Celebrate Valentine’s Day in Urban Wine Country at City Winery Chicago

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Sweeten the weekend by indulging your senses at City Winery this romantic holiday!

Join us for an interactive Chocolate and Wine Tasting Party on Thursday, February 14th. Taste exotic chocolate desserts prepared by our Pastry Chef, Stacie Kruse, while sipping wine selections paired by our Beverage Director, Rebekah Mahru. 

Limited tickets remain! Click here for more information & tickets!

Wine & Dine Your Valentine in Urban Wine Country! 

Join us Thursday, February 14 through Saturday, February 16 & enjoy a 3-Course Dinner for Two. In addition to our daily food and beverage offerings and prix fixe menu, we will be featuring special culinary creations, wine pairings, and bubbles bar. Reserve your table now by visiting OpenTable here.

View our special “Dinner for Two” Valentine-Menu here.

10,000 Maniacs return for their Annual Valentine’s Day Run! Purchase your tickets to see them live 2.14 – 2.16! Our Valentine’s Day food features will be available in the Concert Venue. Tickets on sale now: http://bit.ly/10000Maniacs2019CWC

Announcing New Shows On Sale This Week: Robert Glasper Trio feat. feat. Chris Dave & Derrick Hodge, Brad Williams, Q Parker (of 112), Hip Hop Yoga and more!




3.14 – Q Parker (of 112) & Friends – Salute to the 90s
3.28 – Robert Glasper Trio feat. Chris Dave & Derrick Hodge with DJ Jahi Sundance
3.23 – Hip Hop Yoga – Warriors & Mimosas: 90’s Glow-in-the-dark Edition
4.11 – Downtown Seder
4.20 – Brad Williams – 7 PM & 10 PM shows


VinoFile Members: 1.22
Public: 1.24

Become a VinoFile Member for 48 hours advance access to tickets

Announcing New Shows On Sale This Week: Luther Dickinson, Amy Helm & Birds of Chicago, David Bromberg, Graham Parker, Eighth Blackbird, Chicago Tap Theatre, Tommy Castro & the Painkillers, A Tribute to Eric Clapton and more!


3.10 – Chicago Tap Theatre presents Sweet Tap Chicago
3.11 – Luther Dickinson, Amy Helm & Birds of Chicago present Sisters of the Strawberry Moon
3.25 – Eighth Blackbird
4.4 – Tommy Castro & the Painkillers
4.14 – Journeyman – A Tribute to Eric Clapton
4.18 – Graham Parker with special guest Adam Ezra
5.15 – David Bromberg Quintet

VinoFile Members: 1.8
Public: 1.10

Become a VinoFile Member for 48 hours advance access to tickets

Uncork the New Year at City Winery Chicago – Food, Wine, Bubbles, Live Music and More!


Uncork 2019 at City Winery. City Winery Chicago will host two shows on December 31st with the amazing Avery*Sunshine – 7:30 PM and 11 PM. Tickets won’t last so get yours today!

Our restaurant is also accepting reservations for New Year’s eve with wonderful food specials, sparkling wine, a DJ setting the mood and much more. Check out our food specials below and then make your reservation here.

Black eyed pea, ham, collards
Recommended Wine Pairing: City Winery Sauvignon Blanc, Lake Country, California 2017

Crab Cakes
Avocado Mousse, Root Vegetable Slaw
Recommended Wine Pairing: City Winery Roussanne, Alder Springs Vineyard, Mendocino, California 2016

Carrot, sweet potato puree, arugula chimichurri
Recommended Wine Pairing: City Winery Chardonnay, Scopus Vineyard, Sonoma, California 2017

Beef Short Rib
Mascarpone polenta, mushroom jus, fennel salad
Recommended Wine Pairing: City Winery Cabernet Sauvignon, Thurtle Vineyard, Washington 2017

Triple Truffle Chocolate Cake
Champagne Gellee

Announcing New Shows On Sale This Week: Los Lonely Boys, Anders Osborne, Chris Difford Book Tour, Marcus Johnson with Kathy Kosins, The Verve Pipe and more!



Marcus Johnson with Kathy Kosins | 2.6
Anders Osborne – 7 PM & 10 PM shows | 2.9
Hudson Taylor | 2.12
Los Lonely Boys | 3.16-17
Chris Difford book tour – My Life In and Out of Squeeze | 3.18
The Verve Pipe | 3.29
And more!

VinoFile Members: 11.13
Public: 11.15

Become a VinoFile Member for 48 hours advance access to tickets

Join us for Friendsgiving at City Winery Chicago! November 15th-21st

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Gather with friends and enjoy Friendsgiving at City Winery Chicago November 15th – 21st! Enjoy our new winter menu, photo booth, a complimentary sparkling wine toast & more! Make your reservation on OpenTable & mention “Friendsgiving” in the special request.

Indulge your senses before the holiday hustle and celebrate with us – we’ll even do the dishes!

Reserve your table now*: https://www.opentable.com/r/city-winery-barrel-room-and-restaurant-chicago

*Please enter “Friendsgiving” in the “special requests” field when you make your reservation on OpenTable to receive a complimentary sparking wine toast for you and your guests.

Cyber Monday Deals at City Winery Chicago – 2018

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City Winery can help you with great holiday gift ideas! Or get something nice for yourself. Thanks to all who took advantage of our Cyber Monday offers. Contact us for additional gift ideas, holiday activities, experiences and more!