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Chicago Things I love

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Chicago holds my heart. This list is filled with my go to spots. The places I’ve eaten, laughed, made friends, and memories I’ll keep forever. If you’re visiting or just want to experience the city right, start here.
Map
 
Tiffany Boyd profile picture
Michael’s Pizza is a must in a city famous for its pizza. The food is incredible, but the vibe is just as good! It’s warm, welcoming, and the kind of place you don’t want to leave. I’ve made lifelong friends there, and that alone says everything. If ...
Michael's Original Pizzeria & Tavern
 
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Sluggers is hands down one of the coolest bars in Chicago. From dueling pianos with people dancing on top, to skeeball machines lining the walls, to a full batting cage upstairs outside of the bar, there’s nothing else like it. Such a fun, high energ...
Sluggers World Class Sports Bar and Grill & Dueling Pianos
 
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River Shannon is a classic old-time Irish pub with the best kind of energy. Between the jukebox playing all the right songs and two dart boards perfect for friendly competition, it’s such a fun place to hang out with friends. Add in a solid selection...
River Shannon
 
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When I think of a hot dog, I think of a Chicago dog. And when I want a Chicago dog, I’m going to The Wieners Circle. In a city literally famed for its hot dog style, this is the spot I tell everyone to go to. Iconic, no notes.
The Wiener's Circle
 
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The J. Parker has panoramic views of Lake Michigan and the city skyline. Truly stunning. And then there are the truffle fries… hands down the best in the world, served with a house made sauce I still dream about. My mouth is literally watering just t...
The J. Parker
 
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If you’re wanting to go ice skating, skip Millenium Park and come here! It’s just a short walk over but it’s not as crowded
Maggie Daley Park Ice Skating Ribbon
 
Tiffany Boyd profile picture
103 floors up above the city! This glass floor skydeck is super cool! There’s usually a line so be prepared to take photos in front of people 📸 the elevator is a high speed express so the ride to the top is only 60 seconds but it feels like the long...
Skydeck Chicago
 
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Giant T Rex 🦖 you can stay here all day looking at everything so be prepared for a long outing! So worth it!
Field Museum
 
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Obviously you have to see the bean. But there are a lot of other things in this park too to explore! Uber here, don’t park in the Millennium Park parking garage—we paid $50 for a couple of hours
Millennium Park
 
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You can walk the Lakefront Trail out into Lake Michigan to the right of this beach 🏖️
63rd Street Beach
 
Tiffany Boyd profile picture
So much more than just the Centennial Wheel, there are bars and restaurants that are worth hitting! The ferris wheel is definitely one of my favorite attractions 🎡
Navy Pier