Best of Chicago: Premium Small Group City Tour

5.0 (43 reviews) 2 h 30 min – 3 hours Free cancellation

out of 5

43 reviews

5.0

Best of Chicago: Premium Small Group City Tour — Photos: the activity supplier, via Viator

Best of Chicago: Premium Small Group City Tour, photo 2 — Photos: the activity supplier, via Viator

About this activity

Discover Chicago on a 2.5-hour premium small group city tour combining landmark architecture, public art, and lakefront scenery. Begin along the Magnificent Mile and Chicago River, where Tribune Tower, the Wrigley Building, and DuSable Bridge introduce the city's skyline. Continue downtown to see Willis Tower and the Art Deco Chicago Board of Trade Building, with pass-by views of Marina City, Merchandise Mart, the Civic Opera House. Enjoy a 20-minute stop at Millennium Park to see Cloud Gate (The Bean), followed by a separate 10-minute stop at Clarence F. Buckingham Fountain in Grant Park when operating, typically May through October. Stop for a photo at the historic Route 66 Begin Sign and pass the Art Institute of Chicago before finishing at Museum Campus. Admire views of the Chicago skyline across Lake Michigan, with exterior views of the Field Museum, Adler Planetarium, and Shedd Aquarium. This compact itinerary combines Chicago's signature sights and photo stops in one outing.

Bus Tours Private and Luxury Architecture Tours City Tours Small Group Excellent Quality Low Supplier Cancellation Rate Low Last Minute Supplier Cancellation Rate

At a glance

Duration: 2 h 30 min – 3 hours
Confirmation: Confirmed within 48 hours
Ticket: Mobile or paper ticket accepted
Group: Up to 12 people
People per booking: 1–12
Guide: English
Operated by: Jupiter Legend Corporation

Ages: Infants (0–2 years) · Children (3–12 years) · Adults (13–99 years)

What is included

Included

Included: Professional English-speaking guide
Included: Bottled water
Included: Convenient pickup at designated locations
Included: 2.5-hour premium small group city sightseeing tour
Included: Snacks: Granola Bar
Included: Sightseeing stops and pass-by views as described in the itinerary
Included: Live commentary on Chicago's history, architecture, and landmarks
Included: Photo opportunities at selected stops, including the Route 66 Begin Sign and Museum Campus

Not included

Not included: Personal Expenses
Not included: Gratuities
Not included: Meals, Food and Drinks

Itinerary

The Magnificent Mile

20 min

Explore Chicago's celebrated boulevard and riverfront, see Tribune Tower and the Wrigley Building, and cross DuSable Bridge for classic city views.
Stop 2

Passing by

Chicago River and Downtown Landmarks (Pass By)

See Trump International Hotel & Tower Chicago, the distinctive twin towers of Marina City, Merchandise Mart, and the Art Deco Civic Opera House.
Catalog at Willis Tower

5 min

View the exterior of one of Chicago's most recognizable skyscrapers, once the tallest building in the world.
Stop 4

Passing by

Admire the grand Art Deco exterior of Chicago's historic Old Post Office.
Chicago Board Of Trade Building

5 min

See this landmark Art Deco tower, a symbol of Chicago's historic role in commodities trading.
Stop 6

Passing by

Pass the Federal Reserve Bank of Chicago, a landmark of the city's financial district.
Millennium Park

20 min

Enjoy a 20-minute stop in Millennium Park featuring Cloud Gate (The Bean). Admire the sculpture's mirror-like surface and reflections of the Chicago skyline, with time for photos in this landmark urban park.
Clarence F. Buckingham Fountain

10 min

Visit one of Chicago's most celebrated landmarks in Grant Park, known for its grand design and seasonal water displays. This 10-minute stop takes place when the fountain is operating, typically from May through October, subject to weather and the operating schedule.
Chicago Route 66 Start of the Trail Sign

10 min

Stop at the sign marking the start of historic Route 66 and capture a photo celebrating Chicago's place in American road trip history.
The Art Institute of Chicago

Passing by

The Art Institute of Chicago (Pass By)

One of the world's most renowned art museums, home to famous masterpieces and an outstanding French Impressionist collection.
Museum Campus

10 min

Take in sweeping views of the Chicago skyline across Lake Michigan, with exterior views of the Field Museum, Adler Planetarium, and Shedd Aquarium.

Meeting point and pickup

The operator picks every participant up from their accommodation or the points below.

