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Merry Chicago · Free
Your holiday plan in three steps.
Filter by free admission, family-friendly, date night or this weekend.
Switch between city and suburbs, then open an event for its dates, hours and official site.
Save it to My List, and add Merry Chicago to your phone’s home screen.
No account and no app-store download. Dog-friendly and accessibility details appear where organizers confirm them. Sponsored listings are always labeled.
Chicago is really a collection of neighborhoods, each with its own personality — and the best way to find your kind of trip is to start with the map. Tap any neighborhood to dig into where to eat, drink, and explore, from Andersonville up north to Pilsen and the South Loop.
We don’t just list Chicago’s best spots — we pin them. Many of our guides come with a map, so you can find what’s nearest you or your hotel instead of scrolling a list. Our rooftop bar map is a good place to start: skyline lounges downtown, local beer gardens up north, each pinned and ready to explore.
Chicago is my second home, and my favorite story to tell.
I split my time between Chicago and Michigan, and I’ve talked Chicago travel on FOX 32, WGN and FOX 17 West Michigan. Little Chicago Guide is what I’d tell a friend before their first visit: neighborhood favorites, honest restaurant picks, and the parts of the city that aren’t on the postcards. Sponsored listings are always labeled.
