A place to enjoy
Simon's Tavern, a Chicago staple since 1930, offers an authentic dive bar experience in the heart of Andersonville. Known for its warm, inviting atmosphere, it serves classic brews like Schlitz and Guinness on draft, alongside unique treats like their famed glögg and slushie wine. With live music, a vintage jukebox, and timeless decor, Simon’s captures genuine Chicago hospitality. Patrons praise the friendly service, relaxed vibe, and rich local history. Whether stopping by for a quick beer or enjoying holiday glögg, Simon’s Tavern delivers comfort, character, and community—making it a must-visit spot for both locals and visitors seeking a true taste of Chicago.
Story & Atmosphere
Located in the heart of Chicago’s Andersonville neighborhood, Simon's Tavern stands as a true local treasure with a rich 90-year legacy. This classic dive bar offers a genuine old-school Chicago experience, where every visit feels like stepping back in time. The atmosphere is quietly welcoming, with a laid-back vibe that invites patrons to relax over a perfectly poured Guinness or a cold Schlitz on draft—something rarely found in today’s bars.
What sets Simon's Tavern apart is more than just its drinks; it's the authentic hospitality that Pete and Bri provide, making every guest feel like part of the family. Whether you’re stopping in for a quick beer, savoring their renowned Swedish glögg during the holidays, or enjoying live music from local cover bands and jazz quartets, this tavern captures the spirit of community and tradition. The classic jukebox, vintage decor, and movie screenings add layers of charm that elevate the experience beyond a typical bar visit.
Simon’s Tavern is also a haven for those who appreciate the nuances of a well-crafted drink. The slushie wine is a delightful surprise for those looking to try something different, while their beer selection honors Chicago’s brewing heritage. It’s a cash-only spot, which might feel old-fashioned, but it only adds to the tavern’s authentic vibe and timeless appeal.
In every way, Simon's Tavern delivers a sincere nod to Chicago’s past and present. It is a place where locals gather, music thrives, and traditions are kept alive. For anyone seeking a warm, genuine pub experience paired with strong drinks and a welcoming atmosphere, Simon’s Tavern is an unmissable stop on the city’s culinary and cultural map.
“ This is always a great spot for a quick beer or a nice warm glögg. The environment is quiet yet welcoming, and the location is right in the middle of everything. Definitely a great place. ”
“ Amazing Andersonville bar with an awesome atmosphere. Great drinks and fast service. A Chicago classic. ”
“ Great atmosphere and glad to have caught the Chris Greene Quartet playing here tonight. The slushie wine is delicious! ”
“ Wonderful place for a beer. I think I've seen a pink rock show here in the past. Not sure if they are still doing shows. Kinda wish you could open a tab with a credit card. Not too hip to using an ATM. Good beer. Great decor. ”
“ Excellent dive bar. Cover band playing was incredible. ”