Chicago is known for its shimmering skyline, deep-dish pizza, and bustling neighborhoods, but the Windy City also boasts a rich pub culture that’s steeped in history. Some of the oldest bars in Chicago have witnessed Prohibition-era festivities, survived tumultuous times, and served as meeting places for locals and visitors alike. From cozy taverns to storied watering holes, these historic establishments offer more than just drinks—they’re gateways to the past.
Let’s embark on a lively tour of Chicago’s seven oldest pubs, where every sip comes with a history lesson.
Oldest Pubs in Chicago
1. The Green Mill Cocktail Lounge
One of Chicago’s most iconic hotspots, The Green Mill Cocktail Lounge, is a cornerstone of the city’s pub scene. Established in 1907, this legendary bar has a long history intertwined with jazz music and organized crime, making it as much about storytelling as it is about sipping cocktails.
The Green Mill’s origins date back to its inception as Pop Morse’s Roadhouse, but it evolved into the epitome of a Prohibition-era speakeasy. Nestled in Uptown, this dimly-lit lounge was famously frequented by Al Capone and his associates during the roaring 1920s. Today, visitors can find remnants of those days in its underground tunnels, allegedly used to evade law enforcement.
Acclaimed for its live jazz performances, stepping into The Green Mill feels like traveling back in time. The venue exudes vintage charm with its art deco design, tin ceilings, and snug booth seating. Whether you’re there for a classic cocktail or the hauntingly authentic ambiance, this institution is a must-visit for both music enthusiasts and history lovers.
2. Schaller’s Pump
Schaller’s Pump is no ordinary neighborhood pub—it’s a Chicago institution. Founded in 1881, this establishment is nestled in Bridgeport, one of the city’s oldest neighborhoods, and holds the title of the longest-running tavern in Chicago history.
Located near the Sox ballpark, Schaller’s Pump has long been the heart of the urban working-class community. For decades, it has served as a meeting spot for residents after a long day’s work, with its unpretentious vibe and hearty menu of steaks, chops, and cold beer. Local politicians and baseball fans alike frequently gravitated toward its welcoming atmosphere, cementing Schaller’s place as a home away from home for many.
Though the original pub has since closed, Schaller’s legacy lives on in the folklore of Chicago’s tavern culture. Its role in shaping Bridgeport’s social fabric reminds us how pubs like this have served as more than just drinking establishments—they’ve been cornerstones of community identity.
3. Marie’s Pizza & Liquors
Marie’s Pizza & Liquors, established in 1940, offers a distinctive twist—a combination of timeless cocktails and comforting Italian fare that has drawn loyal patrons for generations. This family-run establishment bridges the gap between old-school Chicago taverns and vibrant pizzerias.
Located on Lawrence Avenue, Marie’s stands out as a gem that thrives on tradition. Walking into this spot feels like entering a time capsule, where red vinyl booths, wood-paneled walls, and soft lighting evoke a nostalgic charm. The pub’s dual identity as a liquor store and restaurant gives it a uniquely welcoming vibe that has endeared it to locals and pizza enthusiasts from all over the city.
The menu is as legendary as Marie’s itself, with pizza recipes that date back to its opening years. Paired with their classic bar offering—including cold pints and gin cocktails—this spot celebrates Chicago’s multicultural culinary history in true tavern style. If you’re craving Italian flavors with a side of nostalgia, Marie’s is the place to be.
4. Simon’s Tavern
With roots tracing back to 1934, Simon’s Tavern is an Andersonville landmark that embodies the neighborhood’s Scandinavian heritage. This cozy, family-owned tavern is famous for its laid-back vibe, quirky decor, and unusual specialty drinks, making it one of the city’s most cherished historical pubs.
Simon’s Tavern was established during the aftermath of Prohibition, and the building itself dates back even further, giving the establishment rich architectural appeal. Inside, visitors are greeted by Scandinavian symbols, murals depicting Viking history, and a fish-shaped signboard that’s become an iconic fixture. Simon’s grape-based glögg—a traditional Swedish mulled wine—is a must-try, especially during the colder months.
But Simon’s is more than just a quirky Scandinavian tavern; it’s Chicago’s friendly neighborhood vibe distilled into a glass. Locals come for the drinks and stay for the warm hospitality, storytelling, and communal spirit that have defined Simon’s Tavern for decades.
5. Daley’s Tavern
Daley’s Tavern holds an essential piece of Chicago history. Often associated with Chicago’s famed political family, the Daleys, this pub has served the local Bridgeport community since its establishment in the mid-1800s.
Classic and community-centric, Daley’s Tavern has earned a reputation for its loyal patrons and laid-back atmosphere. During the early 20th century, it became the go-to watering hole for hard-working Chicagoans, eager for camaraderie and a pint of cold beer. Its historical significance deepened as many city council meetings and informal discussions transpired within its walls.
While Daley’s has evolved over time, it retains elements of its former glory. The unassuming decor and welcoming vibe make it a quintessential Chicago tavern that reminds patrons of how pubs became vital meeting grounds for the city’s working class.
6. The Berghoff
Though primarily known as one of Chicago’s oldest restaurants, The Berghoff serves up more than platefuls of delectable German fare—it’s also home to a historic bar that dates back to the late 19th century. Established in 1898 by Herman Berghoff, this pub remains an essential stop for history buffs and beer lovers alike.
The Berghoff first gained fame by selling beer at Chicago’s World Fair and expanded into a full-fledged restaurant with a bar attached. It became one of the few establishments to receive a liquor license immediately after Prohibition ended in 1933. Since then, it has proudly championed the art of brewing, serving its namesake beers alongside German classics like bratwurst and schnitzel.
Adding to its charm is The Berghoff’s vintage ambiance, complete with mahogany-paneled walls, stained-glass fixtures, and historical memorabilia. Whether you’re sipping a frothy stein or immersing yourself in its storied legacy, The Berghoff is Chicago’s living link to its immigrant and brewing past.
7. Ravenswood Tavern
Located in the heart of Chicago’s Ravenswood neighborhood, Ravenswood Tavern has been serving patrons since the late 19th century. This cozy, unassuming spot celebrates local flavors and community history through its rustic charm and welcoming vibe.
The tavern itself encapsulates the spirit of the surrounding area—a blend of tradition and modernity that reflects its ever-evolving clientele. Once a quiet haunt for local workers, this establishment has grown into a trendy venue without losing touch with its roots. Friendly staff, hearty brews, and eclectic decor make this hidden gem a favorite among residents looking to unwind after a long day.
Ravenswood Tavern is known for offering an impressive lineup of craft beers and whiskeys, catering to both connoisseurs and casual drinkers. Its relaxed, retro-chic atmosphere makes it the perfect venue to experience the timeless appeal of Chicago’s pub culture.
Conclusion
Chicago’s oldest pubs aren’t just places to grab a drink—they’re integral threads in the city’s colorful tapestry of history, culture, and community. From Prohibition-era hideaways to neighborhood gathering spots, each of these establishments has a unique story to tell. Stepping into one of these bars is like stepping back in time, where hearty laughs and cold beers serve as reminders of Chicago’s resilience and unbreakable spirit.
Whether you’re a history buff, a beer enthusiast, or simply someone looking for an authentic taste of the Windy City, these historic pubs offer an unforgettable experience. So, grab a pint, pull up a stool, and let Chicago’s timeless taverns whisk you away to a bygone era. Cheers!