Night club · South Loop
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"This South Loop bar lets folks watch sports or dance, depending on their moods. Specials include $3 martinis on Mondays; and $3 margaritas on Wednesdays." - Ashok Selvam
Diner · South Loop
At Eleven City Diner, indulge in towering deli sandwiches and all-day breakfast classics in a retro setting that channels the spirit of old-school New York charm.
22 Postcards
Bar · Lakeview
Step into Video Vortex in Wrigleyville for a nostalgic trip, blending a retro video store vibe with a lively bar scene featuring local brews and quirky cocktails.
1 Postcard
Middle Eastern restaurant · Wrightwood Neighbors
Galit is a Michelin-starred Middle Eastern gem that dazzles with huge portions, creative cocktails, and a warm, cozy vibe perfect for gatherings.
57 Postcards
Chinese restaurant · Ukrainian Village
Lao Peng You serves up comforting hand-rolled dumplings and noodles in a cozy BYOB spot, making it a beloved local hangout for Asian cuisine lovers.
25 Postcards
Pastry shop · Sheffield Neighbors
Located in Lincoln Park, Floriole Cafe & Bakery is a sun-soaked haven for pastry lovers, serving up irresistible European-inspired treats and hearty sandwiches in a chic, airy space.
18 Postcards
Barbecue restaurant · Chatham
This iconic, no-frills gem on 75th Street serves up the best of Chicago's barbecue, featuring succulent rib tips slathered in tangy sauce till the wee hours.
Restaurant · West Town
Kuma’s Corner is a lively West Loop pub where inventive burgers reign supreme amid the ambient roar of rock 'n' roll, making for a must-visit culinary adventure.
4 Postcards
Pizza restaurant · Near North Side
Lou Malnati's is a beloved family-run pizzeria where you can dive into delicious Chicago deep-dish masterpieces on an ultra-buttery crust, next-level comfort food in a casual vibe.
6 Postcards
Amphitheater · Millennium Park
The Jay Pritzker Pavilion, a stunning Frank Gehry creation in Millennium Park, hosts free concerts and summer events, offering great acoustics and a perfect picnic vibe beneath the Chicago skyline.
Ramen restaurant · Logan Square
Akahoshi Ramen, the hot new Logan Square spot helmed by Reddit's "Ramen_Lord," serves a tight menu of rich, flavorful ramen and housemade noodles that have locals lining up for a taste.
21 Postcards