HAPPY HOURS IN CHICAGO: THE BEST SPOTS FOR AFTER-WORK DRINKS AND DEALS

Happy Hours in Chicago: The Best Spots for After-Work Drinks and Deals

Happy Hours in Chicago: The Best Spots for After-Work Drinks and Deals

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Chicago is known for its vibrant nightlife, but when it comes to getting the best bang for your buck, there’s no better way to unwind after a long day than with happy hour specials. Whether you're a local looking to explore the city or a visitor seeking a fun way to experience Chicago’s food and drink scene, happy hours in the city offer everything from discounted cocktails to bargain bites. In this article, we’ll highlight some of the top places to enjoy happy hours in Chicago, showcasing great deals, lively atmospheres, and unique experiences.



What is Happy Hour?


Happy hour is a popular time in the restaurant and bar world when they offer discounted drinks, appetizers, and sometimes even full meals. It typically takes place in the late afternoon or early evening, providing a perfect opportunity for after-work relaxation, socializing with friends, or meeting new people. In Chicago, the happy hour scene is as diverse as the city itself, with an abundance of options catering to different tastes and preferences.



Best Happy Hours in Chicago: Where to Go for Great Deals


Whether you're in the mood for craft beers, specialty cocktails, or a glass of wine, Chicago’s happy hour scene has something for everyone. Here are some of the city's best spots to grab a drink and enjoy a laid-back atmosphere.



1. The Aviary (West Loop)


If you're looking for an elevated happy hour experience, The Aviary is the place to be. Known for its creative cocktails and sophisticated vibe, this upscale bar offers a unique approach to happy hour, focusing on high-end drinks and inventive presentations. While their regular menu can be pricey, The Aviary offers a special happy hour menu featuring unique cocktails at a discounted price, making it an unforgettable experience. The ambiance, combined with expertly crafted drinks, is sure to impress.





  • Happy Hour Deals: Special cocktail menu with discounted prices




  • Time: Typically 4 PM – 6 PM, but always check ahead for the latest offerings




2. The Violet Hour (Wicker Park)


The Violet Hour is another upscale cocktail bar that offers a serene, intimate setting perfect for enjoying expertly crafted drinks. Hidden behind a velvet curtain in Wicker Park, this chic spot provides happy hour specials during weekdays, focusing on hand-crafted cocktails, fine spirits, and a selection of seasonal drinks. Their talented bartenders mix up some of the best cocktails in the city, and their dimly lit, cozy atmosphere makes it ideal for an after-work drink.





  • Happy Hour Deals: Discounted cocktails and special offerings




  • Time: 4 PM – 6 PM




3. Bar Biscay (West Loop)


For those who prefer a more casual happy hour, Bar Biscay in the West Loop is a great option. This laid-back spot offers delicious cocktails, a wide selection of wines, and tasty Spanish tapas at a discounted price during their happy hour. Whether you're looking to enjoy a refreshing sangria or sample some small plates with friends, Bar Biscay creates a fun and affordable happy hour experience.





  • Happy Hour Deals: Discounted sangrias, wines, and small plates




  • Time: 4 PM – 6 PM, Monday – Friday




4. Cindy’s Rooftop (The Loop)


For a happy hour with a view, Cindy’s Rooftop is one of Chicago's top destinations. Situated on the rooftop of the Chicago Athletic Association Hotel, this spot offers stunning views of Millennium Park and the city skyline. Their happy hour menu includes refreshing cocktails, wines, and light bites—perfect for taking in the sunset while sipping on a craft cocktail. Cindy’s also serves up seasonal drinks that highlight local ingredients, making this a favorite spot during the warmer months.





  • Happy Hour Deals: Seasonal cocktails, wine specials, and light bites




  • Time: 4 PM – 6 PM, Monday – Friday




5. Three Dots and a Dash (River North)


For a fun and lively atmosphere, Three Dots and a Dash is a standout in the Chicago happy hour scene. This tiki bar in River North offers a tropical escape in the heart of the city. With its fun, island-inspired cocktails and laid-back vibe, it’s the perfect place to kick back and relax. They offer an extensive happy hour menu with discounted drinks and some delicious bites. Plus, the vibrant decor and island music make it a unique and exciting place to enjoy a happy hour.





