Chicago Late Night

Traditional Little Village restaurant with mole, fresh seafood, live music, and a full bar that stays open until 2am on weekends -- the neighborhood's anchor for a proper night out.

Named one of Chicago's 10 Best New Bars, this Pilsen brewery reinvests in the neighborhood while pouring house-brewed lagers, stouts, and IPAs until midnight on weekends.

A cozy Logan Square spot with monster-sized portions and bold, inventive broths that reward the adventurous -- the kind of neighborhood gem you keep recommending to friends.

North side dive bar specializing in American roots music with live honky-tonk, country, rockabilly, jazz, and blues Wednesday through Saturday nights, plus a patio and cold cheap beer.

One of the cleanest current official 4am/5am hour confirmations in River North.

Elevated soul food and craft cocktails inside the landmark South Shore Cultural Center, with stunning lakefront views and dishes like shrimp and grits and fried green tomatoes.

Bold, modern Thai restaurant in downtown Evanston with creative cocktails like the Bangkok Mule and Jasmine Old Fashioned complementing a vibrant, shareable menu.

An education-focused northwest suburban dispensary with 9 AM to 9 PM daily hours and a strong selection of both rec and medical products.

Bloom into spring with the Chicago Flower & Garden Show, a stunning display of floral artistry and gardening inspiration. It's a horticultural haven for plant lovers and garden enthusiasts.

Join the fun at the New Belgium Tour de Fat, a whimsical celebration of bikes, beer, and bemusement. It's a day of costumes, performances, and craft brews on Chicago's Near Southside.

Hybrid coffee bar and cocktail lounge steps from the Kimball Brown Line in Albany Park, serving craft cocktails and coffee in a stylish neighborhood setting open until midnight weeknights and 2am weekends.

Chinatown's first craft cocktail bar hidden behind Moon Palace Express -- a neon-lit speakeasy serving Asian-inspired cocktails like five-spice Old Fashioneds in a Tron-esque setting.

Black, queer, women-owned cocktail bar in Andersonville serving inventive drinks in a warm, art-filled space -- a neighborhood anchor and one of Chicago's most celebrated bars.

Bronzeville neighborhood bistro fusing American Creole and Brazilian cuisine with live entertainment on Sunday evenings and a sophisticated cocktail program.

Look to the skies for the Chicago Air & Water Show, a thrilling display of aerial acrobatics and aquatic stunts over North Avenue Beach. It's a free spectacle that draws crowds from all over the city.

Polished New American gastropub near the amphitheatre with creative small plates, craft cocktails, and live music on select nights.

A West Town dispensary with free street parking, online pre-ordering, and a personalized shopping vibe near the Wicker Park nightlife strip.

Little Village's beloved Mexican institution serving authentic Northern Mexican cuisine with live music and generous drinks in a festive atmosphere open until 11pm nightly.

Wicker Park's beloved Asian-fusion ramen bar where creative bao buns, inventive small plates, and deeply savory broth bowls fuel the Milwaukee Ave late-night crowd.

Strong post-Second City option.

Charming wine and martini parlour in downtown Lemont celebrating five-plus years of handcrafted cocktails, curated wines, and an intimate speakeasy atmosphere. A hidden gem for south-suburban date nights.

Neighborhood sushi spot in Edgewater with creative rolls, fresh nigiri, and a loyal local following -- a solid after-five dinner option on the far north side.

Little Village's hidden speakeasy-style bar celebrating Latino-fused craft spirits, cocktails, and craft beer with a discreet side-street entrance and hearty entrees.

Intimate whiskey bar tucked into Evanston's Custer Street corridor with a curated brown-spirits menu, craft cocktails, and daily happy hour. Open until midnight on weekends -- a sophisticated hideaway for spirit enthusiasts.