Old Town Chicago, with its cobblestone streets and charming architecture, boasts a vibrant nightlife scene. Beyond the trendy hotspots, lie some truly exceptional bars steeped in history and character. This guide highlights 15 of the best, offering a diverse range of experiences to suit every taste. Whether you’re a history buff, a cocktail connoisseur, or simply looking for a great place to unwind, Old Town has something to offer.
Exploring Old Town's Best Bars: A Diverse Selection
This list caters to different preferences, ensuring you'll find your perfect Old Town drinking establishment. From intimate speakeasies to lively pubs, we've covered the spectrum. Remember to check opening hours and make reservations, especially on weekends.
Classic Cocktail Lounges & Speakeasies
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The Violet Hour: This award-winning cocktail bar is a must-visit for any serious drinker. Its dimly lit ambiance, expertly crafted cocktails, and extensive spirits selection create an unforgettable experience. Expect a sophisticated crowd and a slightly higher price point, but the quality is undeniable. Their seasonal menus are always a highlight.
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The Kingston Mines: While primarily known for its blues music, Kingston Mines also boasts a lively bar scene. Grab a drink and enjoy the electrifying energy of live music. This is a fantastic spot for a fun night out with friends. Expect a bustling atmosphere.
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Butch McGuire's: A legendary Old Town institution, Butch McGuire's has been a local favorite for decades. It's known for its casual atmosphere, friendly staff, and wide selection of beers. It’s a great place for a classic pub experience.
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The Green Mill Cocktail Lounge: This historic jazz club and bar has been a Chicago landmark for over a century. It's steeped in history, with a connection to infamous figures like Al Capone. Enjoy live jazz and a classic cocktail in this atmospheric setting.
Lively Pubs & Gastropubs
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Old Town Ale House: This gastropub offers a relaxed setting with a good selection of craft beers on tap and a hearty pub menu. It’s a great choice for a casual gathering with friends.
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North Pond: This upscale restaurant and bar offers stunning views of North Pond. Their cocktail list is refined and inventive. The atmosphere is elegant, perfect for a special occasion.
Unique & Quirky Bars
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Tiki Taka: Escape to a tropical paradise with this tiki bar's vibrant decor and creative cocktails. The atmosphere is fun and festive, perfect for a memorable night out.
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The Pony Inn: The Pony Inn is a small bar with a lot of charm. Its unpretentious nature and friendly patrons make it a welcoming space.
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Blind Barber: This speakeasy-style bar is hidden behind a working barbershop, adding a unique touch to the experience.
Hidden Gems & Local Favorites
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Casey Moran's: This Irish pub offers a welcoming atmosphere and traditional Irish fare. It's a classic neighborhood bar where you’ll feel right at home.
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Gibsons Bar & Steakhouse: While more of a steakhouse, Gibson's boasts an impressive bar area, perfect for pre-dinner drinks or a late-night cocktail.
For a Sweet Treat (with a Booze Boost)
- Scofflaw: While not strictly a bar, Scofflaw offers excellent cocktails paired with creative food options. It's a great place to start or end your Old Town pub crawl.
More options to consider
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The Exchequer Pub: A traditional Irish pub that offers a nice ambiance for a relaxed evening.
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RTC Old Town: This place is perfect for a fun night with friends thanks to its wide selection of beers and other drinks.
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The Progress: This spot provides a vibrant and enjoyable atmosphere while you enjoy handcrafted cocktails.
Planning Your Old Town Bar Crawl
To make the most of your Old Town bar-hopping adventure, consider the following:
- Transportation: Old Town is walkable, but consider ride-sharing services or taxis if you plan on drinking.
- Reservations: Many popular bars, especially on weekends, require reservations.
- Dress code: While most bars are casual, some upscale establishments may have a dress code.
- Pace yourself: Enjoy the experience responsibly.
This guide provides a comprehensive overview of some of Old Town Chicago's finest bars. Remember to explore, discover your own favorites, and enjoy the vibrant nightlife this historic neighborhood has to offer. Cheers!
