Sports & recreation, Blog
Top soccer events in Chicago this summer
When it comes to enjoying the beautiful game, Chicago is in a league of its own. And there’s never been a better time to experience…
National Museum of Mexican Art in Pilsen
Chicago Like a Local blog
Unique perspectives on the city from the people who live here.
Blog, Shopping
Shop local brands and designers at these Chicago boutiques
Chicago has long been known for its world-class shopping. While The Magnificent Mile usually gets much of the (well-deserved!) glory, the city’s fashion destinations extend…
Blog, Tours & attractions
Chicago road trip ideas: 5 adventures worth the drive
Every great road trip begins with a spark, and in the Midwest, that spark is Chicago. Spend time immersed in the city’s museums, lakefront, and…
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…
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 &…
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…
Holidays
Fourth of July in Chicago
The Fourth of July is one of the best times to experience summer in Chicago. And since the holiday falls on a Saturday this year,…
Festivals & special events, Free & cheap, Music
Chicago Jazz Festival
Sept. 3 – 6, 2026 Free admission • Millennium Park The oldest of Chicago’s free lakefront music festivals, the Chicago Jazz Festival boasts an incredibly…
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…
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…
Explore Chicago hotels, flights, deals, and more
Plan your trip
