The Press Room is one of The 15 Best Wine Bars in Chicago.

1. The Press Room

8.8
1134 W Washington Blvd, Chicago, IL
Wine Bar · West Town · 1 tip

Josh B.Josh Broadhurst: Get the Amaro Nonino

Webster's Wine Bar is one of The 15 Best Wine Bars in Chicago.

2. Webster's Wine Bar

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

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.

Time Out ChicagoTime Out Chicago: Drink this: Order by the flight and taste 3-4 wines in two ounce portions for $13-$17. Read more.

Joe's Wine Cellar is one of The 15 Best Wine Bars in Chicago.

3. Joe's Wine Cellar

8.7
2108 W Division St (Hoyne), Chicago, IL
Wine Bar · Wicker Park · 13 tips and reviews

Allison T.Allison Traynham: Amazing neighborhood spot with a great selection of quality wines.

Ana A.Ana Arrendale: It’s just an overall good place. People are wonderful, suggestions are on point

Mat B.Mat Burnett: Doing some research for my memoir, "Chillin' with Bacchus."

Easy Does It is one of The 15 Best Wine Bars in Chicago.

4. Easy Does It

9.0
2354 N Milwaukee Ave, Chicago, IL
Wine Bar · Logan Square · No tips or reviews
Volo Restaurant Wine Bar is one of The 15 Best Wine Bars in Chicago.

5. Volo Restaurant Wine Bar

8.3
2008 W Roscoe St (at N Damen Ave), Chicago, IL
Wine Bar · Roscoe Village · 14 tips and reviews

Bobby K.Bobby Kennedy: Excellent wine flights and a hidden gem back patio.

Redeye ChicagoRedeye Chicago: Seasonal tasting events, vino on tap and a beautiful backyard patio make this wine bar a prime place to unwind with whatever bottle you choose to uncork. Read more.

Mary Kay H.Mary Kay Hardcastle: one of the best wine bars in Chicago & a great date place

Pops for Champagne is one of The 15 Best Wine Bars in Chicago.

6. Pops for Champagne

8.2
601 N State St (at E Ohio St), Chicago, IL
Wine Bar · Near North Side · 114 tips and reviews

Cristina D.Cristina Dordas: Try the High Sage cocktail! Love it! 🍸

Leyla A.Leyla Arsan: Indulge in something by the glass that you normally would not have!

Juicy CoutureJuicy Couture: This spot has over 100 champagne selections and lovely live music- try the Laurent-Perrier Demi-Sec for a sweet treat.

Figo Wine Bar is one of The 15 Best Wine Bars in Chicago.

7. Figo Wine Bar

8.2
3207 N Sheffield Ave, Chicago, IL
Wine Bar · Lakeview · 2 tips and reviews

Kay B.Kay Burnett: Nicely designed with wood and steel and brick. All sharp corners & hard surfaces so v.noisy.

JinSoo H.JinSoo Huh: Post show drinks w previous,‘Michael Victor

DiSotto Enoteca is one of The 15 Best Wine Bars in Chicago.

8. DiSotto Enoteca

8.1
200 E Chesnut St, Chicago, IL
Wine Bar · Streeterville · 13 tips and reviews

Time Out ChicagoTime Out Chicago: Try the ricotta and honeycomb from our 100 Best list: This ricotta is richer and smoother than we could have imagined (it’s whipped with olive oil), paired with sweet honeycomb and grilled bread.

Time Out ChicagoTime Out Chicago: Old World wine list and Mediterranean small plates: Scott Harris has nailed the formula at Purple Pig and Davanti Enoteca, so why mess with a good thing? Read more.

Yvonne H.Yvonne Holden: DiSotto is a wonderful wine bar that opens daily at 5pm. It's a late night spot for late night people. Great wine, great staff, what else could a person want?

Cira is one of The 15 Best Wine Bars in Chicago.

9. Cira

8.0
200 N Green St, Chicago, IL
Wine Bar · Fulton Market · 16 tips and reviews

Manoj A.Manoj Ambalavanan: incredible vibe - great place to start or end your night. great shareables for food

Angeline C.Angeline Chen: I still dream about the fried olives - don’t miss them!!

Thierry L.Thierry Levenq: Also a nice place for breakfast

Enolo Wine Cafe is one of The 15 Best Wine Bars in Chicago.

10. Enolo Wine Cafe

8.1
450 N Clark St (at E Illinois St), Chicago, IL
Wine Bar · River North · 16 tips and reviews

Melissa E.Melissa E: Great prices on wine flight. Beautiful cheese plate

AnneAnne: The Tiki Sauvignon Blanc is my favorite wine here

GwynneGwynne: Bruschetta

Outside Voices is one of The 15 Best Wine Bars in Chicago.

11. Outside Voices

7.6
3204 W Armitage Ave (Kedzie), Chicago, IL
Wine Bar · Logan Square · No tips or reviews
Eno Wine Bar is one of The 15 Best Wine Bars in Chicago.

12. Eno Wine Bar

7.5
200 N Columbus Dr, Chicago, IL
Wine Bar · The Loop · 5 tips and reviews

Scott KleinbergScott Kleinberg: Great wine. Great chocolate. Great service. Stop by - you won't regret it.

Mike W.Mike Wilder: Service industry discount daily - purchase any wine and receive a selection of 3 cheeses and 3 cured meats.

KasparsKaspars: No snacks and just a couple of beers.

404 Wine Bar is one of The 15 Best Wine Bars in Chicago.

13. 404 Wine Bar

7.5
2852 N Southport Ave (at W George St), Chicago, IL
Wine Bar · Lakeview · 8 tips and reviews

Brenda Gail T.Brenda Gail Teruel: super cute place. perfect atmosphere & excellent for a first date.

Heather G.Heather G: Don't get the "prosciutto" - it tastes like lunch meat ham.

Brad S.Brad Saxon: Side note: if you do have a date on a Friday night here and are not sure how it went, stop in on Saturday and ask the bar tender how she thinks it went. She'll give it to you straight.

Uvae is one of The 15 Best Wine Bars in Chicago.

14. Uvae

7.4
5553 N Clark St (Bryn Mawr Ave), Chicago, IL
Wine Bar · Andersonville · 3 tips and reviews

Kathleen C.Kathleen Creagan: Great ambiance. Progressive, but familiar menu, nice wine selection. The deviled eggs and mole zucchini are a must!

Paul G.Paul Grisdale: Cozy wine bar opened summer 2019

Gil S.Gil Shepherd: Small plates

ENO is one of The 15 Best Wine Bars in Chicago.

15. ENO

7.2
505 N Michigan Ave (InterContinental Hotel), Chicago, IL
Wine Bar · Streeterville · 21 tips and reviews

Caro C.Caro Cord: Awesome place! One of my favorites in Chicago

Time Out ChicagoTime Out Chicago: California's Silvertap Wines created two custom blends for the bar: a white blend of sauvignon blanc and chardonnay, and a multivintage red blend of merlot, cabernet sauvignon and a little zinfandel. Read more.

Leyla A.Leyla Arsan: The names of the flights are silly, but worth trying none the less