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    1. Local experiences
    2. /Things to do in Chicago…
    3. /Cultural Tours
    4. /Neighborhood Tours
    5. /Private Chicago South Side & Obama Neighborhood Tour
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    Private Chicago South Side & Obama Neighborhood Tour

    Explore the history, neighborhood culture, and presidential ties of Chicago's South Side

    Duration

    3 hrs

    Ideal For

    Up to 10 people

    Includes

    Transport, Guide

    Highlights

    Explore beyond central Chicago on a private guided tour by vehicle, with time to walk and discover the city's cultural layers. Trace how communities once segregated from the rest of Chicago strengthened their neighborhoods and shaped American history, through a mix of politics, architecture, and art.

    • Walk in front of one of the Obamas' homes
    • Explore a university campus in an area known for its intellectual life
    • Visit filming locations from Chicago Fire and Chicago P.D.
    • Discover Chinatown, with opportunities to try local dishes or bubble tea
    • See street art in Pilsen, a Latino neighborhood

    Important details

    • You're financially responsible for vehicle damage caused by you or anyone in your party. Damage charges are not included in the listed price.
    • Arrive at the meeting point at the scheduled time. Any delay counts toward your tour time, and arriving more than 20 minutes late may be treated as a no-show.
    Split the cost with your group

    This booking is for the whole experience, which fits up to 10 guests.

    From$30per person
    Split with

    Cancellation Policy

    For cancellations 8 or more days before the tour, 30% of the booking price is retained for groups of 1–7, and 70% for groups of more than 8. Cancellations 7 days or less before the tour are charged in full, with no refund. Date and time changes are not allowed after purchase.

    Product ID: MSDA5M

    FAQs

    The South Side tour runs from May 15 through October 15.

    Experience provided by Chicago Travel & Tours

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Fits up to 10 guests

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

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