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✨ 15 Must-Feel Spots in Chicago ✨
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items Chicago isn't just a city it's a whole mood. from the Sparkle of the skyscraper to chill Lake views, this place is bursting with energy, beauty, and Unforgettable moments .whether you're vibing solo hanging out with friends ,showing off your outfits ...
Map
1. TheThe Bean (Cloud Gate) 📍 201 E Randolph St, Chicago, IL 60602 📞 (312) 744‑6050 | ✉️ [email protected] 📸 @millenniumparkchicago 💌 My Rec: Early in the morning for quiet photos, good lighting, and a soft reflective moment before the crowd comes in. Perfect for slaying your Insta shot
The Bean (Cloud Gate) in Chicago
2. JoJo’s Shake Bar – River North 📍 23 W Hubbard St, Chicago, IL 60654 📞 (312) 624‑8963 | ✉️ [email protected] 💌 My Rec: Order one of their over-the-top shakes (the birthday cake one = icon). I like to sit outside, play music in my head, and pretend i'm in a Netflix teen movie
JoJo's Shake Bar - Chicago
3. Skydeck at Willis Tower 📍 233 S Wacker Dr, Suite 3755, Chicago, IL 60606 📞 (312) 875‑9447 | ✉️ [email protected] 📸 @skydeckchicago 💌 My Rec: The city sparkles as the lights come on. When i'm on that glass ledge… just breathe and reminds myself how big my dreams can be.
Skydeck | Things to Do in Chicago, Events, & More
4. Garfield Park Conservatory 📍 300 N Central Park Ave, Chicago, IL 60624 📞 (312) 746‑5100 | ✉️ [email protected] 💌 My Rec: I like to bring a journal and my earbuds. The greenery + peace = healing. It’s giving quiet girl with main character energy.
Garfield Park Conservatory
5. The 606 Trail 📍 Enter at Bloomingdale Ave & Milwaukee/Leavitt (Chicago, IL 60647) 📞 (312) 742‑4622 | ✉️ [email protected] 📸 @the606chicago 💌 My Rec: I like to take a walk at golden hour. Bring snacks, wear something cute, and stop mid-trail for a mini picnic. Bonus points if i go with a playlist
The 606: Home
6. Magnificent Mile 📍 North Michigan Ave, Chicago, IL 📞 (312) 642‑0050 📸 @themagnificentmile 💌 My Rec: It’s not just about shopping. Walk like i'm on a runway. Even if you i don't buy anything, I feel rich just breathing the air.
Magnificent Mile
7. Wildberry Pancakes & Cafe 📍 130 E Randolph St, Chicago, IL 60601 📞 (312) 938‑9777 | 🌐 wildberrycafe.com 📸 @wildberrycafe 💌 My Rec: Order the cinnamon roll pancakes and get an extra side of strawberries. My Go To Order .This is where I’d go after a sleepover with my girls.
Wildberry Pancakes and Cafe: Home
8. Lakefront Trail at Sunset 📍 Anywhere along Lake Michigan – Oak St Beach, Monroe Harbor, etc. 📞 (312) 742‑PLAY 📸 @chicagolakefronttrail 💌 My Rec: I barefoot, let my toes touch the water, and tell the lake my secrets. Trust me, she listens.
Sunset along the Lakefront Trail.
9. Navy Pier – At Night 📍 600 E Grand Ave, Chicago, IL 60611 📞 (312) 595‑7437 | ✉️ [email protected] 📸 @navypierchicago 💌 My Rec: Ride the Ferris wheel with a hoodie on. Look at the lights, the city, the lake and realize how special you really are.
Navy Pier After Dark
10. Chicago Cultural Center 📍 78 E Washington St, Chicago, IL 60602 📞 (312) 744‑6630 | ✉️ [email protected] 📸 @chicagoculturalcenter 💌 My Rec: Walk through the halls like royalty. Seriously ceilings like that make me feel like I belong in a crown.
Chicago Cultural Center
11. Small Cheval – West Loop 📍 1352 W Lake St, Chicago, IL 60607 📞 (312) 248‑8439 | ✉️ via smallcheval.com 📸 @smallchevalburgers 💌 My Rec: Get a burger + garlic aioli and sit outside. It’s simple, but it hits. Go to order.
Small Cheval- Fulton Market
12. Wicker Park Thrift Stores 📍 Start at 1519 N Milwaukee Ave (Crossroads) 📸 @wickerparkbucktown 💌 My Rec: I put on headphones and go on a fashion hunt. Looking for that jacket that says “I’m her.” It’s in there trust me.
Best places to thrift in Wicker Park : r/AskChicago
13. Chicago Riverwalk 📍 Runs along the south side of the river – entry at Franklin, LaSalle, etc. 📞 (312) 745‑7722 📸 @chicagoriverwalk 💌 My Rec: I like to bring a friend or go solo. Eat ice cream. Watch the boats. Whisper my dreams into the wind....
Welcome to the Chicago Riverwalk
14. Lincoln Park Zoo 📍 2001 N Clark St, Chicago, IL 60614 📞 (312) 742‑2000 | ✉️ [email protected] 📸 @lincolnparkzoo 💌 My Rec: Going on a chill day and look at the penguins. Let myself laugh out loud. Joy lives here and it’s free.
Lincoln Park Zoo
15. Stan’s Donuts & Coffee
📍 22 E Jackson Blvd, Chicago, IL 60604 📞 (312) 208‑1010 | ✉️ [email protected] 📸 @stansdonuts 💌 My Rec: Pink box. Strawberry donut. Cute coffee cup. Take a selfie in the window and posting it like “life’s sweet and so am I.”
📍 22 E Jackson Blvd, Chicago, IL 60604 📞 (312) 208‑1010 | ✉️ [email protected] 📸 @stansdonuts 💌 My Rec: Pink box. Strawberry donut. Cute coffee cup. Take a selfie in the window and posting it like “life’s sweet and so am I.”
Stan's Donuts | Coffee, Donut Shop in Illinois