Chicago Like a Local blog

Unique perspectives on the city from the people who live here.

Dining

Chicago's James Beard Awards winners

Add these Chicago spots to your dining bucket list.

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Pop culture

Where the cast of The Bear eats in Chicago

Shopping

Guide to trans-owned businesses in Chicago

Neighborhoods

What to eat, see, and do in South Shore

Latest Posts

Free & cheap

10 free things to do in Chicago this August

This month, catch jazz legends at a free music festival, explore an interactive science museum, and tour a Chicago neighborhood with a friendly local —…

Blog, Special events

40+ things to do in Chicago this August 2025

There are so many great things to do this summer in Chicago. August brings a full schedule of summer block parties, major festivals (like the…

Arts, culture & entertainment, Blog, Dining, Special events

50+ Chicago spots to check out for National Black Business Month

August is National Black Business Month, the perfect time to put a spotlight on Chicago’s wealth of Black-owned businesses. Chicago’s Black entrepreneurs are an integral…

Dining, Festivals, Special events

What new at Chicago Gourmet 2025

For the last 17 years, Chicago Gourmet has brought luxurious food tastings, top-tier wine pairings, intimate experiences with acclaimed chefs, and the camaraderie of standing…

Blog, Dining

30+ of the best bakeries in Chicago

Chicago is renowned for its rich culinary landscape, and its bakeries are no exception. Whether you’re a local with a sweet tooth or a visitor…

The 77: A City of Neighborhoods

THE 77 – CHICAGO TV TRAVEL SERIES Embark on a journey through the diverse and complicated tapestry of Chicago’s neighborhoods as we unveil “The 77:…

Free & cheap

Where to watch the Chicago Air and Water Show

The Chicago Air and Water Show is one of the city’s most spectacular and beloved summer events. A longstanding tradition for more than six decades,…

Blog, Neighborhoods

5 disability-owned businesses Chicago to check out during Disability Pride Month

Every July, Chicago celebrates Disability Pride Month with an annual parade through the heart of downtown. This year is especially meaningful as we mark the…

Blog, Music, Neighborhoods

The history of jazz music on Chicago’s South Side

Chicago is a city shaped by music — and a place with a deep impact on the musical landscape. This is where house music was…

Blog, Dining

Explore Chicago one slice at a time with the new Chicago Pizza Pass

Chicago’s dynamic dining scene is home to an array of iconic pizza places, featuring everything from the city’s famous deep dish to crispy tavern style…