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Why We Love Chicago

Chicago is where the best of Black America is born. Find out for yourself.

This page is sponsored by the Chatham Business Association

The Windy City

Chicago in Color

Some call us the Windy City, others refer to us as Chi-Town. But one name we hear too often when comparing us to other major metros is the nickname, “The Second City.” It was originally given to us as a pejorative because people thought of us as second class. But don’t call us the Second City because it’s playing second fiddle to anyone; it’s simply because you have to visit it twice to fully appreciate it. We are the best place to be Black in the country. And our businesses and grit prove it. Beyond the Deep Dish and the Sears Tower is a culture and confidence you’ve gotta see for yourself.

The Backstory: The Black Metropolis

The foundation of Chicago's Black experience starts with the city’s first permanent non-indigenous settler: Jean Baptiste Point du Sable, a Haitian man of African and French descent. But the city truly blossomed during the Great Migration. As hundreds of thousands relocated from the South, they were often forced into a narrow track of land called the "Black Belt" due to racial restrictive covenants.

1970s image of men on Chicago's South Side
1970s image of men on Chicago's South Side
Men after the great migration sitting outside store
Men after the great migration sitting outside store

What came out of this constraint was the phenomenal Black Metropolis, a cultural engine responsible for defining the Jazz and Blues sounds we know today. This was the home of world-changing innovators, including Dr. Daniel Hale Williams, who performed one of the world's first successful open-heart surgeries, and activist Earl B. Dickerson, who led the legal fight to reverse racial covenants that barred Black folks around the U.S. from buying land in their communities. The value and impact of Chicago is unmatched politically, socially, and culturally.

Events People Love & Must-See Attractions

The epicenter of our cultural metropolitan mecca is the Bronzeville Cultural District on the South Side. You can spend a day touring landmarks like the Monument to the Great Migration and visiting the DuSable Black History Museum and Education Center. The DuSable is a must-see for its comprehensive look at the Black experience, but for a true local gem, you have to visit the South Side Community Art Center, which holds the unique distinction of being the oldest Black art center in the country.

Documerica Project of Chicago 1974
Documerica Project of Chicago 1974

In Conclusion

The Chi is an unmatched powerhouse of Black art, innovation, and industry, and the energy you feel walking through the neighborhoods—from the Loop to the Lakefront—is electric. The legacy of the Black Metropolis is still fueling the city’s heart, whether you're catching live jazz, grabbing a hot link at a historic spot, or exploring the cultural riches of Bronzeville. So lace up your walking shoes and come see why the 'Second City' is always first in our hearts.

Chicago’s Black-Owned Hotspots

Virtue Restaurant & Bar

1462 E 53rd St. Chicago, IL 60615

Stationed in the Hyde Park neighborhood of Chicago, Virtue is a Southern America‌...

Why We Featured This Business
  1. A city gem that was honored as the 2022 James Beard Foundation winner.
  2. From the first bite of cornbread and spoonful of gumbo to the last sip of a bourbon cocktail and immaculately flavored striped bass, I felt a connection to the heart that defines Southern cooking.
  3. Perfect for private events with seated dinner up to 70 guests or business clients.

Batter & Berries

2748 N. Lincoln Ave. Chicago, IL 60614

Established in 2012 by Dr. Tanya & Craig Richardson, who had the desire to add a‌...

Why We Featured This Business
  1. Batter & Berries reminded me of Waffle House but slightly more niche and of course Black-owned.
  2. Known for "Best Brunch in Chicago" and they have multiple locations throughout the city.
  3. The french toast flight where you get four slices of french toast in strawberry, blueberry, lemon, and caramel flavors.

Ja Grill Hyde Park

510 E Harper Ct Chicago, IL 60615

Ja’ Grill Hyde Park invites you to experience the Islands right here in Chicago.‌...

Why We Featured This Business
  1. The Ja’ Grill menu has been refined over the past 17 years, earning a reputation as the premier Jamaican restaurant in Chicago.
  2. The house drink Rum Punch is a fan favorite for its unique flavor and authentic Jamaican rum.
  3. The upbeat island vibes atmosphere feels like your transport to the island of love.

Ina Mae Tavern

1415 North Wood Street Chicago, IL 60622

Over the years, Chef Brian Jupiter and Mark Domitrovich have taken several trips‌...

Why We Featured This Business
  1. Ina Mae Tavern is what happens when the Big Easy meets the Windy City.
  2. Featured in Michelin Guide of Chicago for 3 consecutive years.
  3. Enjoy the upper level apartment on Airbnb for a bread & breakfast style experience.

Provaré

1523 W Chicago Ave Chicago, IL 60642

A Black-owned Italian restaurant where tradition gets a bold remix. Think handma‌...

Why We Featured This Business
  1. The fried lobster tails is a must-try starter that will not disappoint.
  2. Provaré is a restaurant you cannot skip. With it’s great staff, warm ambience, and delicious creole italian food,
  3. They have great music and are open till midnight.

Justice of the Pies

8655 S Blackstone Ave Chicago, IL 60619

Justice of the Pies is a bakery that specializes in sweet and savory pies, quich‌...

Why We Featured This Business
  1. Maya-Camille Broussard is widely known as the star of 'Bake Squad' on Netflix.
  2. This is a fun woman and disability-owned establishment that offers desserts and pastries with bold flavors.
  3. Purchase her cookbook to learn how to make sweet and savory Pies, quiches, and tarts plus inspirational stories.

Can’t Believe It’s Not Meat

1368 1/2 E 53rd St Chicago, IL 60615

Plant-based comfort food restaurant serving a modern vegan menu of burgers, sand‌...

Why We Featured This Business
  1. Delicious plant-based takes on comfort foods like burgers, Philly cheesesteaks, tacos, and pizzas that satisfy cravings without meat.
  2. Diverse menu with familiar favorites and unique vegan dishes, from loaded fries to smoothies.
  3. A great choice for vegans, vegetarians, or anyone curious about flavorful, meat-free dining.

Know of a Black-Owned Gem We’re Missing?

ByBlack opens doors for Black-owned businesses in Chicago and other cities like it — help us give them the key.

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Chicago is where the best of Black America is born. Find out for yourself.

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Sin City is a sensational place to find Black businesses

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The best city in the South also has the best Black businesses in the U.S.

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Louisville

There’s more to Kentucky than fried chicken. Find out why with our list of go-to Black owned spots.

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Support the best Black businesses on the Bayou with our New Orleans guide!

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Enjoy the past and present in the historic Black Wall Street community of Greenwood.

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Orlando is more than theme parks. Discover a city of character, Black pride and great views.

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Philadelphia has some of the best Black businesses on the east coast. Discover our favorites today!

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This city is more than crab cakes and good times. Our nickname is Charm City — come find out why.

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It’s hard not to love Oakland. See why with our helpful guide to The Town.

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Learn why we call it Chocolate City. Here’s our list of great spots you can’t afford to miss.

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This city guide is currently under construction... Check back soon for a glimpse into some of our favorite Black-owned businesses in one of our favorite cities!

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This city guide is currently under construction... Check back soon for a glimpse into some of our favorite Black-owned businesses in one of our favorite cities!

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Chatham Business Association

In partnership with Chatham Business Association

Melinda Kelly

Last updated March 25, 2026

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