Hotel · New Eastside
13
"If you’re looking to splurge, the St. Regis Chicago Hotel has amazing waterfront views, two excellent restaurants, nightly champagne sabering, and the city’s only Forbes 5-star spa." - Samantha Nelson
Steak house · River North
Nestled by the river, this modern steakhouse pairs top-notch steaks with stunning views and impeccable service, making for a memorable dining experience.
18 Postcards
Cocktail bar · Near North Side
Step into a retro Polynesian paradise where vibrant tropical cocktails and tasty snacks create an unbeatable vibe that’s quintessentially Chicago.
26 Postcards
Diner · Wicker Park
This cozy Tex-Mex diner serves up hearty brunch favorites and killer cocktails, all while spinning vinyl records in a charming retro setting.
25 Postcards
Diner · Lakeview
Little Goat Diner serves up imaginative comfort food in a cozy, stylish space that buzzes with great vibes and friendly service—reservations are a must!
22 Postcards
Restaurant · West Town
Updated bar fare & brunch, paired with craft cocktails, beer & wine in a hip, convivial setting.
21 Postcards
New American restaurant · Logan Square
Lula Cafe serves up inventive, market-driven dishes in a cozy spot that’s the epitome of brunch bliss, where every bite feels like a warm hug.
71 Postcards
Gay bar · Lakeview East
Behomoth gay club drawing a diverse crowd, serving up slushy drinks & known for showtune nights.
8 Postcards
Thai restaurant · Noble Square
Casual Thai spot with a large menu of faves including pad Thai & curries in a sleek, warm space.
9 Postcards
Garden center · West Town
Sprout Home is a charming haven for floral and landscape design lovers, featuring a stunning array of plants, decor, and engaging classes.
6 Postcards
Cocktail bar · Uptown
This iconic jazz club dishes out nightly live sounds, from renowned acts to spontaneous jams, all in a lively, character-filled atmosphere.