with Air Conditioning.
    • English Speaking Tour Guide.
    Apr 2025
    Q: What is the weather cancellation policy?
    A:

    This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

    Apr 2025
    Q: What is the minimum age for this tour?
    A:

    There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

    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 Private and All-Inclusive Tour of Chicago is as follows:

    • Public transportation options are available nearby
    • 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 Private and All-Inclusive Tour of Chicago 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

    What's Included

    Activity name

    • Lunch
    • Bottled water
    • All Fees and Taxes
    • Private car with Air Conditioning
    • English Speaking Tour Guide

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels

    Report Product Issue

    Activity name