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!

The South Loop Coffee Shops You Must Try

Who has the best coffee in the South Loop neighborhood?

While that’s a tough question to answer, the Luxury Living team has narrowed down our favorite South Loop coffee shops:

Cafe Press Chicago– 800 S Clark St- Located in the heart of the historic Printer’s Row, this charming coffee shop offers excellent brews and cozy vibes. The french toast muffin is a must-try! Students can bring in their ID to receive 10 percent off their order.

HERO Coffee Bar– 439 S Dearborn St- While there are multiple Hero Coffee Bars throughout Chicago, the South Loop location has become Insta famous thanks to its adorable lit-up entry. Apart from the appealing aesthetics, this shop also boasts highly praised pour-over java drinks & farm-to-table sandwiches.

Dollop Coffee Co– 801 S Financial Pl- This bright and airy space makes the perfect setting to sip on a cup of joe and munch on some baked goods. The honey cinnamon latte is a local favorite!

Cafecito– 7 N Wells St- For an authentic Cuban experience, stop by this warm cafe. Not only do they serve the best Cuban sandwich in the Windy City, but their Cuban espresso is also out of this world.

Stan’s Donuts and Coffee– 26 E Roosevelt Rd- What’s a better morning combo than gourmet donuts and warm coffee? Whether you stick with a traditional old-fashioned glazed donut or you’re feeling adventurous with the highly-acclaimed lemon pistachio donut, these homemade pastries will not disappoint.

Bridgeport- 150 Roosevelt Rd- Located at Roosevelt Connection, this modern coffee shop prides itself on organic and fair-trade products, as well as some of the finest globally produced beans to ensure delicious brews. When the weather warms up, be sure to grab a seat on the spacious outdoor patio.

Intelligentsia– 53 W Jackson Blvd- Step inside this intimate Italian-style espresso bar, located within the Modanock building, and enjoy a fresh brew. If you need a little snack, be sure to try one of the house-made pastries!

Goddess and the Baker– 33 S Wabash Ave- This adorable cafe is the perfect meet-up spot. While all of the baked goods will have your taste buds in heaven, the rainbow cake is their signature treat. Also, be sure to look into their fun, ever-changing drink specials.

With insight into the best coffee in South Loop, it’s now time to treat yourself to a cup of joe!

If you’re in the market for a South Loop apartment, connect with one of our experienced team members today!

The Best Places for Wicker Park Nightlife

The Wicker Park neighborhood comes alive in the evenings.

Whether you already call Wicker Park your home, or you’re learning more about the area, discover some of the best spots for Wicker Park nightlife:

Big Star– As the evenings warms up, the restaurant also heats up. It’s hard to beat a summer night with friends, sipping margaritas and munching on chips and guac on the infamous Big Star Patio. This centrally located Mexican restaurant is conveniently located right off the blue line.

Emporium– As one of the coolest arcade bar in the city, this spot has earned its well-deserved reputation for its vast selection of local brews and vintage games. You can find over 50 arcade and pinball games, 20 beers on drafts, cocktails, and more. The retro space also hosts live DJs and musical performances on the regular.

Whiskey Business– Along with a selection of over 100 whiskeys, this modern bar also offers one of the only rooftops in the neighborhood, with  30,000 square feet to enjoy. The space is also known for its killer karaoke and movie nights.

The Cabana Club– Spend your warm summer nights on top of the Robey Hotel at this elegant rooftop bar. Soak up the incredible views, warm vibes, and delicious cocktail menu.

The Revel Room– With a worn-Victorian feel, this quirky bar will temporarily take you back in time. While Revel Room is known for its craft cocktails, you can also find an impressive selection of craft beers. 

Nick’s Beer Garden– This chill neighborhood joint makes for the perfect spot if you’re looking for a laidback  evening with friends. You can enjoy live music every Friday and Saturday over a game of pool or shuffleboard. Amazing happy hour deals are also offered every day of the week from 4 pm to 4 am.

Subterranean– Spend your weekend immersed in some live music at this intimate entertainment venue. You can find local and touring artists performing on a weekly basis.

Chop Shop– Housed in a 100-year-old former body shop, this unique social spot boasts a butcher, deli, restaurant, and bar. There’s even a 6,000-foot event space where regular concerts take place.

Debonair Social Club– For those late-night owls, this trendy nightclub may be up your alley. Here you can expect delicious drinks, good music, and cool crowds.

Whatever the occasion, spend an evening taking advantage of all of the exciting Wicker Park nightlife!

Where to Find Boutique Shopping in Wicker Park

The trendy Wicker Park neighborhood makes the perfect place to live, hang, and shop.

If you need some new retail finds, check out some of the best boutique shopping Wicker Park has to offer:

Moon Voyage– 210 W Pierce Ave- Step inside this trendy boutique and find all of your fashion necessities. From stylish clothing to gorgeous accessories, you’re guaranteed to spruce up your style in this shop.

Mildblend Supply Co– 1342 N Milwaukee Ave- For the best denim and boots in the city, stop by this rustic boutique. The staff is incredibly knowledgeable when it comes to jeans, and as an added perk, the shop will hem any pair of purchased jeans for free!

Vintage Underground– 1507 N Milwaukee Ave- Just up the street, you can find the best spot for vintage finds. You’ll find that browsing through the piles of old-school costume jewelry and accessories feels a lot like rummaging through your grandma’s basement.

Silver Moon– 1721 N Avenue- If you’re in need of the perfect wedding dress, look no further. This bridal salon boasts a stunning collection of edgy and elegant gowns. You can also find a meticulously curated collection of vintage dresses and must-have accessories. 

Marine Layer– 1646 N Damen Ave- This cozy shop sells equally comfortable clothes designed in San Francisco. Each unique item is made of Pima cotton and recycled beechwood from NorCal, hand-sewn by two sweet ladies, Xiao Ling and Fei. 

Asrai Garden– 1935 W N Avenue- This Chicago outpost is known for incredible floral arrangements, luxurious fine jewelry, and magical curiosities. Here you can find the perfect decorations for any event or personal occasion.

Goorin Bros Hat Shop– Find yourself the perfect hat inside this classy boutique. Choose from some of  the world’s finest fedoras and flat caps all designed and manufactured by Goorin Brothers.

All of these Wicker Park boutiques are located within walking distance of the Milwaukee Blue Line stop. Multiple bus routes also serve the area.

If you’re not in the mood to deal with public transit, you can catch an Uber or pay for hourly street parking.

For those who already live in the Wicker Park neighborhood, the shops are extremely accessible on foot.

Set some time aside to take advantage of the excellent boutique shopping in Wicker Park!


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