Donut shop · Wicker Park
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"Stan's boasts some of the best donuts in all of Chicago! The buttermilk bar just might stop you in your tracks and the seating inside is perfect for people watching on a rainy day." - Anna Zajac
Ramen restaurant · Logan Square
Tucked away in Logan Square, Monster Ramen serves up expertly crafted gyukotsu beef ramen, handmade noodles, and loaded gyoza in a cozy, inviting space.
9 Postcards
Hot dog stand · Norwood Park East
Step back in time at this charming 1948 drive-in where you can savor Chicago-style hot dogs, crispy fries, and rich milkshakes—all from your car.
29 Postcards
Juice shop · Streeterville
Located in Water Tower Place, JoJo’s Shake Bar serves up delightful milkshakes and sweet desserts amid a playful backdrop of retro arcade games.
1 Postcard
Bubble tea store · South Loop
Te’amo Boba Bar in Chinatown is a charming spot for vibrant, Instagram-ready bubble teas and unique pastries like mochi donuts, perfect for a refreshing treat.
2 Postcards
Mexican restaurant · Logan Square
Nestled in Logan Square, this vibrant spot serves up inventive Mexican small plates, radiant cocktails, and a casual, welcoming vibe that’s hard to beat.
64 Postcards
Pizza restaurant · South East Ravenswood
Crushed Pizzeria is a charming spot known for its crispy, flavorful thin-crust pizza, fresh salads, and delightful desserts, all served with friendly vibes.
4 Postcards
Restaurant · Bridgeport
Stussy's Diner serves up retro vibes with its pink-and-green decor and an all-star menu of comfort classics like pancakes, chicken and waffles, making it a must-try in Bridgeport.
Pizza restaurant · Ravenswood
Spacca Napoli is a cozy Ravenswood gem serving authentic Neapolitan pizzas with a thin, chewy crust and top-notch Italian ingredients, perfect for a casual meal or a cozy patio hangout.
26 Postcards
Hot dog stand · Park West
At this late-night hot dog gem, you’ll savor iconic Chicago-style dogs and cheeky banter from the staff in a fun, quirky setting.
40 Postcards
Restaurant · Ukrainian Village
Burgers, BBQ & fried food join beer on the American menu at this big sports bar with TVs & a patio.
11 Postcards