Taste Food & Wine is one of The 15 Best Places for Wine Tastings in Chicago.

1. Taste Food & Wine

8.5
1506 W Jarvis Ave (at N Greenview Ave), Chicago, IL
Wine Store · Rogers Park · 6 tips and reviews

Caz G.Caz Glancy: Great place! Free wine tastings on Monday and Friday, friendly and informative staff, big cheese selection, british chocolates, homemade cup cakes and chocs.. Definitely worth a visit.

Kevin P.Kevin Payne: Every Monday and Friday is a free wine tasting of Italian wines.

ISC C.ISC Chicago: Wine tasting and classes; Phoebe really knows her stuff

Lush Wine & Spirits is one of The 15 Best Places for Wine Tastings in Chicago.

2. Lush Wine & Spirits

8.2
1412 W Chicago Ave (at Noble St), Chicago, IL
Wine Store · Noble Square · 18 tips and reviews

Kim D.Kim Dziedzic: Wine tasting sundays 2-5 is fantastic and free!

PureWowPureWow: Keep the Sunday scaries at bay with Lush’s free Sunday wine tastings from 2 to 5 p.m. Read more.

Jill M.Jill May: The staff is very knowledgeable about wine and liquor. They are approachable and friendly. A must go!

The House of Glunz is one of The 15 Best Places for Wine Tastings in Chicago.

3. The House of Glunz

7.6
1206 N Wells St (Division), Chicago, IL
Wine Store · Old Town · 6 tips and reviews

Jaye J.Jaye Jalso: Free informational wine tasting on Saturdays.

Michael H.Michael Huffstetler: Great, complimentary wine tastings Friday 5-7, Saturday 2-6

ISC C.ISC Chicago: Solid German pub (and oldest in Chicago!)

The Noble Grape is one of The 15 Best Places for Wine Tastings in Chicago.

4. The Noble Grape

8.4
802 N Bishop St (at W Chicago Ave), Chicago, IL
Wine Store · Noble Square · 20 tips and reviews

Nisha M.Nisha Malavia: free wine tastings on Wednesdays and Fridays from 6-8pm!!

Milan P.Milan Patel: Great wines under $15 and super heady dank beers!

Gilt CityGilt City: Find an ever-rotating selection of 80 to 100 wines that you won’t find at Jewel or Dominick’s—but that you will be able to pronounce!

Red & White Wines is one of The 15 Best Places for Wine Tastings in Chicago.

5. Red & White Wines

8.5
1861 N Milwaukee Ave (Oakley), Chicago, IL
Wine Store · Bucktown · 10 tips and reviews

Chicago TribuneChicago Tribune: Instead of overwhelming you with choice, this wine shop offers a carefully curated collection of mostly small-production wines. Plus, every Saturday from 2 to 5pm, the shop hosts free wine tastings. Read more.

Jamco CreativeJamco Creative: whiskey wine whiskey wine whiskey wine and beer.

Gilt CityGilt City: This Bucktown wine store is way ahead of the biodynamic wine trend. Since opening in 2008, the shop has zeroed in on vineyards that respect their natural terroir.

In Fine Spirits is one of The 15 Best Places for Wine Tastings in Chicago.

6. In Fine Spirits

7.9
5418 N Clark St, Chicago, IL
Miscellaneous Store · Andersonville · 3 tips and reviews

Micky M.Micky Mariano: They had a free wine tasting from 3-6 on Saturday. What a gem. Tried 4 great wines and the sommelier was incredibly knowledgeable. Will definitely be back for some more wine

Chris S.Chris Steele: IFS hosts tastings on most Saturdays. Their well curated selection strikes a great balance between novelties you'll enjoy trying and affordable treats that will tie together your next meal.

It's A Major PlusIt's A Major Plus: Great selection of wines, beers and spirits plus a fun, friendly & knowledgeable team.

City Winery Chicago is one of The 15 Best Places for Wine Tastings in Chicago.

7. City Winery Chicago

8.7
1200 W Randolph St, Chicago, IL
Winery · West Loop · 84 tips and reviews

Kristen M.Kristen Moran: We did a private wine tasting event. Honestly, the somms couldn't answer all my questions. Good food and an awesome live-music section in a separate room.

Cindy K.Cindy Kurman: Great music; dinner wonderful. Loved the stuffed squash and skirt steak.

Time Out ChicagoTime Out Chicago: The 5,000-square-foot "Wine Garden" hosts live music to go along with small plates like green-tomato gazpacho and grilled Merguez sausage. http://tmout.us/lKTEo Read more.

Katherine Anne Confections is one of The 15 Best Places for Wine Tastings in Chicago.

