Esquire is our tribute to the World of Wine! Our iconic interior spaces, our wine tasting experiences, our exquisite food and wine pairings, and even our cocktails express our view that wine should be discovered, celebrated, and enjoyed together.

The Space

This three-story dazzler keeps guests in a state of excitement and anticipation as they arrive at street level and ascend up a grand escalator. Upon landing on the second floor, guests are treated to a stunning view of an all-glass 50-foot wine tower right in the center of everything, showing off the restaurant’s 1600 +bottles of wine in extraordinary style.

The Food

Our passion for flavor, presentation, and innovation come together as our chefs create dishes that pair perfectly with our exclusive wine flights to deliver outstanding culinary moments. Plus, a Happy Hour celebrating the world of wine and anyone who likes to enjoy it in a casual and fun setting.

The Wine

The largest wine bottle collection in the city with over 1,600 selections of Cooper’s Hawk, Classic & Famous, and Cult wines from around the world. Awarded the “Best of Award of Excellence” by Wine Spectator in 2020, 2021 & 2022, our collection is accessible for discovery and celebration!


  • Tasting Room
  • Happy Hour
  • Wine Tower
  • Bubble Bar
  • Private Events

Cooper's Hawk

Founded in 2005 by CEO Tim McEnery, Cooper’s Hawk was built upon the belief that food and wine hold the power to forge lasting connections. The portfolio currently includes 53 Cooper’s Hawk Winery & Restaurant locations, 545,000-member wine club and “by Cooper’s Hawk” concepts that showcase a curated selection of some of the best culinary and wine experiences.

Cooper's Hawk Winery

Wine Club

Learn about our Cooper's Hawk Wine Club where you can receive access to exclusive monthly wines, deals, once-in-a-lifetime experiences, and more.

Food and wine hold the power to forge lasting connections.

Founder & CEO Tim McEnery

Founder and Chief Executive Officer Tim McEnery is the visionary and chief architect behind the company’s community-based philosophy. His passion for food, wine, hospitality, and people has created a powerful combination of assets built upon a culture of inclusion. His company has been propelled forward by the loyalty of over 500,000 Wine Club members, guests and dynamic employees.

History of Esquire

Esquire by Cooper’s Hawk is located in the stunning Art-Deco inspired Esquire building that was first erected to house the Esquire Theater in 1937. For almost 70 years, the Esquire Theater was an iconic landmark in the Gold Coast until it was converted to a restaurant. In 2019 Cooper's took over the space, evolving it to the spectacular 3 story experience it is today.

Contact Us


58 E Oak St Chicago, IL 60611

Call: (312) 736-9999


Mon–Thurs | Dining Room: 5pm–9pm

Bar & Tasting Room: 3pm–9pm

Fri–Sat | Bar, Dining & Tasting Rooms: 11am–10pm

Sunday | Bar, Dining & Tasting Rooms: 11am–9pm

Wine pick up & retail wine purchases available 11am to close daily.


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