Top 7 Best Bars in Chicago

Chicago is a city known for its vibrant nightlife and diverse drinking establishments. Whether you’re a local or just visiting, exploring the city’s bar scene is a must. In this guide, we’ll dive into the Top 7 Best Bars in Chicago, offering a mix of classic and contemporary spots that cater to every taste.

When searching for the perfect bar experience, consider the following services and aspects:

Craft Cocktails – Expertly mixed drinks featuring unique ingredients.
Local Brews – A selection of beers from Chicago’s renowned breweries.
Live Music – Enjoy performances from local bands and artists.
Happy Hour Specials – Discounted drinks and appetizers during specific times.
Ambiance – The atmosphere that suits your mood, from cozy and intimate to lively and bustling.
Food Pairings – Menus that complement your drink choices, from snacks to full meals.
Outdoor Seating – Patios and rooftops for enjoying the cityscape while you sip.
Price Range – Options available for every budget, from $ to $$$$.
Special Events – Themed nights and exclusive gatherings for a unique experience.

Explore these key elements to find a bar that matches your preferences, and enjoy all that Chicago’s bar scene has to offer.

1. Three Dots and a Dash
2. Timothy O'Toole's Pub
3. Cindy's Rooftop

4. The Green Mill
5. Headquarters Beercade
6. Federales Fulton
7. River Roast

Number of companies

29339

Verified reviews

4,46

Average rating

(312)6104220

1. Three Dots and a Dash

★ ★ ★ ★ ★ 4,5/5

435 N Clark St, 60654.0, Chicago

Cocktail bar
Bar
Lounge

Why we chose them

Three Dots and a Dash is a captivating tropical bar that brings the essence of Polynesia to the heart of Chicago’s River North. Known for its authentic Polynesian vibe, the bar offers an exotic escape with a focus on quality and freshness. Their cocktails are crafted from the finest seasonal fruits, cold-pressed juices, and handmade syrups like orgeat and falernum. Sourcing ingredients globally, the bar features mint from Colombia, orchids from Hawaii, and cane sugar from Martinique, ensuring each drink is a unique and flavorful experience. The cocktail menu includes innovative creations using a blend of aged rums and distilled spirits, catering to those who appreciate a well-crafted beverage.

The venue is a 21+ speakeasy-style lounge that promises a memorable evening with its vibrant and festive atmosphere. It hosts special events, such as the “Terror in the Tropics” Halloween celebration, showcasing top tropical bars from across the country. The bar’s exclusive experiences, like the Strong Water pop-up, highlight its commitment to delivering unforgettable nights filled with unique drinks and tropical fun. This dedication to quality and creativity makes it a standout choice for our company directory, offering a taste of the islands right in the city.

(312)6420700

2. Timothy O'Toole's Pub

★ ★ ★ ★ ★ 4,4/5

622 N Fairbanks Ct, 60611.0, Chicago

Sports bar
American restaurant
Pub

Why we chose them

Timothy O’Toole’s Pub Chicago is a cherished establishment located just steps away from the iconic Magnificent Mile and Navy Pier. With over 30 years of history, this subterranean pub is a sports enthusiast’s dream, boasting more than 70 HD flat screens for an unparalleled viewing experience. Known for its extensive menu and impressive beer selection, including dozens of beers on tap and a vast array of craft options, the pub offers a lively and welcoming atmosphere. Guests can enjoy a game of billiards or host private events in one of the two available party rooms, making it an ideal destination for both casual outings and special occasions.

This beloved sports bar, American restaurant, and pub stands out for its commitment to quality and entertainment. Renowned for having the best wings in Chicago, it provides a perfect blend of delicious food and engaging sports entertainment. The pub’s strategic location and vibrant environment make it a popular choice for locals and visitors alike, offering a unique blend of dining and social experience. Whether you’re a sports fan or simply seeking a great place to relax with friends, this establishment offers something for everyone.

(312)7923502

3. Cindy's Rooftop

★ ★ ★ ★ ★ 4,5/5

12 S Michigan Ave, 60603.0, Chicago

Bar
Restaurant

Why we chose them

Cindy’s Rooftop offers a chic dining experience in the heart of downtown Chicago, perched atop the historic Chicago Athletic Association hotel. Guests are treated to breathtaking views of Millennium Park and Lake Michigan, all from the comfort of a glass atrium and open-air terrace. The restaurant is renowned for its vibrant service and a menu crafted by Top Chef contestant Executive Chef Kaleena Bliss. The culinary offerings feature local, seasonal produce and fresh seafood, perfectly paired with an extensive beverage selection. This rooftop haven is an ideal spot for both casual dining and special occasions, with reservations highly encouraged due to its popularity.

With a focus on creating memorable experiences, the venue boasts a variety of spaces for private events, including semi-private Lakeview couches and a private Library dining room. Whether planning a corporate gathering or an intimate celebration, the restaurant’s impeccable service and stunning views make it one of Chicago’s top event destinations. The atmosphere is welcoming to all ages, with accommodations for dietary restrictions and a selection of spirit-free beverages for younger guests. This commitment to excellence and inclusivity is why this establishment is a standout choice for our directory.

(773)8785552

4. The Green Mill

★ ★ ★ ★ ★ 4,4/5

4802 N Broadway, 60640.0, Chicago

Cocktail bar
Bar
Lounge

Why we chose them

The Green Mill is a historic jazz club renowned for its vibrant live shows and rich musical heritage. As a cornerstone of the jazz scene, it offers an eclectic lineup of performances every night, featuring talented bands and musicians. The club is especially famous for its Uptown Poetry Slam, held every third Sunday of the month, adding a unique twist to its offerings. Visitors are drawn to its lively atmosphere, where dance music fills the air on Tuesday and Thursday nights. With a strict cash-only policy, this iconic venue invites guests to immerse themselves in an unforgettable musical experience.

