In a city where faded Old Style signs swing outside of beloved dive bars and lines snake around the block at trendy cocktail lounges, the best bars in Chicago act as meeting places, date locales and venues for celebrations.
With so many great places to grab a beverage, the list of our all-time favorite bars around town is expansive—and inclusive of breezy beer gardens, sultry wine bars uncorking bottles of reds and whites, and the finest cocktail bars Chicago has to offer. In a metropolis packed with places to sip and swirl, these watering holes shine even brighter and boozier. Take a look at the best bars in Chicago and find the perfect destination for your next night out.
Best Chicago bars at a glance:
- 🎶 For live music: Green Mill – Historic jazz lounge with nightly performances (Uptown)
- 🍹 For sophisticated cocktails: Kumiko – Japanese dining bar (West Loop)
- 😘 For date night: Kitty's Cosmopolitan Club – Sultry lounge made for romannce (River North)
- 🍺 For beer drinkers: Maria's Packaged Goods & Community Bar – A beer emporium tucked away behind a liquor store (Bridgeport)
- 🥃 For whiskey lovers: Delilah's – A no-frills dive offering more than 1,000 brown spirits (Lincoln Park)
Updated July 2026: Sometimes you want to let loose in a loud bar after a long week, and sometimes you just want to cozy up at a dive bar with only a beer and your thoughts. No matter the occasion, the best bars in Chicago promise the best of whatever experience you’re seeking. In this updated list of the must-hit spots, we’ve laid out a guide to the city’s finest watering holes, from sprawling rooftop bars to storied dives and low-key basement bars.
This month's additions include Bar Bambi, a whimsical West Town destination from an acclaimed Chicago bartender. Also joining the lineup is Kitty's Cosmopolitan Club, Lettuce Entertain You's glamorous hideaway for craft cocktails in River North.
Time Out has also instituted a sitewide change in review policies. Our food and drink venues included in guides now have star ratings, with five stars corresponding to “amazing,” four to “great” and three to “good,” and we’ve also standardized how most listings are structured. For more on our new policies, feel free to check out how we review at Time Out.
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