Wine Wednesday: Wine Specials and Happy Hours in Chicago

Wine specials
Monday, August 27, 2018 - 10:29am

When it's the middle of the week, it's time to un-wine with a glass of vino. Restaurants all over Chicago offer wine specials and happy hours on Wednesdays, including half-price bottles and discounted glasses, and they're often accompanied by specials on bites as well. We've got a quick round-up so you can find a wine Wednesday special that helps you get over the hump.

Most of these restaurants also offer other drink specials on Wednesday, too, so you can bring that friend that doesn't love wine as much as you do (yet you still love them).

Please note, while we do our best to ensure the accuracy of this list, it's best to call ahead to confirm. Food and drink specials change frequently. Find one that's incorrect? Let us know.

Wine Wednesday Specials in Chicago


18 S Michigan Ave, (312) 578-0763
$8 select glasses of wine, $5 select drafts, $10 pizza, $4 bruschetta

Bites Asian Tapas
3313 N Clark St, (773) 270-5972
$5 glasses of wine, $4 sangria by the glass, $20 sangria pitcher, $3 sake bombs, and more.

While you're at Bites, try some of this delicious salmon ceviche: 

Salmon Ceviche at BITES

Highline Bar + Grill
169 W Kinzie St, (312) 533-2742​
$25 select bottles of wine and a free pizza, 5pm to 10pm

Hoyt's Chicago
71 E Wacker Dr, (312) 346-9870​
$4 beers, $5 house wines, and $6 cocktails, 1/2 price appetizers

Happy Hour at Hoyt's Chicago

Kinzie Chophouse
400 N Wells St, (312) 822-0191
$5 select beer, wine, and cocktails - bar or patio only, 4pm to 7pm

Kroll's South Loop
1736 S Michigan Ave, (312) 235-1400​
$5 glasses of wine; 1/2 priced bottles of wine; $2 off craft burger of the week; $4 Lagunitas

Hey, since you like discounts, check out Free Things To Do in Chicago

1355 S Michigan Ave, (312) 624-8611
$5 draft beer, wine, & sangria, $4 Stella, $2 off cocktails; $5 select appetizers 4pm to 6pm


A post shared by Kurah Mediterranean (@kurahchicago) on


3101 N Sheffield Ave, (773) 883-4400
$6 glasses of wine + $6 flatbreads

Check out this Short & Sprout flatbreaf from Matilda: roasted garlic béchamel, braised short rib, and crispy brussels sprout leaves

Matilda Flatbread: Short & Sprout: roasted garlic béchamel, braised short rib, and crispy brussels sprout leaves

Photo: Matilda Facebook


Rittergut Wine Bar & Social Club

Rittergut Wine Bar & Social Club
10 S Wacker, (312)835-1832
$9 glasses of wine, $6 beers, $7 cocktails, $8 Select appetizers

Pouring white wine into a Seasons 52 wine glass

Seasons 52
1770 E Higgins Rd, Schaumburg, IL (847) 517-5252 & 3 E Oak Brook Ctr, Oak Brook, IL (630) 571-4752​
$5 wine, $5 small bites, $4 beer, $15 flatbread + 2 glasses of wine

Tallboy Taco
325 W Huron St, (312) 488-4917​
1/2 Price Select Glass and Bottles of Wine, $7 Select Whiskey Cocktails 5pm to 7pm, salsa lessons at 7:30pm


Want to find more specials? Check our Food & Drink Specials section.

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About Theresa Goodrich

Theresa  Goodrich is the founder and publisher of The Local Tourist and author of the "Two Lane Gems" book series, uplifting and slightly humorous tales of American road trips.

18 S Michigan Ave, Chicago, IL 60603
Acanto is a central meeting place for those who love Italian food and an approachable dining experience.
Acanto Chicago - Italian Restaurant
3313 N Clark St, Chicago, IL 60657
(773) 270-5972
Asian fusion restaurant serving comfort food inspired by different cuisines across Asia.
Bites Tapas
169 W Kinzie St, Chicago, IL 60654
Four Corners Tavern Group’s first location in River North, Highline is a staple for lunches and happy hours throughout the week.
Highline Bar and Lounge
71 E Wacker Dr
Hotel 71, Chicago, IL 60601
Hoyt’s Chicago redefines the modern American tavern, seamlessly fusing reimagined Midwestern comfort food with a warm social vibe.
Hoyt's Chicago
1736 S Michigan Ave, Chicago, IL 60616
(312) 235-1400
A neighborhood sports bar and grill, located in the South loop in Chicago.
1355 S Michigan Ave, Chicago, IL 60605
(312) 624-8611
3101 N Sheffield Ave, Chicago, IL 60657
10 S Wacker, Chicago, IL 60606
3 E Oak Brook Ctr, Oak Brook, IL 60523
1770 E Higgins Rd, Schaumburg, IL 60173
325 W Huron St, Chicago, IL 60654
Operating out of the bar of Nacional 27, Tallboy Taco offers River North a tasty menu of tacos for both lunch and dinner.
Tallboy Taco