The Best Cocktail Bars in Chicago – A Review of the Top Spots

Chicago is renowned for its dynamic food scene, and its cocktail bars are no exception. Whether you’re a connoisseur of classic cocktails or looking for inventive new drinks, the city offers an eclectic mix of bars that will satisfy any taste. After spending some time exploring, I’ve rounded up the top cocktail bars in Chicago based on personal experience. Here’s a peek into what makes each one so special.

1. The Aviary

Nestled in the West Loop, The Aviary is undoubtedly one of the most prestigious cocktail bars in Chicago. From the moment you walk through the door, the ambiance sets the tone for an exceptional experience. The modern, yet intimate, vibe is perfect for a special night out. The bartenders are nothing short of magicians, crafting drinks that are more like works of art.

On my visit, I tried their famous “Aviation” cocktail, and it was nothing like I’ve ever tasted. The drink, which typically features gin, maraschino liqueur, and lemon juice, was elevated with an innovative twist that included a floating garnish of lavender smoke. Not only did it taste divine, but the presentation was almost theatrical.

The Aviary also offers a tasting menu, where you can experience multiple creative concoctions in one sitting. It’s a bit on the pricier side, but the experience is well worth it, making it perfect for a celebration or a memorable night out.

2. The Violet Hour

Tucked away behind a discreet door in the bustling Wicker Park neighborhood, The Violet Hour is the epitome of a speakeasy. With its dim lighting, velvet curtains, and chic décor, it’s the kind of place where you immediately feel transported to another time.

I loved how The Violet Hour managed to blend the old-school charm of a classic cocktail bar with modern sophistication. Their drink menu features expertly crafted cocktails that are both timeless and inventive. I ordered their signature “Violet Hour,” a mix of gin, lavender, and honey, which was a delicate, fragrant concoction. The drink was balanced to perfection, and the bartender’s expertise was evident in every sip.

The atmosphere here is calm and unhurried, ideal for intimate conversations or a relaxed evening with friends. While it can get crowded, especially on weekends, the wait is usually worth it.

Clayton Hauck for Land and Sea Dept

3. Chicago Athletic Association’s Cherry Circle Room

Located in the historic Chicago Athletic Association Hotel, the Cherry Circle Room combines vintage charm with a menu that will delight cocktail enthusiasts. The old-school club atmosphere transports you to a bygone era, with dark wood paneling and leather seating that invites you to settle in for a cozy, comfortable evening.

During my visit, I opted for their “Aviation” cocktail, and I was impressed with its balance of flavors. But what truly set this place apart was the level of detail in the drinks. Each cocktail was meticulously crafted, and you could tell the bartenders had a passion for their craft.

One of the highlights here was their seasonal cocktails, which are crafted with fresh, locally sourced ingredients. If you’re a fan of classic cocktails with a twist, you won’t want to miss this spot.

Three Dots and a Decade

4. Three Dots and a Dash

If you’re in the mood for something more exotic, Three Dots and a Dash is a tropical paradise tucked away in River North. The tiki bar vibe is playful and full of energy, with cocktails served in colorful mugs and garnished with flowers and fruit.

I decided to try their signature drink, the “Three Dots and a Dash,” which blends rum, honey, and falernum syrup. The flavor was bold and refreshing, and the presentation was as fun as it was delicious. What I appreciated most about Three Dots and a Dash was the creativity behind their cocktails, each one a celebration of tropical flavors. It’s a perfect spot for a lively night out with friends.

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