Pickup points

THE MIDLAND HOTEL, Chicago, A Tribute Portfolio Hotel
La Quinta Inn & Suites By Wyndham Chicago Downtown
Hilton Garden Inn Chicago Downtown South Loop
theWit Chicago, a Hilton Hotel
The LaSalle Chicago, Autograph Collection
JW Marriott Chicago
Teddy Swims - This Guy Books Experience
LondonHouse Chicago, Curio Collection by Hilton
The Gwen, a Luxury Collection Hotel
Best Western Grant Park Hotel
North Harbor Tower
DoubleTree by Hilton Hotel Chicago - Magnificent Mile

and 63 more pickup points

Pickup time may differ from voucher start time. Confirm with the tour operator after booking. Check “Meeting & Pick-up” for details. Arrive 5–10 mins early. Please allow a 5–10 minute window before and after your pick-up time, as the guide may arrive slightly early or late due to multiple stops.

Chicago Downtown Hotels：Tour operator set up pick-up and drop-off points at downtown Chicago hotels between 7:00 AM and 9:00 AM. Please refer to the itinerary for the specific addresses of each point.

Other Pick up selection: 9:00am at 201 E Randolph St, Chicago, IL 60601, USA

The tour lasts approximately 3-3.5 hours. Return time may vary depending on the itinerary, traffic, and weather conditions.

Using your ticket

Please notify your order number or invoice number upon payment. Present your receipt and voucher upon check-in.

Know Before You Go

1. The maximal waiting time for any late passengers is 10 minutes beyond the meeting time announced by the Tour Guide. While JUPITER LEGEND Corporation makes every effort to provide on-time service, it does not guarantee to arrive at or depart from any point.as a specific time, which may be affected by any number of factors including weather, traffic, strikes, government shutdowns, war or mechanical prob- lems. JUPITER LEGEND Corporation is not liable for any inconvenience or expense caused as a result of such a delay, not liable for the expense of connecting air or train or bus service missed as a result of a delay and not liable for any other travel expense caused as a result of a delay.

2. JUPITER LEGEND Corporation and Ctour Holiday reserve the right, when operating conditions require, transferring passengers from one vehicle to another en route.

3. The following documents are recommended to make your check-in process smooth: A valid photo ID is required to board the vehicle; We recommend you bring a copy of the email confirmation to board the vehicle.

4. This product is a group activity. If you choose to leave the group, please inform in advance, and obtain the consent of the tour guide. You need to sign the departure agreement form and the unfinished part will be regarded as your own abandonment. The group fee will not be refunded.

5. Pets and animals are not allowed on the vehicle.

6. Emergency contact: (Toll Free) +1(866)585-8747 or +1(878)867-8687.

Cancellation

Free cancellation

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

If you cancel	You get back
At least one day before	100%
Less than a day before	0%

The operator may cancel if the weather does not allow it; you then get another date or your money back.
The operator may cancel if too few people book; you then get another date or your money back.

Good to know

Infants are required to sit on an adult’s lap
Public transportation options are available nearby
Infants and small children can ride in a pram or stroller
Suitable for all physical fitness levels
Age and Safety: Guests under 18 must be with at least one adult. Pregnant women can join the tour only if they are 24 weeks pregnant or less by the end of the trip.
Tickets and Charges: We do not accept City Passes or personal tickets for attractions. Admission and meal prices may change without notice. Tickets cannot be refunded if prices drop and no price matches on attractions are allowed.
Booking Details: Provide accurate information, including your name, contact details (preferably a mobile number), and flight information. Errors can affect your travel and any losses due to incorrect information will be your responsibility.
Leaving the Group: If you choose to leave the group, inform the tour guide in advance and sign a departure agreement. You will not receive a refund for any missed parts of the tour.
You must provide your pick-up location to the operator at least 3 days before departure. If not received, the default pick-up will be: 9:00am at 201 E Randolph St, Chicago, IL 60601, USA
By selecting an option and completing your booking, you confirm that you have read, understood, and agreed to the tour's full product description, including all details about itinerary, included and excluded fees. Your payment indicates your acceptance of these terms.
Check-In Documents: Bring a valid photo ID to board the bus. It's also a good idea to have a copy of your email confirmation.
Health Requirements: Good health is required to enjoy the tour. Contact us for policies on passengers with disabilities. We do not guarantee accessible buses or seating without prior notification.
Tour Adjustments: Guides or drivers may change the tour schedule due to weather, traffic, or other conditions to ensure a smooth trip.
Terms and Conditions: We may update these terms occasionally. Check our product website before booking. We are not liable for any consequential or incidental damages related to these terms.
For state law, Children under the age of 6 require a booster seat in order to participate in the tour group. Please understand that the violations and fines are borne by the guests themselves. There is no need for a booster seat for bus travel on the day of travel.
Closed Attractions: If attractions are closed or altered due to holidays or other reasons, we will adjust the itinerary and/or replace it with an equivalent attraction to maintain the tour’s quality.
Itinerary Changes: We may adjust the tour itinerary if needed, but the included attractions will not be reduced.