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…
Kelsey O'Connor
66 posts by Kelsey O'Connor
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…
Blog, Dining
VietFive brings authentic Vietnamese coffee and a community-minded space to Chicago
Located in Chicago’s buzzing West Loop neighborhood, VietFive has quickly become a staple in the city’s exploding coffee scene. Since opening in 2022, VietFive has…
Blog, Music
International Jazz Day 2026 is coming to Chicago
Chicago is proud to be the official host city of International Jazz Day 2026, a global celebration that honors jazz and its unique power to…
Articles, Bucket list, Itineraries, Parks & outdoors
Things to do in Chicago in the spring
What’s spring like in Chicago? Tulips bloom along iconic Michigan Avenue, cherry blossoms fill the Japanese garden in Jackson Park, and the Lakefront Trail fills…
Blog, Special events
26+ things to do in Chicago in 2026: concerts, exhibits, festivals, and more
For Chicago, 2025 was a milestone year — the city hosted major events and gatherings, welcomed millions of visitors from around the globe, and was…
Blog, Dining
Sober Chicago: N/A bars, mocktails, and more
After the indulgence of the holiday season, January is a time when people tend to cut back and seek out dry bars, mocktails, and other…
Blog, Nightlife
Winter rooftop bars, curling, and igloos in Chicago
Rooftop bar season is year-round in Chicago. These seasonal spaces are the perfect place to cure your cabin fever while still staying warm and cozy…
Blog, Parks & outdoors
Where to see fall colors in and around Chicago
Chicago’s many parks, gardens, and natural areas are gorgeous year-round — but they’re particularly stunning in the fall. That’s when you can see striking red,…
Dining
A guide to Chicago’s iconic pizza scene: must-try local spots from deep dish to tavern style
Home to some of the world’s most iconic pies, the pizza scene in Chicago rises to the occasion no matter how you slice it. The…
Articles, Music
Gospel music in Chicago: history and local events and landmarks
The legacy of gospel music in Chicago is enduring — you can still feel its heartbeat in church pews and historic venues across the city.…
Blog, Dining
Where the cast of The Bear dines in Chicago
While the latest seasons of The Bear are mainly set in a fictional fine-dining restaurant, the show is also a love letter to Chicago’s real-life…
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