Hot dog stand · West Humboldt Park
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"Jimmy's has instituted a complete ban on ketchup since it opened in 1954. Instead, customers can dip their fries in a house-made habanero hot sauce. In a small concession to changing times, Jimmy’s now serves a veggie dog." - Ashok Selvam
Italian restaurant · West Town
Hearty, classic Italian fare served in a spacious setting with a huge wine list.
16 Postcards
Pizza restaurant · Lincoln Park
Tucked in a vintage brownstone, this cash-only gem serves up inventive pizza pot pies and mouthwatering Mediterranean bread in a cozy atmosphere.
8 Postcards
Bar · West Town
Decades of games, dozens of beers & 60-plus whiskeys offered in a funky, industrial setting.
7 Postcards
Gay bar · Humboldt Park
10 Postcards
Bar · Lakeview
2 Postcards
Hot pot restaurant · Chinatown
Restaurant · West Town
Experience a luxurious culinary journey at this Michelin-starred gem, where exquisite dishes and impeccable service come together in a stunning setting.
54 Postcards
Hotel · Near North Side
Nestled in a stunning high-rise just off Michigan Ave, this elegant hotel boasts luxurious rooms, sophisticated dining, and a serene rooftop spa for an unforgettable stay.
22 Postcards
Cocktail bar · River North
Discover a lively lounge where expertly crafted global cocktails and eclectic small plates create the perfect backdrop for a fun night out.
9 Postcards
Deli · South Loop
Manny's is a beloved, no-frills deli serving hearty, old-school Jewish classics, from towering pastrami sandwiches to glorious matzo ball soup.
37 Postcards