ShoreTrips logo Shore Excursions - City Tours - Day Activities


Private Tour for up to 2 (Not a per person rate) $1171 USD
Private Tour for up to 4 (Not a per person rate) $1361 USD
Private Tour for up to 6 (Not a per person rate) $1682 USD
Private Tour for up to 8 (Not a per person rate) $1712 USD
Private Tour for up to 10 (Not a per person rate) $1740 USD
*Selections and optional choices will be made during checkout


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ShoreTrips says...

See Chicago in style with a luxury vehicle and a fabulous guide!

The list of things to do and see in Chicago is endless, but your knowledgeable local guide will provide a wonderful sampling of the Windy City and provide some insight on how to spend the rest of your time here.

Known as the birthplace of the skyscraper, Chicago's "Loop" is a great place to begin this tour. With famous buildings such as the Willis Tower, Tribune Tower and the Chicago Water Tower, you'll soon discover that Chicago's reputation for striking and innovative architecture is well-deserved. And no visit to downtown would be complete without a stop at Millennium Park to marvel at the famous sculpture Cloud Gate, affectionately known as "The Bean".

From downtown's commercial buildings to the grand residences along the Gold Coast, Chicago's spectacular architecture continues. Many of these 19th century mansions have been re-purposed as cultural institutions, allowing them to retain their original architectural features and beauty.

We'll explore the West Loop, a former warehouse district that has blossomed into loft apartments and trendy art galleries. We'll visit Greek Town and Randolph Street, known as "Restaurant Row".

Chicago is known for its ethnic neighborhoods and we'll visit Bronzeville, one of the country's most significant African-American communities. This area has played a significant role in civil rights and cultural and social advances. Make sure your guide shows you the former home of Barack Obama in the nearby Kenwood neighborhood.

Lastly, we'll drive through the South Loop neighborhood, perhaps one of Chicago's favorite areas for locals and visitors alike. Contained within is the Museum Campus, where you'll find the Field Museum, the Adler Planetarium and the Shedd Aquarium, all worthy of your time. Soldier Field, home to the Chicago Bears professional football team and McCormick Place, the largest convention center in the country, round out the attractions.

Armed with new information, you can now plan the rest of your visit to "Chi-town".

  • This Tour Includes:
  • Luxury vehicle
  • Experienced tour guide
  • Customized itinerary based on your interests
  • Places you might choose to see/visit:
  • Architecture tour of Downtown
  • Residential mansions of the Gold Coast
  • West Loop
  • Bronzeville
  • South Loop
  • Additional Languages Available
  • Unknown
  • *Possible upcharge at checkout for languages denoted with ($) symbol.

Days of Operation

Mon - yes
Tue - yes
Wed - yes
Thu - yes
Fri - yes
Sat - yes
Sun - yes

Departures (local time)

  • 9:00 AM (4 hrs)

Transfer / Meeting Instructions

No Taxi Required Specific pick up or taxi instructions will appear on your voucher after you purchase your trip.

Special Instructions

• This tour is a combination of driving and walking, so please dress for the weather and wear comfortable shoes.
• Your guide has you covered! Umbrellas will be provided, if needed.
• Gratuity to your guide is included in the price of the tour.


• This program is customizable. Not all sites may be able to be seen based on timing of the day. If you have specific requests, contact ShoreTrips.