  • Happy Hour Deals: Discounted tiki cocktails, beers, and bites




  • Time: 4 PM – 7 PM, Monday – Friday




6. The J. Parker (Lincoln Park)


If you're looking for a rooftop bar with great views and a relaxed atmosphere, The J. Parker in Lincoln Park offers the perfect setting. Located on top of the Hotel Lincoln, this rooftop bar overlooks the lush greenery of Lincoln Park and provides a fantastic view of the city skyline. Their happy hour includes refreshing cocktails, beers, and wine, as well as delicious small bites to complement your drinks. It’s a great place to unwind and socialize while enjoying the scenery.





  • Happy Hour Deals: Discounted cocktails, beers, and small plates




  • Time: 4 PM – 6 PM, Monday – Friday




7. Owen & Engine (Logan Square)


For a more casual, neighborhood vibe, Owen & Engine in Logan Square is a great choice. This gastropub offers an extensive selection of craft beers and classic cocktails, along with hearty bites to satisfy your hunger. Their happy hour specials include discounted drafts, wine, and cocktails, along with a rotating selection of small plates. With a cozy, welcoming atmosphere and affordable prices, Owen & Engine is a favorite spot for locals looking to kick back and relax.





  • Happy Hour Deals: Discounted drafts, wine, cocktails, and small plates




  • Time: 4 PM – 7 PM, Monday – Friday




8. The Churchill (River North)


The Churchill is a lively bar and restaurant in River North offering an inviting ambiance and great happy hour deals. Known for its spacious interior and welcoming vibe, this spot offers excellent drink specials, including $5 wine, cocktails, and beer, as well as small plates like truffle fries and chicken wings. The relaxed yet vibrant atmosphere makes it the perfect place to hang out with friends after work.





  • Happy Hour Deals: Discounted wines, cocktails, beers, and small plates




  • Time: 4 PM – 6 PM, Monday – Friday




9. The Franklin Room (Old Town)


For those who enjoy a craft cocktail experience with a bit of history happy hours in chicago, The Franklin Room offers an impressive collection of spirits and cocktails. Located in Old Town, this bar serves up some of the best drinks in the city at discounted prices during happy hour. In addition to their specialty cocktails, they also offer craft beers and wines that complement their menu of small plates. The cozy, upscale atmosphere makes it a great spot to meet friends or enjoy a quiet drink.





  • Happy Hour Deals: Discounted cocktails, beer, wine, and small bites




  • Time: 4 PM – 7 PM, Monday – Friday




Tips for Enjoying Happy Hour in Chicago




  • Check the Timing: While happy hour typically runs from 4 PM to 7 PM, some places may offer extended hours or weekend specials. It’s always best to check the restaurant’s or bar’s website for the most up-to-date information.




  • Plan Ahead for Weekends: Many spots are busiest on weekends, so plan to arrive early to snag a seat or take advantage of happy hour deals before the crowds roll in.




  • Take Advantage of Food Deals: Many happy hours feature food specials in addition to drink discounts, so don’t miss out on tasty bites like tacos, sliders, or small plates that can elevate your experience.




  • Enjoy Responsibly: While Chicago's happy hour scene is great for socializing and relaxing, always remember to drink responsibly and never overindulge.




Conclusion


With its diverse food and drink scene, Chicago offers a wealth of happy hour options, from upscale cocktail bars to casual gastropubs. Whether you're looking for a trendy spot with great views or a neighborhood watering hole with affordable drinks and food, there’s something for everyone in the Windy City. With these happy hour hotspots, you’ll be able to unwind and enjoy a refreshing drink without breaking the bank. So, gather your friends and head out to one of Chicago’s best happy hours—you’re sure to have a good time!

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