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Windy City Cigar Lounge

4.1 (24 reviews)
ModerateCigar Bars
Open 5:00 pm - 1:00 am (Next day)
Updated 3 months ago

Windy City Cigar Lounge Photos

WINDY CITY CIGAR LOUNGE ATMOSPHERE

What's the vibe?
Casual
Moderate noise
Outdoor seating
Good for groups

Recommended Reviews - Windy City Cigar Lounge

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The floor
Tierra L.

Last minute search for something to do turned out a good experience. Limited street parking and even more limited parking lot space available. Went on a Friday night, enjoyed it so much returned Sunday evening which of course was much quieter. 2 cigar per person minimum or $20 cover charge. BYOB. There was a patio although we didn't venture to it. Saturday night DJ was by far the greatest. Ventilation can be improved especially for a cigar bar but overall I enjoyed my time and would return if I lived in Chicago

Alex C.

This place is popping! Dropped by impromptu to buy a cigar to go and the dude behind the counter asked me to hang out and chill! Friendly and lively crowd. They didn't have my sweet Betty Cigar but that's ok.

Fresh sticks and real decent environment. Leather chairs? Three sections, tiled big screens and the FIGHT!   #springBreakDay #mkethpn
Darion H.

Been wanting to try the WCCL, today was the day. Perfect timing for me, they just opened and the humidor was waiting on ME!!! Just needed more time, my son and his friends were at the movies and i didn't want to deal with run back home traffic. Thank think i might have found me a refuge for some ME time. Check them out, good vibes and #PSSITA!

My only critique is I wish they had two same size tables. Bring your own tables so all of your food fits comfortably.
Sweetesttaboo S.

Last night I hosted my mother's 60th birthday party here and I couldn't have found a better venue. The location was easy to get to, had parking to accommodate my guests and, I love how large the space is. The owners and the staff went above and beyond my expectations to assist me with setting up and clean up. Their cigar room was excellent with a wide range of assortments for guests. The owner also helped me pick one out for the guest of honor. They play great music here and what I love is that relaxed vibe but then having that little bit of room to get up and two step when your song comes on. Some of the parties or guests can be a little loud but it also adds to the great vibe. Everyone was respectful and actually so sweet when surprising my mom and wishing her a happy birthday. In the end, Windy City Cigar Lounge was perfect for the affair. I look forward to hosting another event here or just stopping by next time I'm home in the Chi! Thank you Maurice and staff!

Cool relaxing cigar lounge.
Tracy C.

Windy City cigar lounge is located on the south side in a black neighbor. It is a very welcoming environment to all people. It costs $15 to enter or a 2 cigar purchase. Great place to see sports events on HD TV, nice comfortable seating. Their filter system is very weak only reason I take one star off, have patio in the back which is nice in good weather. Customer service on point.

Bar area

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8 months ago

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9 months ago

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4 years ago

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2 years ago

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4 years ago

Business owner information

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Anthony P.

Thanks, glad you enjoyed your visit.

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3 years ago

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1 year ago

The friendliness and concern of the staff was important to me with the Right football game on

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7 years ago

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4 years ago

Business owner information

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Anthony P.

We are sorry for the error, please stop by again.

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7 years ago

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7 years ago

Great new spot. Even the customers there were extremely nice. I get like I was at cheers bar walking in. This place is a great go to

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7 years ago

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5 years ago

My favorite cigar lounge! Very friendly staff and wonderful humidor selection. Definitely a hit for me.

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Ask the Community - Windy City Cigar Lounge

Do they sell alcohol or is it BYOB?

BYOB

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Review Highlights - Windy City Cigar Lounge

Place is BYOB and have some cool looking seating options in the main area along with a projector.

Mentioned in 7 reviews

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People searched for Cigar Bars 5,531 times last month within 10 miles of this business.

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The Office

The Office

4.3(317 reviews)
5.1 miFulton Market, West Loop, Near West Side
$$$$

5 Resounding stars for excellent craft cocktails, an intimate setting, the best staff, and…read moreinventive bites. I got reservations here for my birthday as I've been to Aviary, but never had a chance to go to the speakeasy-style concept downstairs. Haley took care of us while we were sat at a prime spot on the small bar. She was truly such a breath of fresh air and didn't intimidate like some highly skilled mixologists can sometimes do. We got to try a few drinks, but I have to call out the Martini with mango (great, balanced martini with a twist!) and the Leche de Tigre (you know this peruana had to try it!). The leche de Tigre (think ceviche in a glass) was savory, tangy, and something I would order again and again. To snack, we got the pepperoni flavored popcorn (they have a vegetarian version) and it blew me away. I would never have guessed it was vegetarian if we hadn't requested that specifically. And you know the presentation was on point. Overall, a new favorite spot in the city!

