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Hidden Gems: Top Bars In Chicago’s Old Town You Need To Visit

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by Benoite Cady

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Looking for the best bars in Chicago’s Old Town? This historic neighborhood offers a mix of classic pubs, trendy lounges, and hidden speakeasies. Whether you’re a local or just visiting, Old Town has something for everyone. Imagine sipping craft cocktails in a cozy, dimly lit bar or enjoying a cold beer in a lively pub with friends. From live music venues to rooftop bars with stunning views, Old Town never disappoints. Ready to discover the top spots for a night out? Let’s dive into the best bars in Chicago’s Old Town that you absolutely must visit.

Discovering Chicago’s Old Town Nightlife

Chicago’s Old Town is a vibrant neighborhood brimming with history, charm, and some of the best bars in the city. Whether you’re a local or just visiting, these hidden gems offer unique experiences that cater to every taste. Let’s dive into the top bars you need to visit in Old Town.

Cozy and Quaint Bars

Sometimes, a cozy atmosphere with a touch of charm is all you need for a perfect night out. These bars provide just that.

  1. The VIG

    • Located on Wells Street, The VIG offers a warm, inviting atmosphere with a modern twist. Enjoy craft cocktails and delicious bites while relaxing in their stylish yet cozy setting.

  2. Old Town Ale House

    • A true Chicago classic, Old Town Ale House has been serving patrons since 1958. Known for its eclectic decor and laid-back vibe, this bar is perfect for those who appreciate a bit of history with their drink.

Trendy Spots for Craft Cocktails

For those who love innovative drinks and a trendy atmosphere, Old Town has some fantastic options.

  1. The Rabbit Hole

    • This speakeasy-style bar offers a unique experience with its hidden entrance and creative cocktails. The Rabbit Hole’s mixologists craft drinks that are as beautiful as they are delicious.

  2. The Up Room

    • Situated atop The Robey Hotel, The Up Room boasts stunning views of the Chicago skyline. Sip on expertly crafted cocktails while enjoying the chic, modern ambiance.

Lively Bars with Great Music

If you’re in the mood for some live music or a DJ spinning the latest hits, these bars won’t disappoint.

  1. The Second City

    • Known for its comedy shows, The Second City also features a lively bar where you can enjoy a drink before or after a performance. The atmosphere is always buzzing with energy and laughter.

  2. Benchmark

    • With multiple levels and a rooftop bar, Benchmark is a hotspot for those looking to dance the night away. The music is always on point, and the crowd is lively and fun.

Unique Themed Bars

For a truly memorable night out, check out these themed bars that offer something a little different.

  1. The Cat’s Meow

    • Step back in time to the roaring twenties at The Cat’s Meow. This speakeasy-style bar features vintage decor, jazz music, and classic cocktails that transport you to another era.

  2. The Glunz Tavern

    • Established in 1888, The Glunz Tavern is a historic gem with a European flair. Enjoy a wide selection of wines, beers, and spirits in a charming, old-world setting.

Bars with Outdoor Seating

When the weather is nice, nothing beats enjoying a drink outside. These bars offer fantastic outdoor seating options.

  1. Corcoran’s Grill & Pub

    • With a spacious patio and a relaxed vibe, Corcoran’s Grill & Pub is perfect for a laid-back evening with friends. The menu features a great selection of beers and pub fare.

  2. The Fireplace Inn

    • Known for its delicious BBQ and extensive drink menu, The Fireplace Inn also boasts a lovely outdoor seating area. It’s an ideal spot for enjoying a meal and a drink on a warm evening.

Discover Your New Favorite Spot

Chicago’s Old Town offers a variety of bars that cater to different tastes. From cozy pubs to lively cocktail lounges, there's something for everyone. Each spot has its own unique charm, making it easy to find a place that feels like home. Whether you're a local or just visiting, these hidden gems provide the perfect setting for a night out.

Next time you're in the area, make sure to check out a few of these top bars. You might find your new favorite spot to unwind. Enjoy the vibrant atmosphere, friendly locals, and delicious drinks. Old Town's bar scene is waiting to be explored, so grab some friends and start your adventure. Cheers to discovering the best bars in Chicago’s Old Town!