Our 8 Favorite Downtown Chicago Bars

The Windy City is packed with unique spots to gather for drinks. Discover eight of the hottest downtown Chicago bars:

Fight Club– 111 Wacker Dr- When you and friends are looking to get creative with the evening, spend your night out over a few rounds of drinks and high-tech darts. Munch on light seafood bites at happy hour prices Monday through Thursday, 4 pm to 6 pm. This chic bar is situated right in the Loop along the Chicago River.

Ace Bounce– 230 N Clark St- Located directly below Fight Club, this one-of-a-kind bar offers even more adult beverages and exhilarating games. Choose to play traditional ping pong, futuristic wonderball, or old-school beer pong. Monday through Friday, from 4 to 6 pm, you can enjoy a wide selection of deals on liquor, beer, and grub.

Cindy’s– 12 S Michigan Ave- If you’re looking for incredible drinks and equally impressive views, you have to stop by this iconic Chicago bar. Therooftop lounge, located along Michigan Avenue within the Chicago Athletic Association, is known for its undisturbed views of Millenium Park and the Chicago Harbor. 

SafeHouse– 60 E Ontario St- When you step inside this bar, you enter the secret world of a spy. Your mission begins when you pass the ultimate test of locating the red door. From there, you can enjoy hearty meals, signature-themed cocktails, and even more covert operations.

The Signature Room– 875 N Michigan Ave- Located on the 95th floor of the John Hancock building, this upscale lounge boasts sweeping views of the city and water, along with top-notch libations. Stop by as the sun’s going down or grab a night-cap accompanied by the lit-up downtown Chicago in your peripherals.

Three Dots and a Dash435 N Clark St- This speakeasy tiki-bar, tucked away in an alley, is hard to compare to any other Chicago bar. With over 200 rums, luau bites, and Polynesian decor, this funky slice of paradise will have you forgetting you’re still in the Midwest. 

Bub City– 435 N Clark St- This vibrant spot operates as a barbeque restaurant by day, and honky-tonk by night. Spend your evening sipping on some whiskey and jamming to live country tunes. Take advantage of the daily drink and food specials from 3 to 6 pm. 

Offshore– 100 E Grand Ave- As the nation’s largest rooftop venue, Navy Pier’s brand new rooftop bar is sure to make your jaw drop. Soak up the panoramic views of Lake Michigan and the city skyline with a drink in hand and a chef-driven Californian cuisine on your plate.

Stop by these downtown Chicago bars for delicious drinks and a guaranteed good time!

If you’re in the hunt for a downtown Chicago home, connect with one of our licensed brokers today!

Things to Do on a Night Out in Lakeview Chicago

Lakeview Chicago offers residents and visitors alike an eclectic and energetic neighborhood.

This community sits right along Lake Michigan, a few miles north of downtown and consists of several distinct areas, including Lakeview East, Central Lakeview, Boystown, and Wrigleyville.

Throughout the entire neighborhood, you can find plenty of exciting things to do on a night out in Lakeview Chicago.

Best Spots for Nightlife in Lakeview

If you are looking for a fun night on the town, Lakeview Chicago does not disappoint. There are plenty of local bars to suit any occasion. 

Check out Nisei Lounge, Wrigley’s oldest dive bar, for a laid back atmosphere, a cold drink, and a round of pool or darts.

Ten Cat Tavern is another fan favorite, boasting delicious beverages, funky furnishings, and art exhibits featuring local artists. On a beautiful evening, snag a table on the cozy, dog-friendly patio.

For those nights you feel like dancing, check out one of the many lively clubs, including Smart Bar and Underground Lounge.

Best Spots for a Date in Lakeview

Lakeview Chicago offers plenty of go-to places to impress that special someone.

404 Wine Bar provides a class and cozy spot to wine and dine your significant other. Apart from a phenomenal selection of wines, this low-lit and romantic bar features a delicious selection of cheeses and shared plates.

Impress your date with a trip to Room 13, one of Lakeview’s hidden gems. This intimate speakeasy offers hand-crafted and prohibition-inspired cocktails.

For a bit more laid back date night, grab a blanket and picnic in Lincoln Park. Afterward, head over to the Brew and View to grab a drink and catch an underground film for only five dollars.

Best Spots for Tourists in Lakeview

If you are spending a weekend in Lakeview Chicago, rest assured that there are plenty of exciting activities to add to your itinerary. 

The Belmont Theatre District, the Windy City’s largest theatre district, boasts more than fifty theatres, from the prestigious  Blue Man Group to the infamous Laugh Factory. Grab dinner at one of the many nearby restaurants and then catch a show at a theatre of your choice.

For an evening of letting loose, get a group together and check out the Quandary Escape Rooms. Here you and your team will have the chance to escape a uniquely themed room using clues and hints throughout the space. 

Enjoy an exciting night out in Lakeview Chicago by taking advantage of all the fun spots this neighborhood has to offer!

Work With Us

Get in touch with Luxury Living Chicago Realty 's team of experienced licensed real estate brokers and take the first step in buying or selling a home in Chicago.