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South Side Tours was honored to provide transportation for the unforgettable Underground Railroad Tour of DuPage County , presented on...

We had an incredible time celebrating the birthday of legendary sculptor Richard Hunt on our Sculpting A Legacy: Richard Hunt & The Soul of Chicago tour! Together with Jon Ott & D.Lamar Preston, we honored Hunt’s legacy and explored his iconic works from downtown to the South Side — connecting art, history and community in a way only Chicago can.

Our Sculpting a Legacy: Richard Hunt & the Soul of Chicago  bus tour runs on select dates through November 15th —but we have something...

We are thrilled to announce a powerful new guided bus tour celebrating the life, legacy, and artistry of Richard Hunt — the most...

Chicago is alive with stories waiting to be discovered—and we’re bringing them to you in unforgettable ways. 📍 Reserve your spot now! ...

Big news — South Side Tours was recently featured by  Tourism Cares , and we’re thrilled to share more about our journey with you. Our...

We’re thrilled to share the incredible momentum South Side Tours has built this month — thanks to powerful partnerships, cultural...

Mark your calendars — Saturday, July 19th  is your ticket to hop-filled adventure and rich Chicago history! Our next Brewery Adventure...

Two brand-new tours. Two chances to experience the South Side like never before. Hey South Side explorers! 🗺️☀️ We’re turning up the...

🍻 3 breweries. 3 neighborhoods. 1 unforgettable Sunday on the South Side. 🎉 Mark your calendar for Sunday, June 22nd at 3PM —your next...

South Side Tours  is gearing up for an exciting 2025 spring and summer season, and we’re looking for enthusiastic individuals to join our...

Spring is the perfect time to explore Chicago’s vibrant South Side, and we’re thrilled to announce that our inaugural tour is returning...

Hey South Side Tours Family, this past December, Angela graduated from the Sunshine Enterprises Community Business Cohort , a program...

Happy New Year from South Side Tours! "Dear ANGELA, We had an amazing time at the Chi-Village  2nd Annual Kwanzaa Event in Pullman, and...

This Kwanzaa season, immerse yourself in the principles of unity, heritage, and self-determination with South Side Tours’   Kwanzaa...

Dear Subscriber, We are thrilled to announce the launch of our brand-new tour experience: South Side Tours! The South Side of Chicago is...

At South Side Tours , we believe that the heart and soul of Chicago’s South Side is best experienced through the voices of those who’ve...

Looking for the true heartbeat of Chicago? Welcome to Bronzeville , the iconic South Side neighborhood that shaped our city and country’s...

Chicago’s South Side is filled with history, culture, and surprises! At South Side Tours, we go beyond the ordinary, bringing you closer...

At South Side Tours , being part of the community means more than just exploring it – it means getting involved! On August 30th we were...