Paul Kushner
Step into the rich tapestry of Chicago’s history through its oldest bars, where the city’s past comes alive with every clink of a glass. In this exploration of time-honored establishments, we uncover the hidden gems that have weathered the storms of time, pouring tales of Prohibition-era escapades and jazz-filled nights. From dimly lit corners to well-worn barstools, each establishment narrates a chapter of Chicago’s vibrant past. Discover the allure of speakeasies that once whispered secrets, and taverns that witnessed the evolution of the Windy City. Join us on a nostalgic journey through Chicago’s oldest bars, where the spirits of the past linger in every historic sip.
Stanley’s Kitchen and Tap
4258 S Ashland Ave, Chicago, IL 60609
(773) 927-0033
Visit Website
Having been in continuous operation since 1924, tanley’s Kitchen and Tap has absolutely earned their spot on our list of the oldest bars in Chicago. This family-owned bar is the perfect place to come and enjoy some drinks, grab a bite to eat, and maybe hear some live music. It’s easy to see why Stanley’s has been around for so long once you’ve paid them a visit. Be sure to check out Stanley’s Kitchen and Tap at 43rd Street & Ashland Avenue. You won’t regret it!
The Green Mill
4802 N Broadway, Chicago, IL 60640
(773) 878-5552
Visit Website
The Green Mill in Chicago, established in 1907, is one of the oldest bars in the city. It is famous for its live jazz performances, including legendary performances throughout history. You should try the White Lady and also their Brandy Alexander. I really enjoyed listening to their live music while drinking one of their delicious cocktails.
The Berghoff Restaurant
17 W Adams St, Chicago, IL 60603
(312) 427-3170
Visit Website
The Berghoff Restaurant is a historic establishment located in downtown Chicago. It was founded in 1898 by Herman Berghoff, and it is one of the oldest family-owned and operated restaurants in the city. The restaurant also has a bar that serves Espresso, Double espresso, and Berghoff Root Beer.
Twin Anchors Restaurant & Tavern
1655 N Sedgwick St, Chicago, IL 60614
(312) 266-1616
Visit Website
Twin Anchors Restaurant & Tavern is a historic restaurant located in the Old Town neighborhood of Chicago. Founded in 1932, it is famous for its barbecue ribs and classic American dishes. They have delicious beers on draught, classic cocktails, and wine by bottle or glass. The restaurant has been featured in “The Dark Knight” movie.
Chipp Inn
832 N Greenview Ave, Chicago, IL 60642
(312) 421-9052
Visit Website
Chipp Inn is a neighborhood tavern located in the West Town neighborhood of Chicago. It served as a speakeasy during the Prohibition Era. The bar has a relaxed atmosphere, pool table, and a cash-only policy. The Chipp Inn is known for its friendly staff, affordable drinks, and welcoming atmosphere.
Simon’s Tavern
5210 N Clark St, Chicago, IL 60640
(773) 878-0894
Visit Website
Simon’s Tavern is a Swedish-inspired bar and restaurant located in Chicago’s Andersonville neighborhood. Founded in 1934, Simon’s is one of the oldest bars in the city. You should try Simon’s Famous Glogg. Also, the tavern is known for its cozy atmosphere, historic decor, and outdoor patio.
The Green Door Tavern
678 N Orleans St, Chicago, IL 60654
(312) 664-5496
Visit Website
The Green Door Tavern is a historic bar located in Chicago’s River North neighborhood. It survived the Prohibition era by operating as a speakeasy in 1872. Today, it features a cozy atmosphere, vintage decor, and a menu of classic drinks. I loved their scotch whiskey and bourbon. I will try one of their Irish Whiskey bottles on my next visit.
Marge’s Still
1758 N Sedgwick St, Chicago, IL 60614
(312) 664-9775
Visit Website
Marge’s Still, established in 1885, is a historic bar located in the Old Town Triangle neighborhood of Chicago. The bar features an old-school vibe and a wide selection of drinks, including delicious beers, cocktails, and wine. Marge’s Still is a beloved neighborhood institution and a must-visit spot for anyone interested in Chicago’s rich history.
Zebra Lounge
1220 N State Pkwy, Chicago, IL 60610
(312) 642-5140
Visit Website
Zebra Lounge is a classic cocktail lounge located in Chicago’s Gold Coast neighborhood. Established in 1929, it is one of the oldest bars in the city. The lounge is filled with crowds ranging from suit-sporting old-timers to reveling college students. It is also known for its iconic zebra print decor and features live music.
Kelly’s Pub
949 W Webster Ave, Chicago, IL 60614
(773) 281-0656
Visit Website
Kelly’s Pub is an authentic Irish pub located in Chicago’s Lincoln Park neighborhood. The pub features a warm, inviting atmosphere, and they have daily specials. Additionally, they offer live music and entertainment, as well as private event spaces for parties and gatherings. Kelly’s Pub is known for its friendly staff and welcoming vibe.
Burwood Tap
724 W Wrightwood Ave, Chicago, IL 60614
(773) 525-2593
Visit Website
Burwood Tap is a casual and friendly bar located in the neighborhood of Lincoln Park, just one block away from Halsted Street. The bar features a cozy interior. They also offer daily specials. They have domestics, well drinks, and well martini. Burwood Tap is known for its weekly events, such as trivia night.
Coq d’Or
140 E Walton Pl, Chicago, IL 60611
(312) 932-4623
Visit Website
Coq d’Or is one of the oldest bars in Chicago, having opened in 1933. The lounge has a classic ambiance, with a vintage mahogany bar and plush seating. The drinks menu features a selection of iconic cocktails and rye whiskey for drinking straight or on the rocks. Coq d’Or also offers live weekend entertainment.
Why should you trust us?
We use our own local experience and contacts in the city to know which places to include in our lists. We also researched the web and read 6 reputable blogs and websites, including do312.com, bucketlistbars.com, dnainfo.com, freetoursbyfoot.com, q985online.com and urbanmatter.com. So that you can be sure you’re receiving the best of the best. We compiled all the results in one spot and ranked them according to how frequently they were referenced.
GIPHY App Key not set. Please check settings