When it comes to which Chicago neighborhood is the coolest, we might not all be in agreement.
But according to a recent list, there’s one local community that’s a cut above the rest. TimeOut has released its annual roundup of 40 Coolest Neighborhoods in the World for 2026.
Here’s which Chicago hood made the ranks.
West Town named among coolest neighborhoods in the world

Chicago’s West Town is among TimeOut’s coolest global neighborhoods, claiming the number 18 spot on the list.
Previous iterations of TimeOut’s annual list have featured the likes of Logan Square, Avondale, and Hyde Park.
So where exactly is West Town and what makes it special?
The neighborhood lies west of the Chicago River and encompasses a large swath of the city including the Ukrainian Village, Wicker Park, and East Village areas.
Numerous historical immigrant communities have called West Town home, including Ukrainian, Russian, German, and Polish populations.

Today, this cultural heritage is reflected in dozens of Eastern European eateries, churches, and museums.
In recent years, West Town has seen an influx of Southeast Asian cultural influence, with restaurants like Kasama and Uncle Mike’s introducing authentic Filipino food to the neighborhood.
Chicago Avenue arguably serves as West Town’s main artery, with dozens of local businesses, art galleries, coffee shops, and restaurants lining the strip.
You can shop for Western-themed clothing at cowboy retailer Alcala’s Western Wear, or check out antique gems at American Decay a few doors down.

West Town is also home to some of the city’s most beloved music and nightlife venues, like The Empty Bottle, Subterranean, and Beauty Bar.
So whether you’re new to Chicago or simply looking for a new neighborhood to explore, make sure West Town is on your own list!
Learn more about the community and plan your visit here.