Articles, Parks & outdoors
Guide to kayaking in Chicago
Chicago is lucky enough to be home to not one, but two stunning waterfronts — the Chicago River and Lake Michigan. Both of these iconic…
Kelsey O'Connor
71 posts by Kelsey O'Connor
Festivals & special events
Chicago House Music Festival and Conference
Aug. 22 – 23, 2025 Free admission • Millennium Park and beyond The Chicago House Music Festival is an annual celebration of the Chicago-born genre…
Blog, Neighborhoods
Spend a day in Chicago’s Hermosa neighborhood
Hermosa is a small neighborhood on Chicago’s northwest side that’s home to a close-knit Hispanic population, local eateries, vintage warehouses, and lots of hidden gems.…
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 pop up in Jackson Park, and city parks begin to overflow with…
Articles, Hotels
Chicago hotels with rooftop bars
Chicago is a city known for its stunning skyline, and one of the best ways to enjoy it is from the city’s many rooftop bars.…
Blog, Special events
Your guide to the Chicago Auto Show 2025
For car lovers, winter in Chicago can only mean one thing — the Chicago Auto Show. Whether you’re a first-time or an Auto Show veteran,…
Blog, Special events
30+ things to do in Chicago in 2025: concerts, exhibits, festivals, and more
For Chicago, 2024 was a milestone year — the city hosted major gatherings like the Democratic National Convention, welcomed millions of visitors from around the…
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, Dining
17 vegetarian restaurant deals during Chicago Restaurant Week 2025
You don’t have to be a carnivore to enjoy a good meal in Chicago. The city is filled with vegetarian restaurants offering a stunning range…
Festivals, Festivals & special events, Special events
Your guide to the Chicago Thanksgiving Parade 2024
Thursday, Nov. 28, 2024 • State Street It’s turkey time! The Chicago Thanksgiving Parade, a local tradition for almost 90 years, kicks off the holiday…
Articles, Shopping and fashion
Shopping malls in Chicago
From one-of-a-kind boutiques to some of the most famous retail districts in the world, shopping in Chicago is unmatched. The city’s shopping scene offers a…
Blog, Special events
Your guide to the first-ever Chicago Fashion Week
Chicago has long been known as a place of artistic expression, from the ground-breaking public art on our streets to the masterpieces in our museums…
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