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    Cara Cara Club

    4.7 (29 reviews)
    Closed 5:00 pm - 12:00 am (Next day)

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    Bar
    Austin S.

    Coming back in this place is officially on my favorite bars list. The service has been impeccable, the drinks are top notch. The energy ethereal. On my most recent visit to chicago for 3 nights, I made 3 trips to caracara club! Why, you ask? Their freezer door martini. This is, indubitably, the greatest martini I have ever consumed. A lovely frozen coupe, a lemon twist, and a bright refreshing take on a classic. The servers are great, big smiles, big antics, big fun. I don't have a whole lot more to add. This place is beautiful, my words are not enough, go find out for yourself!

    Adela M.

    What a great place to end your night. We came here for an after party party and it was great. The drinks were delicious and the atmosphere was great. They played house music and it was busy but comfortable. The scene is not super trendy but very social. The DJ was great, its small but comfy. I would come back in a heartbeat.

    Jim D.

    Slightly underwhelming. Nothing was bad per sé but I expected a lot more considering I'd heard a rumor that the person behind this place, formerly of Lula's, was responsible for the drinks & drink program here. Indulged in a Manhattan & the digestif flight which is 3 shots of your choosing for $20. Dj was playing some odd music but to each his own. Doubt I'd return

    Here's the proof -- you tell me

    Hey so .... Randomly -- this is the best lesbian bar ever Picture included for proof Everything here is perfect especially the lesbians. Like I'm not playing around at all.

    Carys L.

    You can tell the owners put a lot of thought into this place! The interior is beautiful and love that they have a patio option for the summertime. The cocktails are absolutely divine and the mix and match highballs are a fun option. Love that they have live music as well!

    Old fashion & mocktail
    Candice H.

    Food: we did not eat here, however, we did order one round of cocktails. My friend ended up ordering an old fashioned and I ordered a mocktail. The mocktail was great! I love that this bar had an option for mocktails. It was perfect mix of sweet and sour. 10/10 Service: all the bartenders were very attentive. We were greeted quickly when we sat at the bar. When a bartender took our order, another was pouring us waters (we didn't order waters but it was good to have some on hand). 10/10 Ambiance: the bar was small, but cute inside. We came around 6:30 so there was enough sitting for two people pretty quickly because we just walked in. There wasn't a hostess but it wasn't too difficult to find seating. The music wasn't too loud so it was easy to hear my friend. 10/10 Overall: 30/30 - would go here again for a cocktail or mocktail again.

    Yvonne I.

    The espresso martini, decor, and welcoming atmosphere is enough to make me want to come back to Cara Cara Club. My husband and I stopped by around 5:30pm on a Friday night. There was a good crowd there during most of the time we were there, but there still were available seats. I had passed by the night before after 9:30pm on a Thursday night and there were many people standing, so I would imagine the place gets busier as the night goes on. I have tried many espresso martinis around the city and have my favorites, but the dalgona foam on top really helps this one stand out. I also tried the black manhattan and was a big fan of it as well. I will be keeping Cara Cara on my rotation of Logan Square bars and look forward to inviting more friends to join me in the future.

    Amber B.

    I stopped in for a quick coffee before brunch. The staff was very helpful since I do not drink coffee regularly. I asked for the sweetest one and the drink recommended was exactly what I needed. The music playing in the background is very chill and mellow which matches the vibe of the bar. I will be back to try their cocktails.

    Canary Islands (flower garnish)
    Megan H.

    We had wonderful drinks here before dinner. A great spot to catch y up over delicious cocktails. I had the Canary Islands which I was afraid would be too sweet but it was amazing!

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    8 months ago

    The food was somewhat meh but that wasn't why we came. The drinks were lovely and the space was cute.

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    1 year ago

    Wonderful time, the martinis were insanely good! Our guy was the best part of the meal, he made the experience 10/10.

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    Penumbra - Creole shrimp, ribeye and lobster (surf & turf) with roasted potatoes and delish side salad. Delish!

