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House of Blues
A Drink With Mayer Hawthorne
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Celebrity Mayer Hawthorne
Drink Wine
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Parlor Pizza Bar
A Drink With Bethenny Frankel
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Celebrity Bethenny Frankel
Drink Wine
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Music Box Theatre
A Drink With Shira Piven
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Celebrity Shira Piven
Drink Wine
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Zanie’s
A Drink With Sarah Colonna
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Celebrity Sarah Colonna
Drink Vodka Soda
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The Betty
A Drink With Candace Bushnell
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Celebrity Candace Bushnell
Drink Wine
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Mezcaleria Las Flores
A Drink With Jessica Murnane
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Celebrity Jessica Murnane
Drink Mezcal
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1959 Kitchen & Bar
A Drink With Andrew Alexander
When you’re having a drink at 1959 Kitchen & Bar (located within The Second City) you can’t help but think about the talent that originated from the legendary Old Town sketch and improv theater and training center. From John Belushi to Tina Fey to Chris Farley, this iconic spot is overflowing with stories. Whether it’s a pre-show whiskey smash, post-show nightcap or you just happen to be in the neighborhood, come in and mingle with alumni and performers while enjoying savory pub fare and craft beer and cocktails. Oh, and you don’t want to forget to order a s’more jar for dessert. Just saying.
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Celebrity Andrew Alexander
Drink Craft Beer
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The Office
A Drink With Nick Kokonas
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Celebrity Nick Kokonas
Drink Old Fitzgerald
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Cerise
A Drink With Matt Bellassai
Welcome to Cerise, a downtown rooftop bar and nightclub where we’ve had drinks with Richard Branson, Michael Shannon, Chromeo, A-Trak and Kelly Rowland. Soak up the sun for happy hour or hang out by the DJ booth for some late night dancing. Here you’ll enjoy an epic view of the Chicago River and spot architectural details of historic buildings you haven’t seen before. There’s always something happening at Cerise.
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Celebrity Matt Bellassai
Drink Sangria
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Foxtrot
A Drink With Jason Peterson
Whether you need a quick glass of wine, coffee with a pal or have to pick up craft beer and snacks for a party, The Market by Foxtrot is the perfect one-stop shop for you. Don’t have time to pop in? Download the Foxtrot app to have specialty cocktail ingredients, gummies or salty-sweet s’more ice cream delivered right to your door. Seriously, you can order whatever your little heart desires. A Negroni package, perhaps? Chicest. Corner. Store. Ever.
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Celebrity Jason Peterson
Drink Coffee
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Le Colonial
A Drink With Amanda Puck
Eating and drinking at Le Colonial makes you feel like you’re on vacation. Fall in love with French-Vietnamese cuisine while sipping on a mango or lychee margarita in the Gold Coast. Catch up with girlfriends at the bar and lounge, get romantic on the all-season terrace or enjoy the sidewalk cafe on a shopping break. Insider tip— ask for Nikki behind the bar and she’ll make you the best cocktail.
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Celebrity Amanda Puck
Drink Mango Margarita
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Rebar
A Drink With T. Colm O'Callaghan
Oops, we’re drinking Champagne again! Whether you’re toasting to a promotion or celebrating an anniversary, Rebar is the perfect spot to do it all. The incredible views of the Chicago River and the Michigan Avenue Bridge will make you fall in love with the city all over again. If you need a relaxing and sophisticated night of drinking and small bites, look no further. Cheers!
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Celebrity T. Colm O'Callaghan
Drink Blue Moon
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Roots Handmade Pizza
A Drink With Curtis Granderson
What’s better than pizza and beer? We asked Curtis Granderson where he wanted to grab a drink and he took us straight to Roots. He knows the way to our heart! We’re huge fans of the Midwest-only beer list including more than 100 craft beers and they also make their own all-natural root beer for the kiddos. We always love popping in to watch a game and the crew here always makes sure you have a good time!
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Celebrity Curtis Granderson
Drink Root Beer Float
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The Berkshire Room
A Drink With DJ White Shadow
Don’t know where to go on a first date? We’ve got your back. The coolest part of The Berkshire Room is the Dealer’s Choice cocktail. You pick the spirit, flavor profile and glassware and the bartender crafts a unique one-of-a-kind cocktail on the fly. Plus, anywhere you sit you’ll have an Instagram worthy shot.
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Celebrity DJ White Shadow
Drink Cocktail
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The Commons Club
A Drink With Rumer Willis
It was here at The Commons Club at Virgin Hotels when we had a drink with Pattie Boyd and she told us about her first margarita with George Harrison. Talk about a good story. In this lounge we work hard and play hard(er). With Wi-Fi and plenty of outlets to re-charge, it’s the perfect place to come if you’re looking for a change of scenery in your workday. Stop by for a cocktail after work or get a little crazy on the weekend with a boozy Upside Down Tea Party.
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Celebrity Rumer Willis
Drink Coffee
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The Scout
A Drink With Brandon Bollig
The Scout is one of our favorite sports bars to watch any and all Chicago sports teams. We’ll never forget the times when the Stanley Cup made a visit. Stop by with a group of friends before you head out to the game, or make a Sunday Funday out of it and stay all day. Either way, you won’t be disappointed, and hey, you might just run into a Blackhawks player while you’re there. Yes, please!
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Celebrity Brandon Bollig
Drink Coors Light
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Two Zero Three
A Drink With Nigel Barker
First coffee… then wine! This corner coffee shop on the first floor of Virgin Hotels is the perfect morning workstation that just so happens to turn into a cute wine bar at night. Stop by on your way to work for a caffeine pick-me-up, or on your way back home for a well-deserved glass of vino. The laid-back vibe is perfect all day long, and with a fun mix of locals and hotel guests, you just never know who you might run into.
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Celebrity Nigel Barker
Drink Wine
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Upstairs
A Drink With Kip Moore
No passwords here, but you’ll feel like you need one as you delight in the debauchery of this intimate Chicago speakeasy. Laced with live music, craft cocktails and mischievous nightly acts, it’s time you slip away and sneak Upstairs.
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Celebrity Kip Moore
Drink Whiskey
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Miss Ricky’s
A Drink With Louise Roe
Sometimes you need a little booze to go with your pancake order after a night out. Miss Ricky’s serves classic brunch cocktails like mimosas and bloodies, and also features drinks like the Sunrise Over Pilson with tequila, chili liqueur, orange juice, lime juice, orange curaçao and pomegranate ice cubes. If it’s good enough for Richard Branson, it’s good enough for us.
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Celebrity Louise Roe
Drink Milkshake
