The Drawing Room is the perfect spot to find yourself at the Chicago Athletic Hotel and it has it all! From its cozy atmosphere with a sprawling fire to its carefully crafted drinks, this place will leave you wanting more. The highlight of the night has to be their award-winning, handcrafted espresso martinis. With just the right amount of sweetness and a smooth finish, it's no wonder that this exclusive beverage is the talk of the town! Boasting a wide selection of spirits, this inventive drink is definitely a must-have. When it comes to the atmosphere, the Drawing Room truly stands out. From the moment you step inside, you’re taken by the contemporary chic decor and unique lighting.

Set in the heart of the town, Marty's bar is an intimate spot to enjoy drinks with friends. Its tight space is perfect for an intimate night out. Adorned with vintage decor and just the right lighting, the atmosphere allows you to unwind and relax. The crowd can be quite lively, but service is fast and the bartenders are friendly and know their drinks. One simply has to try their signature drink: the espresso martini. This creamy and delicious beverage is a perfectly balanced masterpiece of espresso, vodka and a touch of simple syrup.

When it comes to unique vibes, The Violet Hour is the place to be. The hidden gem of Chicago has its door discreetly tucked away behind 12 foot velvet curtains that transport you to an ethereal space filled with minimalist furniture, moody lighting, and unforgettable music. The menu is full of delectable cocktails for all tastes, from subtle flavors at the top to the bold and more 'funky' options lower down. Be sure to ask their helpful staff for advice if you're unsure - they'll be sure to give you an honest opinion. The star of the show has to be the espresso martini.

Six06 Cafe Bar is an amazing destination spot known for their great food and fun atmosphere. Found in an up and coming area in town, the restaurant is a great spot to hang out with family and friends or have a romantic night out. The rooftop is perfect for dancing, with a live DJ and a lively atmosphere- yet still offers places to sit down, making it the perfect for small groups. The drinks are good but the food is even better. Be sure to order the grilled octopus; you'll be absolutely blown away! The rest of the menu options have just as much flavor and flair, making it hard to choose. Portion sizes are generous and good for sharing.

Gilt Bar is an iconic Chicago restaurant, where a dark and sophisticated atmosphere reminiscent of a classic whisky bar awaits. Customers enjoy a diverse menu of globally-inspired dishes that are cooked to perfection, complemented by the perfect cocktails and drinks. Diners can be sure to be served by the friendly and impeccable staff, such as Anna Maria, who always makes sure guests are making the most of their visit. The signature dish at Gilt Bar is the truffle pasta, prepared using the freshest and most flavorful ingredients.

Vol. 39 is a hidden gem nestled in the heart of Chicago's financial district. An upscale, luxurious establishment, the atmosphere is perfect for a relaxing and stylish evening out. With its cozy velvet furniture, atmospheric lighting, and impressive art and décor, Vol. 39 makes for a unique and sophisticated evening out. The cocktail selection is impressive and the Espresso Martini is an absolute must-try. It's made to perfection with a perfect balance of espresso and vodka that is sure to awaken the senses.

When it comes to the South Loop's 16th Street Bar & Coffee Lounge, one can expect the utmost in comfort and quality. From the inviting atmosphere of a vibrant coffee lounge to the diverse selection of classic and creative cocktails, the experience here is one to remember. The bar staff is knowledgeable and ready to mix up some of the best drinks available in the city. The Espresso Martini is an absolute must. Featuring specialty coffee and a selection of liquors, this is a sweet and boozy treat for coffee lovers. The atmosphere at 16th Street Bar & Coffee Lounge is beyond welcoming. The music is always on point, and the dimly lit spot feels peaceful and relaxed no matter the clientele.

Good Funk, the newest natural wine bar in the city, is quickly becoming a favorite amongst locals. Nestled away in a cozy spot and surrounded by a charming, intimate atmosphere, this quaint watering hole invites guests from all corners of the city. If you’re looking for something to sip on, enjoy their extensive selection of global wines and speciality drinks, like the mouth-watering espresso martinis. Not only are these drinks flavorful, but they’re also expertly crafted, making use of the finest ingredients, like freshly-brewed espresso, smooth and creamy vodka, and a hint of sugar.

Love Street is a restaurant in the city that has garnered a lot of positive attention for its creative cocktails and high-class atmosphere. Tastefully decorated, this eatery is sure to offer the perfect ambience for any setting. The Scotty Doesn't Know and Behave Yourself drinks are some of the best and most consistently made cocktails in town, especially their signature Espresso Martini. Even ordering the “Dealer's Choice” from their bar staff is a great option, as their expansive knowledge will take your taste buds on an exquisite journey. The service is top-notch at Love Street, with the friendly staff always willing to please.