Chicago’s best bar menus for holiday dining and drinking

It’s no secret that Chicago isn’t lacking for great food or bars. But often, the two are mutually exclusive, no matter what city you’re in. Fortunately, as I discovered on a recent visit, Chicago has a wonderfully eclectic mix of new and established hotspots that manage to combine the best of both worlds. Indulge in boutique bourbon, esoteric microbrews, South Australian Shiraz, or meticulously hand-crafted seasonal cocktails, while savoring bar snacks ranging from pub fare and tacos, to elegant small plates and cheese flights.

Below, my picks for holiday snacking and sipping:

Longman & Eagle
Located in the rapidly gentrifying (but still somewhat seedy) Logan Square, this gastropub has become a hit with food-savvy hipsters for a reason. Besides an awe-inspiring selection of bourbon and other boutique spirits, the food simply rocks. An abbreviated bar menu is available between 3-5pm; expect treats like duck rillettes with cornichons and mustard for five bucks a pop. Dinner hour bar menu standouts on my visit included Slagel Family Farms meatballs with creamy polenta, parsley pesto, and fonduta for just six dollars, and tete du cochon with a sunny side-up duck’s egg, pickled shallot, parsley salad, and 5-spice mustard sauce.

Lovely cocktails like the Blood & Sand (Sheep Dip Scotch, Cherry Heering, Punt e Mes, fresh lemon, and flamed orange oil) or housemade spiced heirloom apple cider with applejack and Gosling’s Rum are a steal at eight dollars compared to downtown prices. For those late nights, avail yourself of Longman’s brand-new, six-room inn upstairs. P.S. The restaurant does brunch, too.

[Photo credit: Laurel Miller]Sepia
This gorgeous, moody restaurant, housed in an 1890’s former print shop, is located in the Fulton River District, downtown. It’s a sedate, intimate atmosphere in which to enjoy chef Andrew Zimmerman’s whimsical, locally-sourced cuisine and well-crafted seasonal cocktails. There is a full menu with entrees averaging $28, so my friend and I instead parked ourselves at a cozy little table in the Lounge to make a meal of drinks and starters.

Spendy but unforgettable small plates like chicken-fried sweetbreads with green tomato jam and piccalilli ($14), and pan-roasted sea scallops with popcorn grits and crispy ham hock terrine ($16) are deeply satisfying. Cocktails are a bit on the feminine side, but a great French 75 (Hendrick’s Gin, fresh lemon sour, orange bitters, and demi-sec sparkling rosé; $12) or sour cherry Old Fashioned (house-infused sour cherry Old Overholt Rye, mole bitters, muddled orange, and brandied cherries; $12) is hard to pass up,

Big Star
If whiskey and rowdy honky-tonks are your thang, and you don’t want to devastate your bank account, head to this insanely popular Wicker Park taqueria. You’ll have to duke it out with yet more hipsters (like Seattle, where I live, Chicago has a plague, but they usually congregate with good reason) and local cooks and chefs for a seat, but the reward is luscious, three-dollar pork belly tacos (you really can’t go wrong with any of the offerings), queso fundido, great guacamole and chips, and free squeeze bottles of salsa verde on every table. The whiskey menu is truly staggering, featuring 23 selections from Buffalo Trace Distillery, alone, and $3 select shots every night of the week. The beer, tequila, and mezcal menus aren’t too shabby, either.

ENO, The Intercontinental
You don’t need to be an oenophile or cheese geek to have fun at this wine bar located off the hotel lobby. The focus is on a changing list of pre-selected wine and cheese flights, arranged by category. Whether you like bubbles, rosé, Rhone Valley, Pinot Noir, or want to concentrate on a featured producer, ENO has something for you, for around $13 to $18.

The staff will also cheerfully help you decide what cheese flights (an amazing bargain at $12, for three cheeses, mostarda, olives, Marcona almonds, baguette, and fruit nut bread) to have with your wine, if you’re so inclined. With selections ranging from semi-soft goat’s milk to aged Spanish sheep cheese or Cheddars, it’s a great way to learn, minus any pretense. There are also daily specials inspired by the local Greenmarket; think milk-braised lamb with mint, or roasted beet salad with Capra Honey goat cheese and pistachios.

Tip: ENO is offering a holiday wine and cheese pairing special through February: a bottle of 2003 Ayer Kupp Reisling and a 13 oz. wheel of award-winning dairy Upland Cheese Company’s (WI) newest release, Rush Creek Reserve, for $45. I tasted this hard-to-find cheese yesterday at the cheese shop where I work, and holy @$%!. It’s a satiny, hammy, unctuously rich washed-rind that is the crack of dairy products.

The Girl & The Goat
It’s irrelevant that this bustling, six-month-old industrial-styled bistro in the West Loop is the baby of Top Chef Season 4 winner Stephanie Izard. She’d be packing them in, regardless, with her rustic, soulful, Mediterranean and Asian-influenced cuisine and down-to-earth philosophy. Izard and her forager work closely with a number of local farms that inspire the ever-changing menu of 30 small plates (10 veg, 10 meat, 10 fish), which practically beg for pairings of wine or beer. Speaking of beer, this is the place for trying out new microbrews by the bottle, or indulging in Three Floyds on tap (an artisan craft brewery from Indiana). If the long bar is full, try the communal table or a seat near the wood-burning oven.

Phoenix Lounge, TheWit Hotel
Open since June, this teeny little mezzanine bar is a great people-watching spot, given the floor-to-ceiling glass windows that surround the lobby of one of Chicago’s quirkiest, hippest hotels, minus the attitude. The location on the Loop and next to the river don’t hurt, either. Phoenix, like the rest of the hotel, sports a retro/Art Nouveau/modernist decor, all black and white and magenta, with etched mirrors and chandeliers. Grab a bar table and watch visitors and locals alike swarm the lobby (popular restaurants cibomatto and State and Lake are also in the hotel, as well as the Roof bar, an epicenter of Chicago nightlife). Despite the high ranking on the coolness meter, TheWit’s staff couldn’t be any nicer or more helpful.

Phoenix is all about short and sweet, with an abbreviated, but thoughtful, wine and cocktail list and bar menu. You can go for an in-house drink (all a steep $13), like Good & Evil (house-infused pancetta vodka, Godiva Liqueur, and cream, if you plan on a very short night), or the more refreshing Elevation (house-infused grapefruit vodka, St. Germain Liqueur, grapefruit juice, fresh lemon juice, simple syrup, and ginger ale). Bar snacks such as veal meatballs in a spicy tomato sauce ($10) and tempura rock shrimp with lemon jam and chili aioli ($12) are pricey for what you get, but very tasty, and a great way to celebrate happy hour.

Mercadito
One of the best Bloody Mary’s–here, known as a Bloody Maria–in town can be found at this upscale taqueria chain known for killer cocktails (there are also locations in Miami and New York). Mercadito thoughtfully provides an $18 brunch special labeled as a “hangover cure.” Choose three items from their menu, plus a cocktail. A tall glass of spicy, savory hair of the dog is even better paired with a steaming bowl of posole rojo loaded with barbacoa chicken; huevos rancheros, and juicy tacos al pastor anointed with grilled pineapple and chile de arbol salsa. Your head and stomach will thank you.