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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.

    1959 Kitchen & Bar

    230 W North Ave
    Chicago, IL 60610

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    1959 Kitchen & Bar

    Celebrity Andrew Alexander

    Drink Craft Beer

    Our Interview

  • 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.

    Cerise

    Virgin Hotels
    203 N Wabash Ave
    Chicago, IL 60611

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    Cerise

    Celebrity Matt Bellassai

    Drink Sangria

    Our Interview

    Virgin Hotels
    203 N Wabash Ave
    Chicago, IL 60611

    Visit Website

    (312) 940-4400

  • 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.

    Foxtrot

    1019 W Lake St
    Chicago, IL 60614

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    Foxtrot

    Celebrity Jason Peterson

    Drink Coffee

    Our Interview

  • 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.

    Le Colonial

    937 N Rush St.
    Chicago, IL 60611

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    Le Colonial

    Celebrity Amanda Puck

    Drink Mango Margarita

    Our Interview

  • 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!

    Rebar

    401 N Wabash Ave
    Chicago, IL 60611

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    Rebar

    Celebrity T. Colm O'Callaghan

    Drink Blue Moon

    Our Interview

    401 N Wabash Ave
    Chicago, IL 60611

    Visit Website

    (312) 588-8000

  • 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!

    Roots Handmade Pizza

    1924 W Chicago Ave
    Chicago, IL 60622

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    Roots Handmade Pizza

    Celebrity Curtis Granderson

    Drink Root Beer Float

    Our Interview

    1924 W Chicago Ave
    Chicago, IL 60622

    Visit Website

    (773) 645-4949

  • The Berkshire Room

    A Drink With Paul Blair

    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.

    The Berkshire Room

    15 E Ohio Street
    Chicago, IL 60611

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    The Berkshire Room

    Celebrity Paul Blair

    Drink Cocktail

    Our Interview

    15 E Ohio Street
    Chicago, IL 60611

    Visit Website

    (312) 894-0945

  • 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.

    The Commons Club

    Second Floor at Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

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    The Commons Club

    Celebrity Rumer Willis

    Drink Coffee

    Our Interview

    Second Floor at Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

    Visit Website

    (312) 940 4747

  • 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!

    The Scout

    1301 S Wabash Ave
    Chicago, Illinois 60605

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    The Scout

    Celebrity Brandon Bollig

    Drink Coors Light

    Our Interview

    1301 S Wabash Ave
    Chicago, Illinois 60605

    Visit Website

    (312) 705-0595

  • 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.

    Two Zero Three

    Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

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    Two Zero Three

    Celebrity Nigel Barker

    Drink Wine

    Our Interview

    Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

    Visit Website

    (312) 940 4747

  • 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.

    Upstairs

    Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

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    Upstairs

    Celebrity Kip Moore

    Drink Whiskey

    Our Interview

    Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

    Visit Website

    (312) 940 4747

  • 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.

    Miss Ricky’s

    Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

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    Miss Ricky’s

    Celebrity Louise Roe

    Drink Milkshake

    Our Interview

    Virgin Hotels
    203 N Wabash
    Chicago, Illinois 60601

    Visit Website

    (312) 940 4747

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