Websters Wine Bar Chicago

2601 N Milwaukee Ave, Chicago
(773) 292-9463

Recent Reviews

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Sarah Smithy

YES <3 this place is fabulous and you won't regret it.

Atmosphere: 5

Food: 5

Service: 5

Frank Britton

Always a good time. Good food and wine, and they can make a decent cocktail. Tanya is the bomb. 😁

Atmosphere: 4

Food: 5

Service: 5

Molly Long

hugely underrated and thank goodness for that! really excellent, knowledgeable service and great food and wine. i’m a wine novice and they’ve never steered me wrong here. refined but not stuffy. great for date night or a solo after-work drink at the bar!

Atmosphere: 5

Food: 5

Service: 5

Brandon DeBerry

Webster’s Wine Bar is hands-down our favorite spot in Chicago. The hospitality is warm and genuine—every time we walk in, we feel taken care of. The wine selection is thoughtful and ever-changing, with something new to discover every visit. And the food? Absolutely incredible—creative, seasonal, and always delicious. Whether you’re a wine lover or just looking for a cozy, welcoming place to spend the evening, you have to visit Webster’s. It's everything a neighborhood wine bar should be.

Atmosphere: 5

Food: 5

Service: 5

Kay Licciardello

We rented this venue for a rehearsal dinner and Welcome Party for our son’s wedding. Tonya was so helpful and accommodating! The planning process was so simple. Food and drink? Out of this world. The whole evening could not have been more perfect!! Thank you, Tonya, and the entire team at Websters Wine Bar. I will be forever grateful!

Atmosphere: 5

Food: 5

Service: 5

bjbartlett96

Best place to get a great glass or bottle!

Atmosphere: 5

Service: 5

Jen Buelow

Stopped in for a glass of wine and appetizer. The bartender gave us no suggestions after we prompted her with our interest in dry whites. We ordered a cheese board, but asked about gluten free crackers indicating that we would need those for allergy purposes. Our drink and food was delivered with no information, no comments, no checking in- once we had completed our food and drink, the bartender commented that she was sorry she could not offer anything gluten free. I had to explain that we would have no idea what was provided given no one had spoken to us. Mind you we were one of three total tables in the entire restaurant. This is an overpriced waste of your time- mediocre food and drink and horrible service.

Atmosphere: 1

Food: 3

Service: 1

Joshua Christensen

It doesn’t matter if the glass is half empty or half full. There’s clearly room for more wine.

Atmosphere: 5

Food: 5

Service: 5

Carla Garcia

Webster’s is hands down my favorite restaurant and wine bar in the city. I’ve been coming here for years, maybe 6-7 years now, and have not once been disappointed. It’s our favorite place to take friends and family from out of town, every time they’re in the area.

It’s my favorite recommendation for anyone looking for a nice meal or curious about wine. The staff is always so knowledgeable and guides you to the perfect wine selection. In addition, their wine selection is funky and unique, ensuring that each visit is a fun new experience.

The food is also incredible! The cheese and charcuterie is my favorite snacking item and I always default to the burger if I’m hungrier. Their menu changes seasonally so there’s always a fresh new item each time I visit.

Atmosphere: 5

Food: 5

Service: 5

Brian Rodgers

Great date spot! The focaccia, asparagus and burger were fantastic. Couldn’t recommend enough!

Atmosphere: 5

Food: 5

Service: 5

Recommended dishes: Focaccia, Webster's Burger

Chavon Hussey

Worst service of my life! I would put 0/5 if that were an option. The server was incredibly rude, rushed me to order and treated me as if my presence was a burden.

Food: 4

Service: 1

Ashley B

I have been here a handful of times now and am impressed by the consistency of the quality of the food, wine, and hospitable service.

The prices on the wines are a phenomenal deal considering the quality you receive and lack of availability of them in local stores/other nearby restaurants. And the employees make you feel as if you are being welcomed into their home.

If you are looking for great wine, just as great bites, and feel-at-home hosting, don’t leave this wine bar unchecked on your list for too much longer!

Atmosphere: 5

Food: 5

Service: 5

PEJA

Great quiet place to bring a date.
Overpriced wine and food wasn't memorable.

Atmosphere: 4

Food: 3

Service: 4

Recommended dishes: Cheese Plate, Chardonnay, Charcuterie Board

William Faust

Staff went way above and beyond several times during my last visit. Great spot for a nice date or special occasion.

Atmosphere: 5

Food: 5

Service: 5

Siera Daniels

Mahjoub was the best waiter!

Atmosphere: 5

Food: 5

Service: 5

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