Food & Drink

The 11 Best Bloody Marys in Chicago

Published On 07/24/2015 Published On 07/24/2015
Courtesy of Clayton Hauck
Courtesy of BloodyBest.com
Courtesy of BloodyBest.com
Courtesy of BloodyBest.com
Courtesy of Chole List
Courtesy of Steven Scap
Courtesy of BloodyBest.com
Courtesy of BloodyBest.com
Courtesy of BloodyBest.com
Courtesy of Sunda
Courtesy of Twisted Spoke
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1. Au Cheval 800 W Randolph, Chicago, IL 60607 (West Loop)

This upscale West Loop restaurant is known for its European flair and sophisticated American diner-style eats. Au Cheval usually has a wait out the door at peak dinner hours because it's home to iconic signature items like the fried house-made bologna sandwich and the so-called single burger, which actually comes with two thin patties and is topped with American cheese, house Dijonnaise, pickles, and if you know what's good for you, the optional bacon and fried egg add-ons. The brasserie-like space includes an open kitchen and a bar where local, domestic, and international beers are all on tap.

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2. Big Jones 5347 N Clark St, Chicago, IL 60640 (Andersonville)

If you’re looking for real Southern comfort in Chicago, then Big Jones in Andersonville is for you. The menu is filled with authentic Lowcountry dishes adapted from antique cookbooks, like cornbread muffins taken from an 18th-century plantation recipe and traditional Cajun gumbo. The sustainable menu changes seasonally, but no matter what, expect the signature fried chicken every night. Big Jones’ weekend brunch is also a stunner, especially if you nab a table on the back patio.

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3. Bub City 435 N Clark St, Chicago, IL 60654 (River North)

Nashville comes to River North through the doors at Lettuce Entertain You’s Bub City, whose award-winning barbecue, 100-plus whiskey labels, and live music can make you forget about that deep Chicago chill. The all-American bar brings the heat from down South with dishes like barbecued brisket (get the burnt ends), fried chicken sandwiches (the Original 8 Buck Cluck is best served with a side of those aforementioned burnt ends), spoonbread, and baby back mac & cheese. To drink, you can sip on anything from a can of Bud to a pour of Pappy Van Winkle himself. Enjoy live country music multiple nights a week, and be prepared for a rowdy dance party.

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4. Dove's Luncheonette 1545 N Damen Ave, Chicago, IL 60622 (Wicker Park)

One Off Hospitality's 41-seat counter service restaurant pushes Southern-inspired Mexican cuisine like chicken fried chicken smothered in chorizo verde gravy, smoked brisket taco Norteño, and chili con carne, along with craft cocktails and tequila galore.

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5. Dusek's 1227 W 18th St, Chicago, IL 60608 (Pilsen)

Helmed by Longman & Eagle's Jared Wentworth, this Michelin-starred restaurant in Pilsen serves upscale American pub food. Dusek's takes everything you love and makes it better, whether that's cooking French fries in beef fat or topping a juicy hamburger with bacon marmalade and serving it on a house-baked pretzel bun. There are more than two dozen beers on tap -- some are from Chicago, others are from abroad -- and daily beer specials. The late-night menu serves the aforementioned burger and fries until 1am every night.

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6. Eleven City Diner 1112 S Wabash Ave, Chicago, IL 60605 (South Loop)

A matrimony of the Jewish delicatessen and the old-school diner, Eleven City Diner's a greasy spoon sans the grease, with awesome double-decker sandwiches and generally huge portions of pretty much everything.

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7. Little Goat 820 W Randolph St, Chicago, IL 60607

Right across the street from its upscale sister Girl & The Goat, Stephanie Izard's Little Goat is an all-day upscale diner that serves insanely creative takes on classic American comfort food. Split between a sit-down restaurant and a bakery, Little Goat is the place to go for over-the-top breakfast (breakfast spaghetti, banana peanut butter waffles), exceptional burgers (you can choose between a beef, goat, and veggie patty), and crazy desserts (smoked pork & toffee crunch milkshakes, Cheez-It sundaes). If you can't sit and stay -- or handle the long weekend waits -- then hit the "Grab and Goat" take-away area.

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8. Longman & Eagle 2657 N Kedzie Ave, Chicago, IL 60647 (Logan Square)

Longman & Eagle, the Michelin-starred gastropub in Logan Square, has an exclusive whiskey selection (clocking in at over 400 labels), a craft cocktail menu, and an extensive beer list all fit for the most pretentious of drinkers, in the least pretentious of atmospheres. Longman takes a flavor-forward, honest approach to eating and drinking, and because it doesn’t accept reservations, there is always a wait for brunch, happy hour, and dinner alike. (And it is always worth it.) While whiskey may be king, the regional American fare has just as much to offer, hence the Michelin star. The menu changes often, but expect anything from beef tallow beignets and veal brains to wild boar sloppy joes, chicken and waffles, and a burger that, if you know what's good for you, you will order.

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9. Summer House Santa Monica 1954 N Halsted St, Chicago, IL 60614 (Lincoln Park)

From Lettuce Entertain You, Summer House Santa Monica brings Chicago a much-needed dose of SoCal flavor. The restaurant goes full force with its Angeleno theme, from the beach house-meets-garden party decor to the expansive list of California wines. Seafood and vegetable plates shine on the menu -- which also includes tacos, sushi, and burgers -- but the most notable dishes, like wild mushroom enchiladas and king crab orecchiette, are found under the speciality "Things We Love" section. Pro tip: top off your meal with a bacon chocolate chip cookie from the bakery counter at Summer House's sister restaurant, Stella Barra Pizzeria, which is right next door.

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10. Sunda 110 W Illinois St, Chicago, IL 60654 (River North)

Toeing the line between swanky hotspot and sophisticated dining destination, this Asian fusion concept from Rockit Ranch Productions is a worthy choice for an undeniably hip meal out in River North. The menu offers some seriously interesting eats (duck breast kimchi, oxtail pot stickers) and includes sushi, sashimi, and plenty of wok dishes. The beer list is heavy on the Asian pours, and there are sake and speciality cocktails as well. Sunda's decor feels just as sleek as the menu with polished black bamboo and high wooden tables.

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11. Twisted Spoke 501 N Ogden Ave, Chicago, IL 60642 (West Town)

In case the exterior motorcycle art and bike handlebars on the front door didn't tip you off, Twisted Spoke is a biker bar. The West Town hangout is beloved by Chicagoans of all stripes thanks to a massive selection of whiskey and beer, legendary Bloody Mary menu, rooftop garden, and sinister bites like barbecue nachos and fried jalapeño poppers. Of all the things that make Twisted Spoke stand out though, it's the weekly Saturday night "Smut and Eggs," when you can order breakfast food and watch porn. Um.