Best Wine Bars in Chicago (2026 Rankings)

Grand Cru Chicago stands out with its meticulously curated collection of fine wines, catering to enthusiasts seeking rare and exceptional bottles. Their knowledgeable staff provides personalized recommendations, ensuring a memorable tasting experience. This establishment is a must-visit for those who appreciate the finer points of oenology in a refined setting.

Park Manor 75 offers a charming escape with its thoughtfully selected wine list and inviting atmosphere. This cozy spot is perfect for quiet conversations and enjoying a glass or two in a relaxed setting. Discover unique varietals and enjoy attentive service that makes every visit special.

* This business has a high rating but fewer reviews than average. We include it as a "Hidden Gem" worth exploring.

Le Midi Wine transports you to the heart of France with its extensive selection of regional French wines, from crisp Sancerres to robust Bordeaux. This charming wine bar focuses on providing an authentic taste of French viticulture, complemented by delicious small plates. It's the ideal destination for an evening of French-inspired indulgence and discovery.

Penumbra offers a dynamic and ever-evolving wine list that surprises and delights with its adventurous selections from around the globe. The stylish and contemporary setting makes it a perfect spot for both casual get-togethers and more sophisticated evenings. Explore innovative wine pairings and enjoy a vibrant atmosphere that encourages exploration.

Rootstock Wine & Beer Bar is a beloved neighborhood gem known for its commitment to natural and organic wines, offering a refreshing alternative for conscious drinkers. The laid-back, rustic ambiance makes it an approachable place to explore a wide range of unique vintages. Enjoy their expertly chosen selections alongside a thoughtful menu of food pairings.

Apero provides an intimate and European-inspired experience, perfect for savoring a glass of wine in a relaxed, convivial setting. Their carefully curated wine list features a diverse range of styles, ensuring something for every preference. It's an ideal spot for unwinding and enjoying good company over excellent wine.

Black Barrel is a distinctive spot that expertly blends a passion for wine with an appreciation for spirits, offering a unique drinking experience. This intimate bar focuses on providing a carefully selected range of quality beverages in a setting that encourages conversation. Discover unexpected gems from their thoughtfully curated list.

* This business has a high rating but fewer reviews than average. We include it as a "Hidden Gem" worth exploring.

Barrel cheese & wine offers a vibrant and versatile space, combining an impressive wine selection with craft cocktails and the option for private events. It's a lively destination perfect for socializing, offering a broad menu to suit various tastes. Enjoy their dynamic atmosphere and diverse beverage offerings.

Websters Wine Bar is a long-standing Chicago institution renowned for its extensive and knowledgeable approach to wine service. They boast an impressive list that spans continents and styles, with staff eager to guide your selection. This classic establishment provides a sophisticated yet comfortable environment for wine lovers.

Dialtone Coffee & Wine Bar uniquely blends the cozy atmosphere of a coffee shop with the refined offerings of a wine bar, making it a versatile spot any time of day. Their selection of wines is thoughtfully chosen to complement both casual sips and more dedicated tastings. Enjoy a relaxed environment that caters to both caffeine and wine enthusiasts.