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An aerial view of a city with modern buildings, a curved road, and sports fields. 1
Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline 2
Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline 3
Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline 4
Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline 5

Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline

By Jupiter Legend Corporation
Free cancellation available
Price is £36 per adult

Features

  • Free cancellation available
  • 3h
  • Mobile voucher
  • Instant confirmation

Overview

  • Explore Chicago’s iconic riverfront skyscrapers and historic
  • See legendary architecture including Willis Tower and Marina
  • Discover the heart of Chicago’s financial, civic, and archit
  • Pass by Millennium Park & spend time at Cloud Gate--The Bean
  • Enjoy a panoramic Chicago skyline view for all guests

Activity location

  • chicago
    • Cook County
    • Chicago, Illinois, United States of America

Meeting/Redemption Point

  • Chicago Athletic Association Hotel (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.)
    • 12 South Michigan Avenue
    • 60603, Chicago, Illinois, United States of America

Multiple meeting/redemption points available, see location information for full list

Check availability

Afternoon Tour

  • Activity duration is 3 hours3h
    3h
  • English

Pickup time may differ from voucher start time. Confirm with operator after booking. Check “Meeting & Pick-Up” for details. Arrive 5–10 mins early.

2:00PM Departure Chicago: Millennium Park Welcome Centre;201 E Randolph St, Chicago, IL 60601;

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

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.

The drop-off locations are same as pick-up locations

Language options: English
Starting time: 14:00
Price details
£35.81 x 1 Adult£35.81
Total
Price is £35.81

Morning Tour

  • Activity duration is 3 hours3h
    3h
  • English

Pickup time may differ from voucher start time. Confirm with operator after booking. Check “Meeting & Pick-Up” for details. Arrive 5–10 mins early.

Pick-up/drop-off at city centre Chicago hotels between 7:00 AM and 9:00 AM. See itinerary for specific addresses.

Pickup Points (7):

Palmer House a Hilton Hotel — 17 E Monroe St, Chicago, IL 60603 Chicago

Athletic Association Hotel — 12 S Michigan Ave, Chicago, IL 60603

Arlo Chicago — 168 N Michigan Ave, Chicago, IL 60601

Hyatt Regency Chicago — 151 E Wacker Drive, Chicago, IL 60601

Hilton Chicago — 720 S Michigan Avenue, Chicago, IL 60605

InterContinental Chicago Magnificent Mile by IHG — 505 N Michigan Avenue, Chicago, IL 60611

09:00Departure Chicago: Millennium Park Welcome Centre;201 E Randolph St, Chicago, IL 60601;

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

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.

The drop-off locations are same as pick-up locations

Language options: English
Starting time: 09:00
Price details
£35.81 x 1 Adult£35.81
Total
Price is £35.81

What's included, what's not

  • What's includedWhat's included
    Travel with an expert Tour Guide/Driver Guide for a Smooth and Insightful Journey
  • What's includedWhat's included
    Ride in Comfortable and Professionally Maintained Vehicles (vehicle based on number of guests)
  • What's includedWhat's included
    Bottled water
  • What's includedWhat's included
    Snacks-Granola Bar
  • What's excludedWhat's excluded
    Personal Expenses
  • What's excludedWhat's excluded
    Meals, Food and Drinks
  • What's excludedWhat's excluded
    Service charge (15 - 20 percent Recommended)

Know before you book

  • Travellers under 18 must be with an adult. Pregnant travellers allowed if under 24 weeks.
  • Tour duration includes visit times, travel, traffic, and driving between locations.
  • Please verify your name and contact details; errors may incur additional costs.
  • For multiple bookings, please provide all confirmation numbers after booking to ensure you travel on the same bus.
  • 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.
  • For individual special needs, we may not be able to guarantee it. For special reasons, please confirm with the tour operator whether your special request is feasible after your booking is confirmed.
  • Tickets & Admission: Third-party attraction tickets or city passes are not accepted. All admission tickets must be purchased during booking or from your guide on the day of the tour.
  • Bring comfortable shoes, weather-appropriate clothing, sun hat, sunglasses, sun cream, cash, and water for hydration. A valid reachable phone number is required for safety and trip communication.
  • Children under 6 may require a booster seat by law when travelling on the minivans or vans. Please contact the operator in advance if needed; rental available on request.
  • In accordance with UK consumer law, activities services are not subject to the right of withdrawal. Supplier cancellation policy will apply.
  • This activity is provided by a professional trader (a party acting within their trade, business or profession).

What you can expect

Discover the architectural soul of Chicago on a thoughtfully curated half-day city tour. Travel through the city's most influential districts, from historic riverfront landmarks to groundbreaking modern skyscrapers. Explore the Loop's civic, financial, and architectural core, admire world-renowned towers, and experience Chicago's most celebrated public spaces. This small-group tour offers a comprehensive introduction to Chicago's skyline, history, and urban design, concluding with a panoramic skyline view before returning guests to the original pickup point. Ideal for first-time visitors and architecture enthusiasts alike.

Itinerary: Michigan Avenue & Chicago River: (20 mins) - Tribune Tower – Wrigley Building – DuSable Bridge Chicago Riverside Skyscraper Experimental Zone: Trump Tower (Pass by) - 330 North Wabash (Pass by) (formerly IBM Building / Langham Hotel) - Marina City (Corn Cob Towers) (Pass by) Chicago School & Loop Core Area: The MART (Merchandise Mart) (3 mins) - Civic Opera House (Pass by) - The CME Group Building(Pass by) - Willis Tower (formerly Sears Tower) (10 mins) Financial Order and Urban Power: Chicago Board of Trade (CBOT) (Pass by) - Federal Reserve Bank of Chicago (Pass by) Public Spaces-Road Culture-Urban Symbols: Historic Route 66 Begin Sign and Art Institute of Chicago (10 mins) - Millennium Park (Pass by)- Cloud Gate (The Bean) (30 mins) Chicago City Skyline (10 mins)

Location

Activity location

  • LOB_ACTIVITIESLOB_ACTIVITIES
    chicago
    • Cook County
    • Chicago, Illinois, United States of America

Meeting/Redemption Point

  • PEOPLEPEOPLE
    Chicago Athletic Association Hotel (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.)
    • 12 South Michigan Avenue
    • 60603, Chicago, Illinois, United States of America
  • PEOPLEPEOPLE
    InterContinental Chicago Magnificent Mile by IHG (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.)
    • 505 North Michigan Avenue
    • 60611, Chicago, Illinois, United States of America
  • PEOPLEPEOPLE
    Hyatt Regency Chicago (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.)
    • 151 East Wacker Drive
    • 60601, Chicago, Illinois, United States of America
  • PEOPLEPEOPLE
    Arlo Chicago (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.)
    • 168 North Michigan Avenue
    • 60601, Chicago, Illinois, United States of America
  • PEOPLEPEOPLE
    Palmer House a Hilton Hotel (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.)
    • 17 East Monroe Drive
    • 60603, Chicago, Illinois, United States of America
  • PEOPLEPEOPLE
    Hilton Chicago (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.)
    • 720 South Michigan Avenue
    • 60605, Chicago, Illinois, United States of America
  • PEOPLEPEOPLE
    09:00 or 14:00 Departure at Chicago: Millennium Park Welcome Center;201 E Randolph St, Chicago, IL 60601;
    • 201 East Randolph Street
    • 60601, Chicago, Illinois, United States of America