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

1. Taste Food & Wine

8.6
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.

Cate C.Cate C.: Ask questions! Everyone working here is knowledgable & friendly, don't hesitate to tell them what you like and ask them for recommendations. Oh and the $10 wines are an awesome deal.

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.

Patrick S.Patrick Smith: Sign up for the email list. They'll send you details on their tasting schedule weekly. Easy and fun way to learn about and try different wines!

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

8.3
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.

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

7. Katherine Anne Confections

8.7
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.

LeighLeigh: Best caramels ever. Dark & stormy truffle also delicious!

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.

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

8. 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.

Rick D.Rick Davis: Awesome place get the wine flight and get more of your favorite!

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.

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

9. Lush Wine & Spirits

8.0
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! :)

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

Emily D.Emily Doyle: Crunchy Spicy Grilled Cheese and a $10 bottle of wine is where it's at.

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.

Bryan M.Bryan Mikicich: Great place to stop and have a beer in the AC during the sunday street market!

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

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

11. Liquor Park

7.5
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.

Alex G.Alex George: Honestly, one of the friendliest bottle shops I’ve been in. Don’t care about selection, it was so welcoming I forgot what I wanted.

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

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

12. 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.

Randal C.Randal Cooper: The beer selection is top-notch. Ask for help, and they'll talk you through some of their Chicago nanobrews and some hard-to-find specialty beers.

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

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.

Redeye ChicagoRedeye Chicago: Off the beaten path but cozy enough to be a destination in itself. The focus is on small-production wines with a menu of snacks, flatbreads and cheeses to accompany them. Read more.

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!

Melissa T.Melissa Tacey: Perfect spot for all Michiganders!! Zingermann's breads and baked goods! And the prepared food section is awesome! So much better than Whole Foods..

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

8.8
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!

Sabrina S.Sabrina Strajack: Cozy bar that is actually a lot bigger than it looks! It has a few smaller rooms that have their own theme, including a smoker and beer school. Huge beer list!

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.