đź“… Open Today: Crawl likely open on Sundays
Explore Chicago's vibrant nightlife with our cocktail bar crawl featuring three unique venues: Wang's, Wilde Bar & Restaurant, and Roebuck. Sip on craft cocktails in Wang's cozy, vintage China-inspired lounge, unwind in Wilde's literary-themed Irish pub with leather banquettes, and enjoy house brews and craft pies at Roebuck. Perfect for a fun, intimate night out with friends, this crawl offers a mix of stylish settings, great drinks, and lively atmospheres. Cheers to an unforgettable evening in the Windy City!
Last updated: June 2025
Let's kick things off with an exciting cocktail adventure in Lake View East that’s packed with fun and energy. This thoughtfully planned route starts at a plush vintage-chic lounge, where fancy decor and catchy beats create the perfect vibe for a memorable drink sesh. Then, swing by a literary-inspired Irish pub with its comfy leather seats and awesome beer selection, ideal for chatting with friends and grabbing some tasty bites. Finally, end the night at a rustic-chic spot blending house-brewed beers, craft cocktails, and delicious thin-crust pizzas – a total win for foodies and cocktail fans. Each stop builds on the last, creating a smooth transition from intimate hangs to a lively social scene, so every sip and step makes your night unforgettable.
Kicking off the fun with that sultry vintage glamour, Wang’s mixes soft lighting and cool China-inspired decor to get everyone intrigued and excited. Its spot-on cocktail menu and fun DJ sets keep the conversations flowing and build anticipation for the rest of the night.
The next spot is just a short, lively walk down Broadway, letting the good vibes from Wang’s ease into the warm welcome at Wilde Bar & Restaurant.
Wilde brings in that literary elegance with a dash of Irish pub charm, ramping up the social energy midway through. Plush seating and a solid beer lineup make it perfect for group chats and refueling with some yummy American bar food, keeping the night buzzing.
The next stop is a quick, easy walk along Broadway, so the fun atmosphere at Wilde carries right over to the rustic appeal of Roebuck.
Roebuck wraps things up with its laid-back rustic-chic style, where craft cocktails and house-brewed beers pair with artisanal thin-crust pizzas. This chill finale offers a mix of indulgence and comfort, perfect for sharing plates and lively talks amid the warm glow and vinyl tunes.
This marks the end of the crawl, leaving you with a chance to soak in the last bits of the night’s magic in Lake View East.
Finish your evening in Lake View East after nailing this fun cocktail journey that mixes great style, flavors, and social vibes. Whether you’re a Chicago local or just visiting, this easy-going route through the city’s lively bar scene delivers unforgettable drinks, awesome atmospheres, and maybe even some new friends. Ready to dive in? Grab your crew, slip on those walking shoes, and let the good times roll – Lake View East is calling!