Theater
You can buy costumes from real productions at the Chicago Opera Theater’s costume sale
The COT will open its vault, and you can snag an outfit you won’t find anywhere else
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Travel
Two Chicago hotels earned new Michelin key designation for 2026
The Park Hyatt and Four Seasons join seven hotels recognized with coveted keys
Shopping
This Wicker Park shop sells vintage Japanese clothes by the pound—and a $500 Dior shirt just went for $2.98
You might score big at Happy Belated Clothing.
Shopping
You can buy non-edible food and a $409 cutting board at this West Town shop that’s definitely not a cult
The Center of Order and Experimentation represents everything we love about Chicago’s coolest neighborhood.
Restaurants
Two Chicago-area eateries made the New York Times list of America’s best restaurants, including this suburban Greek charmer
Yes, Niles, IL is officially a food destination.
Music
Riot Fest 2026 lineup and set times: the full list to keep track of
Here are the complete daily schedules for every set at Riot Fest 2026.
Things to do
This Chicago neighborhood was just named one of the world's coolest, ranking higher than places in New York, Paris and Amsterdam
It's official: West Town is the coolest neighborhood in Chicago.
Movies
Downtown Chicago is finally getting a new IMAX theater, but will it offer 70mm movies?
Chicago's movie-theater scene just got a *big* upgrade.
Travel
Two of Chicago's busiest bridges will be shut down this week—here's what drivers should know
The State Street Bridge and DuSable Lake Shore Drive bridge will be closed for maintenance ahead of the annual fall boat runs.
Discover Time Out original video