Wine Wednesday: Wine Specials and Happy Hours in Chicago

When it's the middle of the week, it's time to un-wine with a glass of vino.

These specials have been checked as of June 15, 2021, but may change. Please call to confirm first.

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).

Wine Wednesday Specials in Chicago


Kinzie Chophouse
400 N Wells St, (312) 822-0191
Happy Hour 3pm to 6pm Mon – Thurs; $5 glass of wine, $5 select bottled beer, $9 dirty gin martini; BOGO appetizers

Kroll’s South Loop
1736 S Michigan Ave, (312) 235-1400​
$5 glasses of wine; 1/2 priced bottles of wine/champagne; $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

3101 N Sheffield Ave, (773) 883-4400
Half off bottles of wine

Check out this Short & Sprout flatbread 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

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​
Happy Hour Mon – Thurs 3pm to 6pm $6 wine, $12 flatbread + glass of wine

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