Cheese and chocolate offerings at Eno

694 Wine & Spirits
Set along an industrial stretch of Milwaukee Avenue in River West, 694 Wine & Spirits is a cozy, wood-filled refuge, reminiscent of a sauna. Set on two levels with a spacious roof deck, the bar offers an impressive list of global producers and a late-night dining menu. 694 N. Milwaukee Ave., 312-492-6620

This cellarlike space just off the lobby of the InterContinental is worlds away from the retail madness along Michigan Avenue. Pop in for a hand-selected Pinot Noir or Spanish wine flight, and then pair it with a delicious cheese board or some decadent chocolate. 505 N. Michigan Ave., 312-321-8738;

In Fine Spirits
This Andersonville spot boasts a long, wooden bar, and a list focused on New-World wines. Its 60 glass pours are the perfect accompaniment to chef Marianne Sundquist’s charcuterie and small plates. 5420 N. Clark St., 773-334-9463;

Lush Wine and Spirits
While not technically a bar, Lush is a well-stocked wine shop that also has a cute, semiprivate adjacent space where cheese, salumi, prosciutto, and other finger foods are available and can be paired with a bottle purchased from Lush next door. 1412 W. Chicago Ave., 312-666-6900

The Tasting Room
After dining at one of the many restaurants along Randolph, head to the end of the strip to indulge in a glass of vino. Cozy up on a couch, order a bottle from France, Croatia, Italy, or other region, and enjoy the skyline view. 1415 W. Randolph St., 312-942- 1313;

TR Napa Valley
This intimate bar brings California to Chicago. Sip top Napa Valley wine by the glass at the four-seat tasting bar, and then take home your favorites—the space doubles as a wine shop. Its membership program offers perks such as exclusive hours, classes, and wine storage. 61 E. Oak St., 312-929-2299;

Opened by the former chef of Carnivale, Mark Mendez and his wife, Elizabeth, this Spanish-focused wine bar fills a void in the West Loop. Its location beneath the el tracks adds to the mystique, but it’s Elizabeth’s old-world wine list—with serious attention to sherries—that will keep you intrigued beyond dinner. 1023 W. Lake St., 312-243-9770;

Vino Bar at Letizia’s Fiore
For a grape hit in überhip Logan Square, set your sights on Vino Bar, a late-night subterranean spot by the people behind Wicker Park’s Enoteca Roma. After 11 PM, look for the secret speakeasy door around back to gain access to a stash of 40-plus bottles, all at less than $40, representing 18 of the 20 different Italian regions. 2456 N. California Ave., 773-342-4400;

Vintage 338
Modeled after quaint European wine bars, Vintage 338 focuses on French, Spanish, and Italian varietals and offers a southern European menu in a non-intimidating space. Pop in for a glass of wine after a day in Lincoln Park or at the zoo, or select a bottle and settle in for a lengthier stay. 338 W. Armitage Ave., 773-525-0521

Webster’s Wine Bar
One of Chicago’s most enduring wine bars, Webster’s offers a romantic candle-lit setting adjacent to the Chicago River. The wine list, which focuses on small-batch producers, offers more than 40 glass pours and 500 reserve bottles. 1480 W. Webster Ave., 773-868-0608

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