Gay bar · South Shore
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"Jeffrey Pub is one of the country’s oldest Black-owned queer bars, located in South Shore, Chicago. It has historically provided a safe and welcoming space for its communities." - Naomi Waxman
Pizza restaurant · Near North Side
Step into Pizano's, a charming piece of Chicago where you can savor deep-dish and thin-crust pizzas, along with fresh pasta, in a nostalgic atmosphere.
3 Postcards
Cocktail bar · Near North Side
Sip on inventive cocktails crafted with flair in a laid-back lounge vibe, perfect for intimate nights or friendly gatherings at this hidden gem.
11 Postcards
Eastern European restaurant · Humboldt Park
At Heritage Restaurant & Caviar Bar in Humboldt Park, indulge in a fun twist on Eastern European flavors with approachable caviar and creative happy hour bites.
27 Postcards
Mediterranean restaurant · Near North Side
Ema offers a bright and modern vibe with delicious Mediterranean small plates and regional wines, making it a go-to for cozy dining experiences.
30 Postcards
Pizza restaurant · Mayfair
Liquor store & pizzeria featuring thin-crust pies & weekly live music in modest digs since 1940.
6 Postcards
Pancake restaurant · Ravenswood
Breakfast, American eats & soda-fountain favorites served around the clock in basic diner digs.
1 Postcard
Hot dog stand · Little Italy
A classic 24/7 hotdog stand since 1939, famous for its mouthwatering Polish sausage and crispy fries, perfect for late-night cravings.
15 Postcards
Food court · Loop
10 Postcards
Pizza restaurant · Heart of Chicago
Nestled in Pilsen, Novel Pizza offers a cozy, nostalgic vibe, serving up razor-thin tavern-style pies that are absolute game-changers.
9 Postcards
Mexican restaurant · Near North Side
Topolobampo serves upscale Mexican fare by Rick Bayless in a vibrant, art-filled setting, crafting flavorful dishes that evoke authentic tradition.
25 Postcards