8. Katherine Anne Confections

8.6
2745 W Armitage Ave, Chicago, IL
Dessert Shop · Logan Square · 22 tips and reviews

Anita M.Anita Mettille: Love the monthly truffle and wine tasting event. Met Katherine Anne -such a delight.

Sara R.Sara Robertson: Best hot chocolate in the city, no question. The homemade marshmallows are also unbelievable and you get to pick two for each cup.

Time Out ChicagoTime Out Chicago: Try the Salted-caramel marshmallows from our 100 Best list: Katherine Duncan takes her masterful caramel and folds it into her light marshmallows sweetened with wildflower honey.

Lush Wine & Spirits is one of The 15 Best Places for Wine Tastings in Chicago.

9. Lush Wine & Spirits

8.1
2232 W Roscoe St (at N Bell Ave.), Chicago, IL
Wine Store · Roscoe Village · 14 tips and reviews

Veronica P.Veronica Pasia: Free wine tastings on Sunday! :)

Dave T.Dave Tan: A great place for wine, small plates, and great beer!

Serious EatsSerious Eats: A stylish shop with hand-selected wines from around the globe.

Binny's Beverage Depot is one of The 15 Best Places for Wine Tastings in Chicago.

10. Binny's Beverage Depot

9.2
1132 S. Jefferson St. (at W Roosevelt Rd), Chicago, IL
Liquor Store · South Loop · 33 tips and reviews

Keith S.Keith Shay: Wine tasting tonight. Wines from Argentina and Chile. Read more.

Shannon J.Shannon Jeropke: Check out the bar... Yes they have a bar! They have several great craft beer on tap and they'll let you taste different wines, liqueurs, or beers for free!

Roosevelt CollectionRoosevelt Collection: Sign up for membership card for great discounts, cheese bar, a walk-in cigar humidor and sit down bar area.

Warehouse Liquors is one of The 15 Best Places for Wine Tastings in Chicago.

11. Warehouse Liquors

8.5
634 S Wabash Ave (btwn Harrison & Balbo), Chicago, IL
Liquor Store · South Loop · 23 tips and reviews

Kirstjen L.Kirstjen Lorenz: Great selection of locally made liquors. Wine tastings on Fridays 5-8pm.

Steve F.Steve Fogel: One of the best collections of single malt scotch in the world is on Wabash. This is a must go if you want to be blown away by choice, value, knowledgable staff and a warm friendly atmosphere.

Jerry V.Jerry Valentine: Excellent selection of Italian wines. And vodkas!

Liquor Park is one of The 15 Best Places for Wine Tastings in Chicago.

12. Liquor Park

7.4
1937 W North Ave, Chicago, IL
Wine Store · Bucktown · 6 tips and reviews

Sima D.Sima Dahl, CSP, AS, MBA: Free wine tasting every Saturday! Read more.

Stacey L.Stacey Lawson: Try to book a wine and chocolate pairing. Christopher is great and chocolate guru Kevin rocks!

Ben G.Ben Gasparini: Pretty sweet beer selection. I trust they will get cigar city of it becomes available in Chicago at any point.

Webster's Wine Bar is one of The 15 Best Places for Wine Tastings in Chicago.

13. Webster's Wine Bar

8.9
2601 N Milwaukee Ave (at N Kedzie St), Chicago, IL
Wine Bar · Logan Square · 45 tips and reviews

Ian S.Ian Short: The wine tastings are hosted by some incredible people. You're missing out if you haven't been to one.

faldy r.faldy rahman: Best and oldest wine bar in Chicago, hands down. yummy!

Charles E.Charles Edge: Start with the Tuscan kale salad and then one of each of the Tapas, with maybe two of the cod and none of the peppers.

Plum Market is one of The 15 Best Places for Wine Tastings in Chicago.

14. Plum Market

8.3
1233 N Wells St (at W Goethe St), Chicago, IL
Grocery Store · Old Town · 48 tips and reviews

Zach W.Zach Wright: Amazing hot bar food! Look for wine tastings!

KarinKarin: Love the variety and selection at Plum Market. Only downside is that I overspend every, single time.

MARK A A.MARK A ALVARADO Sr: Soon to be the best place to shop in the neighborhood....

Sheffield's Beer & Wine Garden is one of The 15 Best Places for Wine Tastings in Chicago.

15. Sheffield's Beer & Wine Garden

8.9
3258 N Sheffield Ave (at W School St), Chicago, IL
Beer Garden · Lakeview · 108 tips and reviews

Danielle @.Danielle @DanielleDuncan: Amazing beer list, really enjoyed the free monthly wine tasting and you can't beat the $5 glass of wine!

Chris H.Chris H: Awesome. Try the IPA and pulled pork

Mike F.Mike Fergus: It's called Sheffield's because the bar is on Sheffield. Also, they have a large sign that says Chicago. That's because the bar is in Chicago. On Sheffield.