Beyond the captivating performances, The Green Mill provides an inviting setting with its cocktail bar, lounge, and bar services. Patrons can enjoy expertly crafted drinks while soaking in the club’s historic charm. The venue’s distinctive opening hours, including a precise closing time of 1:11 am on weekdays, add to its quirky allure. Although it does not accept reservations, the welcoming atmosphere and exceptional lineup encourage guests to return repeatedly. This celebrated establishment is a must-visit for jazz enthusiasts and anyone seeking an authentic slice of musical history.

(312)2918735

5. Headquarters Beercade

★ ★ ★ ★ ★ 4,5/5

213 W Institute Pl, 60610.0, Chicago

Bar
American restaurant
Bar & grill
Cocktail bar
Event venue
Video arcade

Why we chose them

Headquarters Beercade stands out as a unique destination in Chicago’s River North, offering a lively blend of entertainment and dining. This rustic-chic sports bar and arcade spans 14,000 square feet across two floors, providing a dynamic setting for nightlife, dates, or casual hangouts. With over 70 vintage arcade games and pinball machines, patrons can enjoy titles like Donkey Kong, NBA Jam, and Frogger, all while indulging in modern American cuisine. The venue’s menu features favorites such as Crispy Chicken Tacos, the HQ Burger, and thin-crust pizzas, appealing to a diverse range of tastes.

The venue is more than just a gaming hub; it’s also a renowned event space, ideal for weddings, corporate outings, and private parties. Guests can savor innovative signature cocktails crafted by Beverage Director Aneka Saxon, alongside an extensive selection of craft and draft beers. Open 365 days a year, Headquarters Beercade ensures high-energy entertainment every night, making it a premier choice for those seeking an alternative to traditional bar experiences. With its unique combination of food, drinks, and nostalgic gaming, it continues to captivate visitors with its engaging and vibrant atmosphere.

(773)8319696

6. Federales Fulton

★ ★ ★ ★ ★ 4,4/5

180 N Morgan St, 60607.0, Chicago

Bar
Mexican restaurant

Why we chose them

Federales Fulton stands out as a dynamic and inviting destination in the heart of Fulton Market, Chicago. Known for its hip and funky vibe, this Mexican taco and tequila bar captures the essence of a lively night out with its open-air, urban industrial setting. Visitors are drawn to its energetic atmosphere, making it a top choice for those looking to enjoy a memorable experience with friends. The menu is centered around authentic drinks and creative tacos, offering a tantalizing blend of flavors that are sure to delight any palate.

Offering both bar and Mexican restaurant services, the establishment caters to a diverse clientele seeking a unique dining and socializing experience. The venue is designed to accommodate various events, from casual get-togethers to planned parties, ensuring an enjoyable time for all attendees. With features like the Agave Club and special happenings, it keeps guests engaged and entertained. Whether patrons are looking to dine in, order takeout, or host a catered event, this tequila and taco concept provides a vibrant setting that enhances any occasion.

(312)8220100

7. River Roast

★ ★ ★ ★ ★ 4,5/5

315 N La Salle St, 60654.0, Chicago

New American restaurant
Brunch restaurant
Cocktail bar
Restaurant

Why we chose them

River Roast is a vibrant, modern British eatery and bar located on the scenic Chicago River, offering patrons stunning downtown views. Known for its contemporary American tavern fare, the restaurant provides dramatic presentations of whole roasted chicken, fish, and slow-roasted beef, making it a lively social house and gathering place. Guests can enjoy a variety of services, including a New American restaurant, brunch restaurant, and cocktail bar, ensuring a unique dining experience that caters to diverse tastes.

Emphasizing both style and substance, River Roast excels in creating memorable dining experiences, whether for intimate gatherings or grand events of up to 1350 people. With its dynamic menu and exceptional views, it has become a favorite for those seeking a memorable culinary adventure in Chicago. The restaurant also offers convenient options like online ordering and takeout, making it accessible for any occasion. Featuring a welcoming atmosphere and a commitment to quality, River Roast stands out as a top destination for locals and visitors alike.

FAQs

What are the typical services offered by bars in Chicago?

Bars in Chicago typically offer a range of services including craft cocktails, local brews, live music, happy hour specials, food pairings, outdoor seating, and special events.

What is the average price range for drinks at bars in Chicago?

The average price range for drinks at bars in Chicago varies widely, from approximately €5 for a local beer to €15-€20 for a craft cocktail.

What should I consider when choosing a bar in Chicago?

When choosing a bar, consider factors like the type of drinks offered, ambiance, live music options, food pairings, outdoor seating, special events, and your budget.

How can I find bars with the best craft cocktails in Chicago?

Look for bars known for their mixology expertise and unique ingredient combinations. Checking online reviews and local guides can also help you find popular spots for craft cocktails.

Are there bars in Chicago with good live music performances?

Yes, many bars in Chicago offer live music performances featuring local bands and artists. It's best to check the bar's event calendar or ask locals for recommendations.

What are happy hour specials, and when are they typically available?

Happy hour specials are discounted drinks and appetizers available during specific times, often in the early evening. The exact times vary by bar, so it's best to check in advance.

Is outdoor seating common at bars in Chicago?

Yes, many bars in Chicago offer outdoor seating options like patios and rooftops, especially during the warmer months, allowing patrons to enjoy the cityscape.

What is the price range for food pairings at bars in Chicago?

Food pairings at bars in Chicago can range from €5 for small snacks to €30 or more for full meals, depending on the bar and menu options available.