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Chicago's Top Wine Bars
Webster's Wine Bar is one of Chicago's Top Wine Bars.

1. Webster's Wine Bar

8.8
2601 N Milwaukee Ave (at N Kedzie St), Chicago, IL
Wine Bar · Logan Square · 45 tips and reviews

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.

Pops for Champagne is one of Chicago's Top Wine Bars.

2. Pops for Champagne

8.4
601 N State St (at E Ohio St), Chicago, IL
Wine Bar · Near North Side · 114 tips and reviews

Jessica T.Jessica Toliuszis: A Chicago must! Champagne options are endless and desserts are inventive and delicious

Bar Pastoral is one of Chicago's Top Wine Bars.

3. Bar Pastoral

2947 N Broadway St, Chicago, IL
Wine Bar · Lake View East · 29 tips and reviews

Meredith B.Meredith B: Try the wine flight and let the server suggest pairings - everyone is very knowledgable. Stop in next door to buy the favorite wine you tried.

DOC Wine Bar is one of Chicago's Top Wine Bars.

4. DOC Wine Bar

2602 N Clark St, Chicago, IL
Wine Bar · Park West · 33 tips and reviews

Tony C.Tony C: Try the neighborhood flights for a exploratory experience. I preferred the wicker park.

DiSotto Enoteca is one of Chicago's Top Wine Bars.

5. DiSotto Enoteca

8.2
200 E Chesnut St, Chicago, IL
Wine Bar · Streeterville · 13 tips and reviews

george l.george lamberis: A little trip to Italy, right here in Chicago.

694 Wine & Spirits is one of Chicago's Top Wine Bars.

6. 694 Wine & Spirits

694 N Milwaukee Ave (btwn Huron St. & Morgan St.), Chicago, IL
Wine Bar · River West · 28 tips and reviews

ben m.ben m: The wine and cheese selections are lovely and the staff is fantastic. Make sure you get a table on the patio on a nice night.

Ampersand Wine Bar is one of Chicago's Top Wine Bars.

7. Ampersand Wine Bar

4845 N Damen Ave, Chicago, IL
Wine Bar · Ravenswood · 13 tips and reviews

Chris S.Chris Steele: Very reasonably priced wines by the glass, with a focus on European vintages. Lovely space for spending a lazy afternoon sampling the list.

Enolo Wine Cafe is one of Chicago's Top Wine Bars.

8. Enolo Wine Cafe

8.2
450 N Clark St (at E Illinois St), Chicago, IL
Wine Bar · River North · 16 tips and reviews

Andrea L.Andrea L: The bruschettas are phenomenal. My faves were prosciutto and salmon and dill. Great wine selection.

The Twisted Vine is one of Chicago's Top Wine Bars.

9. The Twisted Vine

3530 N Halsted St (Brompton), Chicago, IL
Wine Bar · Lakeview · 9 tips and reviews

Irene Yin L.Irene Yin Liang: This place has personality and charm! The staff are the friendliest folks ever. Check out Mark's piano performances. Charcuterie plate is a must.

Rittergut Wine Bar & Social Club is one of Chicago's Top Wine Bars.

10. Rittergut Wine Bar & Social Club

6.9
10 S Wacker Dr (at Madison), Chicago, IL
Wine Bar · The Loop · 12 tips and reviews

Kim S.Kim Shennan: The wine flights are quite generous in their sample size.