Wine is always known to bring people together. Sitting on a scenic patio or a lovely rooftop, or a vast winery, ordering by the bottle or the glass, it doesn’t matter. Because here in Chicago, it also happens to be a delicacy. And no matter the kind of wine you desire, there’s always a spot to find an elegant, well-aged flavor. These are the best wine bars in Chicago when you’re craving a sip of fresh, fruity, floral, oaky, buttery—the list goes on—wine.
1. Chicago Winery
Founded in 2022, the Chicago Winery has made a notable name with its 2,00-square-foot winemaking facility, barrel room, and four-season terrace downtown Chicago. It’s almost impossible to miss from a street view angle; its towering translucent glass window makes the Chicago Winery glamorous while exhibiting a modern feel.
Their curated wine list is exceptional—they proudly source grapes from premier growers nationwide and even produce their wines on-site. All of this, of course, made our list as one of the best wine bars in Chicago.
Address: 739 N Clark St, Chicago, IL 60654
2. GoodFunk
Next, our list is GoodFunk—an intimate, rustic Chicago wine bar that sways toward bohemian decor, which is funky and elicits incandescence once you step through the door. They specifically select all-natural wine and showcase winemakers globally, not just traditional winemaking regions. GoodFunk stands out on this list because of the ultra-small production of wines that frequently rotate on their list. Every time you come, it’s a gratifying surprise.
Address: 180 N Upper Wacker Dr, Chicago, IL 60606
3. Bronzeville Winery
A celebration of Bronzeville, the winery boasts an inviting and beautiful space that is cozy yet convivial. The vibrant restaurant is one of the best wine bars in Chicago—decorated with a revolving art collection, animated music, and an architectural design, making it a beautiful space and resonating as an artistic incubator.
With a changing seasonal menu, our favorites are the Spanish cod fritters, the seared watermelon steak, and an extensive wine list highlighting women, minorities, and African-American-owned labels—this is the place to gather with friends on weekday evenings or late weekends.
Address: 4420 S Cottage Grove Ave, Chicago, IL 60653
4. City Winery Chicago
Situated in the heart of West Loop, on one of Chicago’s liveliest streets, is the City Winery. With bustling bars and serene rooftop restaurants, there are many places to galavant into on a whim. And City Chicago Winery is one of them. Their wine selection covers the globe, including award-winning wine from Chicago.
The 30,000-square-foot venue is a spacious wine bar with a garden courtyard filled with luscious greenery and twinkling lights. It melts into romantic scenery for any occasion—it’s the quintessential place to grab a wine flight or schedule a wine tour.
Address: 1200 W Randolph St, Chicago, IL 60607
6. Le Midi
Why is Le Midi Wine called Le Midi? Well, Le Midi is the French term commonly used to refer to the southern region of France bounded by Spain, Italy, and the Alps. This Chicago wine bar is located in Wicker Park, and a beautiful bed of flowers springs by the entrance to the restaurant backdrop splashed with bottles of wine. It has the finest wine flavors from Western European countries. A rotating selection of 150 labels will excite and intrigue your palate—one of the best wine bars in Chicago for a convivial spot sipping the best European wines.
Address: 2108 W Division St, Chicago, IL 60622
7. Angelo’s Wine Bar
When you come across Angelo’s, you are greeted with bucolic scenery— the outside of the restaurant has barrels with flowers, a wooden exterior, and suspended lights throughout. This casual, family-owned restaurant has served pizza and other Italian delights since 1962. However, the wine bar has made a name for itself. From bubbles and pinks to white and reds, there will be a euphoric reaction when you get a recommendation for the flavor you crave.
Address: 3026 W Montrose Ave, Chicago, IL 60618
8. Volo Wine Bar
Another place you can enjoy an array of exceptional wines from a lavish patio is Volo Restaurant Wine Bar in Roscoe Village. This cozy yet elegant hole-in-the-wall features streetside tables. This is one of the best wine bars in Chicago because of a 50-person hidden garden patio with private cabanas and bistro table seating.
Greenery, hanging lanterns, a fountain, and urban vintage charm make this a great place to slurp oysters and sip away at your chosen wine.
Address: 2008 W Roscoe St, Chicago, IL 60618
9. Frasca Pizzeria & Wine Bar
Frascas is a Lakeview spot staple with a beloved best wine in Chicago. The beautiful space has an arch in the restaurant’s center. It provides an inviting and warm gathering place for family and friends. Their extensive wine list can be ordered by bottle or glass, paired with delicious Italian spots; this place can be enjoyed year-round.
Address: 3358 N Paulina St, Chicago, IL 60657
10. All Together Now
Last on our list is this modern cafe screams classic American bistro. This is a spot where you can sit down and gossip about what’s happening with friends. What stands out, though, is their wine club. Members get two bottles of wine made by some of their favorite producers worldwide, along with stories and pairing suggestions. As the name suggests, this quaint restaurant is special because—not only is it a notable wine bar in Chicago—it’s the ideal place to come together.
Address: 2119 W Chicago Ave, Chicago, IL 60622