    Penumbra

    (1k reviews)

    $$$

    Logan Square

    I had the pleasure to dine at Penumbra on a Thursday evening. We were celebrating a graduation and…read morethe staff were very welcoming when we arrived. I was visiting from out of town and was not familiar with the parking around the area. I asked one of the staff members and immediately they reassured me that the side street would raking was totally fine to park just so long as it wasn't the front of the building where you have to pay. The food started with a complementary potato soup which was flavorful and lovely. We got a round of drinks and one of our party didn't care for her drink and it was replaced no question. We had the flat iron steak, the chicken, and the salmon and each entree was wonderful. The proteins were all very tender and juicy. I was also very pleased with the salad that came first which was lightly dressed and very seasonal. We finished our dining experience with a slice of cheesecake. It was a nice cap to the end of a wonderful meal. I would recommend this restaurant for any occasion - I would love to come back and try some of the other items on their menu.

    **Hidden gem!!!**…read more Penumbra is SUPER sexy and low-key elite. This is one of those spots that will make you look like a total restaurant pro if you take someone there or recommend it. The ambiance is intimate, romantic, and just feels exclusive without trying too hard. I took my girl there for her birthday and she absolutely loved it -- which is always the real test. We had the ribeye and the Rotini Bianco, and both were excellent. The ribeye was cooked perfectly, tender and flavorful. The Rotini Bianco was rich, creamy, and done just right. Every dish felt intentional and well executed. Don't hesitate to book. If you're trying to impress or celebrate something special, this is the move.

    Outside Voices - Outside patio

    Outside Voices

    (55 reviews)

    Logan Square

    If you like cute and trendy wine bars, you have to go to Outside Voices. This was my first spot on…read moremy Chicago trip visiting my best friend. We met up here. I walked from the Blue Line and felt extremely safe. It's in such a pretty part of town. There are plenty of seating spaces both inside and outside. When you arrive, you find a table you like and then go up to the counter to order. They have QR codes everywhere so you can see the menu online. If you like natural wines this is the place for you. The people who work here are absolutely incredible. I came straight from the airport so had my suitcase and one of the bartenders offered to take my bag to the back which I adored. My friend also took a really long time to get there from work so I just hung out for a while and they didn't make me feel too weird about it. One of them even gave me a generous pour of the wine I got. I also ordered us a meat and cheese board which was simple, but nice. Do know that the prices are a bit high here. If you want to get a full bottle of wine the average price is about $60 for a bottle. The aesthetics of this bar are A+. It is really loud inside. The name says it all, you will be using outside voices. While we adored this place, the music was a bit loud so it was a little hard to catch up. That being said, we made the most of it. It also was the spot that I asked her to be my bridesmaid so it'll forever have a special place in my heart. If you're looking for a cute and trendy place, with fun music blasting, and a great vibe, this is it. I highly recommend Outside Voices.

    Went for happy hour on a Friday and it was very cute! The place was a bit dead when we got there…read moreinitially but soon enough pretty much all tables were taken. They have plenty of board games and a disco diner vibe going on. Would recommend for a girls night out. Fav on the menu - dry rosé cider, fries with garlic aioli

    Beautiful Rind - Cheese plate

    Beautiful Rind

    (108 reviews)

    $$

    Logan Square

    I ADORE the Beautiful Rind. It is truly the jack of all trades of a business, operating not only as…read morea restaurant, but also a store for all your charcuterie needs and a space offering a diverse array of educational, fun, and unique classes. The staff there is truly into their craft and provide the best time for all their services. I finally got to try their sandwiches after years of coming for their charcuteries and various classes (all of which you truly cannot go wrong with), and they were to die for. We split their classic grilled cheese and the TBB and they were both nothing short of phenomenal. The grilled cheese comes with tomato soup which was delicious, and you're able to choose a side for all their sandwich options (we chose arugula salad, which was perfectly lemony). My one and only suggestion would be to offer a toasted option for the TBB sandwich, but it was also truly great as is - I would definitely get both again! Also a random rec but they carry a pretty hard to find red sparkling wine that is AMAZING - Cleto Chiarli Lambrusco Amaible, must try!

    We stopped in at about 8pm on a Saturday. The restaurant portion was hopping, with many people…read moredining and chatting, but the cheese counter was our destination. We had great help from Emily as we made selections. Beautiful Rind has a fine variety that included several domestic and import cheeses I hadn't seen before. I would've loved to have gotten some of the soft rind cheeses available, but alas, I was traveling the next day and needed more durable cheeses! I bought four small wedges plus a goat caramel from the counter. I would be glad to return here on another trip to Chicago!

    Cara Cara Club - cocktailbars - Updated May 2026

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