This spot inside the aviary came highly recommended considering it is part of the Alinea group…read more Service was quick and we were told we could request for a bartenders choice cocktail if we provided some general guidelines. My first drink was average and full of ice - disappointing. I did talk to them and swap it out for a mezcal sour which turned out to be much better. They were understanding and accommodative and offered up an alternative drink as well. Overall service was good and cocktails were decent. The fanfare to book this spot and the very rigid booking policies made this seem like a much more exclusive and sought after spot. The drinks were good but not spectacular. A good spot for pre dinner drinks in that neighborhood.

Photos
The Office - Twas a combination of a black manhattan & a vieux carré  Delicious

Twas a combination of a black manhattan & a vieux carré Delicious

The Office - Basque cheesecake was delicious

Basque cheesecake was delicious

The Office - Collection

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Collection

NoMI Lounge - View from our table

NoMI Lounge

3.9(83 reviews)
5.6 miNear North Side
$$$

My husband and I came here for our 26 year anniversary. It was my first time in Chicago. A local…read morefriend of ours recommended NoMi. It was a great recommendation. We were so happy with everything! Our server was wonderful! The entire staff was so friendly and on top of their game! We never waited for anything. They were immediately refilling our waters, offering more bread, removing dirty plates, replacing silverware, and offering the next course. It was perfect! The views!!! I think there's not a table in NoMi that doesn't have an amazing view. The main, large window faces the lake (East). Arriving just at 7, you get the full affect of the city, and lake, and then the sunset and lights of the buildings. It was absolutely magical. I couldn't get enough of it. The inside of the restaurant is beautiful and clean, but honestly it could have been a pit and I wouldn't have noticed. You'll be focused on the views for the entire evening. The food!!! Everything is very fresh. It's all well-prepared. Everything was delicious. There's a good variety of dishes to choose from. Plenty of healthy, low-carb options. We each ordered our own appetizers. I had the crispy Maitake mushrooms and my husband had the mussels. We both loved our food and left nothing on our plates. Excellent choices, that we highly recommend. As our main course we shared the sushi platter. The seafood was fresh and the sushi didn't have too much rice. It was the perfect amount of food with our appetizers. They have an extensive wine and drink menu. For drinks I had a glass of the Sauvignon blanc and my husband had a red blend. For dessert we weren't really hungry enough to eat anything else but my husband wanted a pallet cleanser. They have a few sorbets. My husband settled on the cherry cola sorbet. They brought it out with a little chocolate that said "Happy Anniversary" in French. They did not add it to our bill. Very sweet of them. It was probably one of the best anniversaries we've ever had. The bill was about $230 before tip. We highly recommend coming here for any special occasion.

My husband and I popped in here to escape the cold and found that NoMI was doing a hot coco…read moreexperience! It was SO awesome! We were able to choose between an alcoholic or non hot coco and load it up so many different toppings. It warmed us up and was decorated so beautiful! My husband then snagged a lobster roll which was so good. We are so excited we found this lounge and will be back!

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NoMI Lounge - View from our table

View from our table

NoMI Lounge - Crispy Maitake mushrooms

Crispy Maitake mushrooms

NoMI Lounge - Sushi Menu

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Sushi Menu

The Berkshire Room - Treat yourself to the best cocktail in River North for your nightcap. Strong drinks, top-shelf spirits, amazing vibes.

The Berkshire Room

4.1(474 reviews)
5.3 miNear North Side
$$

I added a photo and was surprised to see I've never reviewed this popular cocktail spot. I've been…read morea handful of times over the years, as it's a solid standby in River North. Tucked away in the Acme hotel, the vibe is loungey with plenty of different types of seating. We came around midnight on a Friday and it was packed but we managed to find a cozy corner. For drinks, I've always enjoyed their "Dealer's Choice", which is a fun novelty. However, on my latest visit I decided to try the Frijolito ($18), which was basically a spin on an espresso martini but with mezcal. Wow! Perfectly balanced, unique, and delicious. For food, they offer some "bites" but I've not tried them. Our server was fine, nothing special. I can't remember ever having bad service here.

The Berkshire room is the Acme hotel's speak easy, but man, the drinks were rough! My Hermosa was…read morehonestly one of the worst drinks I've ever had! It tasted like a 5 year old got into their parents' liquor cabinet and just randomly poured whatever cheap liquor was in there, and mixed it with water! The ambiance was nice. Lightly lit, and easy on the eyes, but our server was inattentive and unfriendly, which made the drink that much more unappealing! Hopefully you have better luck than me here!

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The Berkshire Room - Trust the mixologist - your Dealer's Choice cocktail is in good hands

Trust the mixologist - your Dealer's Choice cocktail is in good hands

The Berkshire Room - Host your next event at this speakeasy cocktail and whiskey bar in River North!

Host your next event at this speakeasy cocktail and whiskey bar in River North!

The Berkshire Room - Bar

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Windy City Cigar Lounge - cigarbars - Updated May 2026

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