Southside Tour

Chicago, IL

4 1/2 hour tour that showcases the South and Southwest sides Chicago. We view South Lake Shore Drive as well as the homes influential residents, news makers and celebrities. We will see: historical sites, gorgeous and not so gorgeous neighborhoods, gentrification areas and more. You will see the Real Southside. We share with you reasons and historical facts on why things have occurred on the Southside. Come see the, "Real Southside." $125

Get up close and personal with the South Side of Chicago

South Side is the largest of Chicago's three major sections, consisting of many culturally significant buildings, museums and parks. It also has several essential educational institutions, medical facilities and sports teams. If you're looking to do some Chicago sightseeing through the South Side, Chicago Personal Neighborhood Tour can take you behind the scenes.

We'll cover major tourist destinations such as Hyde Park, the University of Chicago and the Ford Factory. We'll also walk through Mexican communities in Pilsen, Little Italy and Greektown. During this tour through the South Side of Chicago, you'll become familiar with many different cultural and social landmarks that have played important roles in American history.

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Chicago Tour - South Side

Get an insider's introduction to one of Chicago's most distinctive neighborhoods during this half-day private tour of the South Side. Learn about Hyde Park's blue-collar history and rich African American heritage. See where the atomic bomb was developed on the University of Chicago's campus. You'll also pass through Mexican communities in Pilsen, as well as Little Italy and Greektown.

What's Included

  • Phone charging port.

What to expect

This is a typical itinerary for this product

Pass By: Hyde Park, Hyde Park, Illinois

The Blue-Collar side of Chicago many call it! This tour will show The Ford Factory, home of the steel mills and the blue-collar neighborhoods and many places on the South Side, home to the 44th President of The United States, Barack Obama. We tour: Bronzeville. A historical African American neighborhood and early business district as well as Hyde Park, home of the World renowned University of Chicago (the spot where the atomic bomb was born and yes we show the spot!) We explore South Lake Drive and life along the lake. Chicago has a border with Indiana, we show how that special dynamic works. We visit Beverly Hills, Chinatown, and the large and highly populated Puerto Rican Neighborhood "Little Village".

Pass By: Pilsen, 1831 S Halsted St, Chicago, IL 60608-3455

We also pass through Pilsen, a proud Mexican community. If you give us any kind of trouble we will drop you off at Cook County jail as we pass by it too! Before ending we head back east, we go thru Little Italy Greektown. It's blue-collar! We even visit a lime quarry in the Bridgeport neighborhood. Have your camera ready and know that after this tour you will know tons about The Southside of Chicago, not just downtown.

Departure & return

Departure details

Traveler pickup is offered for free from downtown Chicago hotels.
If the schedule allows, pick up from airport is an option for an additional $60, the price of an Uber ride.
Airport pickup is provided at a 10% lower rate than Uber/Lyft/Rideshare
The Chicago Theatre, 175 N State St, Chicago, IL 60601, USA
The front entrance of the Chicago Theater. **If you staying at a Chicago downtown hotel, we will pick you up from the hotel.
Midway Airport, 5700 Cicero Ave, Chicago, IL 60638
O'Hare Intl Airport, 10000 W O'Hare Ave, Chicago, IL 60666
Hotel pickup is offered. View the hotel list on our checkout page to see if yours is included among the pickup points.

Return details

Returns to original departure point


  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation

If you have questions about accessibility, we'd be happy to help. Just call the number below and reference the product code: 305473P3
+1 855 275 5071

Additional Information

  • Confirmation will be received at time of booking
  • Most travelers can participate
  • This experience requires good weather. If it's canceled due to poor weather, you'll be offered a different date or a full refund
  • This experience 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
  • This tour/activity will have a maximum of 5 travelers

Cancellation policy

For a full refund, cancel at least 24 hours in advance of the start date of the experience.

Covid safety

A note from Chicago Tour - South Side
Roof on tour van will be open throughout tour to provide additional ventilation. Windows can be opened for passengers's comfort. Seats on van are 18 inches apart. All drivers have been vaccinated for COVID-19.
What you can expect during your visit
  • Regularly sanitized high-traffic areas
  • Guides required to regularly wash hands
  • Hand sanitizer available to travelers and staff
  • Transportation vehicles regularly sanitized
  • Paid stay-at-home policy for staff with symptoms
  • Gear/equipment sanitized between use
  • Social distancing enforced throughout experience
  • Face masks provided for travelers


Which attractions will I visit with Chicago Tour - South Side?
During this experience, places you will visit include:
Discover and book Chicago Tour - South Side on Tripadvisor
How much is Chicago Tour - South Side?
Chicago Tour - South Side price starts from $125.00. Discover and book Chicago Tour - South Side on Tripadvisor
What is the Chicago Tour - South Side cancellation policy?
Chicago Tour - South Side cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Chicago Tour - South Side on Tripadvisor
Which company provides Chicago Tour - South Side?
Chicago Tour - South Side is hosted by Chicago Personal Neighborhood Tours. Read reviews, discover additonal experiences or contact Chicago Personal Neighborhood Tours on Tripadvisor. Discover and book Chicago Tour - South Side on Tripadvisor

Can service between 2-6 people (2 person minimum) or 10-100 people on a tour.
You can cancel within 24 Hours and get a refund.