Jack's Pumpkin Pop-up

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.

A bright, cozy spot in Streeterville, Dollop offers specialty coffees, teas, and delicious housemade treats, perfect for work or a sweet break.

High Dive is your cozy neighborhood bar featuring great craft beer, tasty tater tots, and a fun vibe with pool and trivia nights.

This chill counter-serve spot serves up authentic Puerto Rican fare, boasting generous portions and a warm vibe that keeps diners coming back for more.

Nestled in a charming Gold Coast carriage house, this cozy American bistro by Chef Art Smith offers a delightful mix of seasonal dishes and Southern comfort food, served in an elegant yet relaxed setting complete with a serene patio.

Frontier, a cozy lodge-inspired spot in West Town, serves up wild game and craft brews, all while you indulge by a fireplace or on their scenic beer garden patio.

Nestled in River North, Andy's Jazz Club offers an intimate setting for live jazz, where the music reigns supreme—dinner is secondary, but the vibes are top-notch.

Bokeh is an intimate Albany Park cocktail bar where inventive drinks meet cozy vibes, perfect for date nights and casual hangs alike.

This casual eatery in the Loop dishes out authentic Turkish fare with a vibrant vibe, perfect for a leisurely meal or quick lunch.

Wrigley Field, the charming ivy-covered jewel of Chicago, offers an electric atmosphere steeped in baseball history, making it a must-visit for fans and casual visitors alike.