Best of Chicago: Premium Small Group City Tour

5.0
(43 reviews)
Chicago, USA

2 hours 30 minutes (approximately)
Pickup offered
Offered in: English

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.

What's Included

Professional English-speaking guide
Bottled Water and Snack Bar
Sightseeing stops and pass-by views as described in the itinerary
2.5-hour premium small group city sightseeing tour with convenient pick-up at designated locations
Live commentary on Chicago's history, architecture, and landmarks
Photo opportunities at selected stops, including the Route 66 Begin Sign and Museum Campus
Personal Expenses
Gratuities
Meals, Food and Drinks

Meeting and pickup

Pickup points
You can choose a pickup location at checkout (multiple pickup locations are available).
Pickup details:

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 or 12:00 PM and 2:00 PM. Please refer to the itinerary for the specific addresses of each point.

Other Pick up selection: 9:00am or 2:00pm at 201 E Randolph St, Chicago, IL 60601, USA

The tour lasts approximately 2.5 hours. Return time may vary depending on the itinerary, traffic, and weather conditions.

Itinerary

Duration: 2 hours 30 minutes (approximately)
  • 1
    The Magnificent Mile

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

    20 minutes • Admission ticket free
  • (Pass 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.

    Admission ticket free
  • 2

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

    5 minutes • Admission ticket free
  • The Old Post Office (Pass by)

    Admire the grand Art Deco exterior of Chicago's historic Old Post Office.

    Admission ticket free
  • 3
    Chicago Board Of Trade Building

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

    5 minutes • Admission ticket free
  • (Pass by)

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

    Admission ticket free
  • 4
    Millennium Park

    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.

    20 minutes • Admission ticket free
  • 5
    Clarence F. Buckingham Fountain

    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.

    10 minutes • Admission ticket free
  • 6

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

    10 minutes • Admission ticket free
  • The Art Institute of Chicago (Pass 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.

    Admission ticket free
  • 7
    Museum Campus

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

    10 minutes • Admission ticket free

Additional info

  • 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.
Supplied by Jupiter Legend Corporation
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Tags

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

Cancellation Policy

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

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Rating

5.0 Based on 43 43 reviews
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