Chicago Like a Local blog

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

Latest Posts

Blog, Shopping

A guide to the best shopping streets in Chicago

Chicago’s local shopping streets tell the story of the city itself — creative, unique, and rooted in community. Across the city, these vibrant retail corridors…

Blog, Special events

Introducing the Windy City Boat & Yacht Show, a new in-water boat show

This summer marks the inaugural Windy City Boat & Yacht Show, a brand new in-water boat show taking place at Burnham Harbor. Windy City Boat &…

ChiBoys storefront in O'Hare International Airport in Chicago

Blog

Top airport shops for Chicago souvenirs

Before leaving Chicago, make O’Hare (ORD) or Midway (MDW) International Airports your last shopping stop. Both airports showcase local foods, favorite brands, and uniquely Chicago gifts…

Special events

How to celebrate Pride Month 2026 in Chicago

In Chicago, Pride is more than just a month. The city celebrates LGBTQ+ culture all year long with film festivals, art exhibits, drag shows, theatrical…

Travelers rlelax. work and eat before and after flights at Midway Central Market

Blog, Sponsored

Top things to do at Chicago’s Midway Airport

Chicago Midway International Airport is much more than a place to catch a flight. From local dining favorites and immersive art to family-friendly spaces and…

Architecture & history, Blog, Special events

How to celebrate Juneteenth 2026 in Chicago

Dating back to 1865, Juneteenth is a nationally celebrated commemoration of the ending of chattel slavery in the U.S. On June 19, 1865, Union soldiers…

Natya Dance Theatre performs at Chicago Dance Month 2025. Michelle Reid Photography.

Special events

Chicago Dance Month 2026: must-see events and shows

Salsa, rumba, or waltz your way into summer during the 13th annual Chicago Dance Month. Chicago Dance Month brings free events showcasing a diverse array…

Blog, Free & cheap, Special events

The best free things to do in Millennium Park this summer

Millennium Park events this summer Free evening concerts on Monday and Thursday from June 15 – Aug. 6 Free movie screenings on Tuesdays from June…

Architecture & history, Blog, LGBTQ+, Neighborhoods

Queer Chicago history: the story of The Belmont Rocks

The first time I happened upon the Belmont Rocks, I thought I had found a slice of heaven … with a very loose dress code.…

Arts, culture & entertainment, Special events

Celebrate Haitian American Heritage Month in Chicago

Haitian heritage runs deep in Chicago. The city has a special connection to the Caribbean nation — Jean Baptiste Point du Sable, Chicago’s first permanent…