City Winery
Happy Hour: Monday - Friday, 4 PM - 6 PM: 50% off all City Winery Made Wine, Fun-guy Flatbread - $10.50, Hot Honey Pizza - $11, Lox n' Flatbread - $12
Last checked 21d agoHappy Hour: Monday through Thursday from 4-7 PM and Fridays from 2-5 PM: half off select small plates, $10 glasses of Rosé and Sauvignon Blanc, and $10 featured cocktails
Last checked 21d agoHappy Hour
Half-price wines on tap, flatbreads, and dips with pita
Happy Hour: Monday-Friday, 4-7 PM, with half-off City Winery wine and half-off cheesy pizzas
Happy Hour: Half-off tap wine, flatbreads, and a variety of dips served with pita, Monday through Friday from 4pm–7pm
Happy Hour: Monday through Friday 4-7 pm: half-price on famous wines on tap, fabulous flatbreads, and a variety of dips served with pita
Last checked 21d agoHappy Hour & Summer Fridays: Mondays through Thursdays 4-6 PM for Happy Hour food and drink specials, or Summer Fridays from 2-5 PM
Last checked 21d agoHalf-price wines on tap, flatbreads, and dips during Happy Hour (Mon-Fri 4-7pm)
Burgers and Barrels
Choice of juicy burger and glass of award-winning tap wine for $25 total
restaurant only, reservation required
SourceWeekend Brunch: Every Saturday and Sunday from 10 AM – 3 PM, with a DIY mimosa bar
Brunch: Saturday-Sunday, 10 AM-3 PM, with a DIY mimosa bar
Brunch with DIY mimosa bar (Saturdays & Sundays 10am-3pm)
Brunch: Saturdays & Sundays 10am - 3pm: brunch classics and a DIY mimosa bar
Last checked 21d agoBrunch
Weekend brunch spot with brunch classics and DIY mimosa bar
Barrel Room Specials: Burger & Barrel special for $25 (choice of CW Burger, Classic Smash, or Truffle Burger paired with a tap wine) Sunday - Thursday
Burgers & Barrels: Sunday through Thursday: Burger + Glass of Tap Wine Pairing for $25
Last checked 21d agoBurgers & Barrels: Sunday-Thursday, $25 for a choice of burger and a tap wine
$25 Burger + Glass of Tap Wine Pairing (Sunday-Thursday)
Wine Flights: $20
Burger & Wine Special
Choice of burger and glass of award-winning tap wine combo for $25
Restaurant dining only
SourceBurgers & Barrels
Burger and tap wine pairing deal
Chef & Winemaker Dinner Series
Monthly 4-course prix fixe experience featuring spring flavors paired with City Winery wines
Reservations required
SourceSip with Pride – Pride Month Rosé Donation
Throughout June (Pride Month), City Winery Chicago donates $1 from every rosé-inspired cocktail and every bottle of Cheers to Love Rosé sold to local LGBTQ+ rights organizations. No price discount involved — promotional/cause-driven offer.
Available all of June only. Charitable donation component, not a price discount.
SourceChef & Winemaker Dinner Series: Chardonnay vs. Pinot Noir
4-course prix fixe dinner showcasing Chardonnay vs. Pinot Noir varietals, with each dish thoughtfully paired with City Winery wines to highlight their unique character through terroir and flavor exploration
Reservations required
SourceAbout
30,000-sq.-ft. venue with a winery, Mediterranean eatery, garden courtyard & live entertainment.
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