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    Arriba Rooftop

    2.1 (12 reviews)
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    Updated 3 months ago

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    Clara - E Major

    Clara

    4.7(31 reviews)
    3.6 miWicker Park, West Town

    This place knows what's up! It's beautiful, easy to get to, their service is always phenomenal and…read moretheir drinks are delicious. Their snacks are totally worth getting, and the staff are so friendly and knowledgeable. Every time I've asked for a recommendation, they do not disappoint! It's become a regular spot for a night out with the gals. PS - Their live music is so good!

    Cute-enough spot with small plates and cocktails. However, when we visited last night, we waited 15…read moreminutes for our one wine and one cocktail, despite the restaurant being less than a quarter full. We watched our waitress make multiple attempts to pick up my husband's drink from the bar, spill, set it down, pick it back up and spill more, and finally give up and run it to us. As she set down this sticky, wet, under-filled mess, I asked her exactly how much of my husband's $16 cocktail she had just spilled. She said, "Yeah, the bartender over-poured," and walked off. We then watched her do the exact same thing to every mixed drink she ran. Way, way too expensive to be delivering messy, dripping, quarter-empty cocktails. Skip Clara and go to Le Midi, where the service, ambience, and wine list were perfect.

    Photos
    Clara - The drummer and bassist of Solomon lindenberg trio

    The drummer and bassist of Solomon lindenberg trio

    Clara - Two Smooth Sailing cocktails. Featuring Whiskey, Lemon Juice, Maple Syrup, and Benedictine.

    Two Smooth Sailing cocktails. Featuring Whiskey, Lemon Juice, Maple Syrup, and Benedictine.

    Clara - Festive Lion -- mezcal, tequila, grapefruit syrup, and cardamom bitters.

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    Festive Lion -- mezcal, tequila, grapefruit syrup, and cardamom bitters.

    Cara Cara Club - jamon iberica

    Cara Cara Club

    4.6(32 reviews)
    2.8 miLogan Square

    My friends and I popped in on the Saturday night after Christmas. The bar had a cool ambiance with…read morea retro feel. There were two disco balls and different standing/seating areas. The bartender was nice. When asked, he said none of their drinks are really sweet. He said some Logan Square bartenders have PTSD from people asking about sweet drinks, as if they're the only ones who don't like sweet cocktails (hilarious). I didn't mean anything by it but was debating on the flavor and if I was up for something sweet or not. I landed on the Fortune Teller, perfect sipping drink. Lots of complex flavors, not too sweet, can definitely taste the coconut and pandan. I was surprised by the how much pandan flavor there was. My friends had the espresso martini (liked the drink but not the foam), Negroni Bianco, Aperol spritzes, and highball. All were good. Honorable mention for the Bonal shot (fortified wine). It was good! We were in the seating area at this point but the speakers were so loud it was hard to all talk to each other.

    Came here while waiting for our reservations down the block and I am so happy we did!…read more The entire space is super cute with a big disco ball that just adds to the vibes. There is a lot of bar seating and outdoor seating for the summer. The bartenders are all really chill and welcoming. We tried -the mezcal negroni which was perfectly made in a way that the mezcal/capari had a good balance -espresso martini: such a different unique take with this! the dalgona foam made is extra rich - canned heat: a really great gin cocktail! - boulevardier: great rye cocktail that balanced well with the other ingredients It'd love to come here to grab coffee and breakfast sandwich. I would also love to come back to try some of the other cocktails and highballs.

    Photos
    Cara Cara Club
    Cara Cara Club - Roasted pepitas

    Roasted pepitas

    Cara Cara Club - Fortune teller and south for the winter house cocktails

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    Fortune teller and south for the winter house cocktails

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

    Penumbra

    4.8(1k reviews)
    3.1 miLogan 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.

    Photos
    Penumbra
    Penumbra
    Penumbra - Quesadilla

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    Quesadilla

    Volo Restaurant Wine Bar - Oysters

    Volo Restaurant Wine Bar

    3.9(653 reviews)
    1.3 miRoscoe Village
    $$

    I wish that I had discovered Volo earlier because it is such a dreamy spot. The patio is totally…read morehidden from the street view and completely takes you out of the busy city feel. We sat in a cabana which was super fun. It was snowing outside and we were perfectly comfortable temperature wise without our jackets on in the patio area. This would be the PERFECT spot for a small wedding or engagement party. I had heard great things about their happy hour and it lived up to all of my expectations. We had a dozen of their $1oysters as well as some $7 spritzes. The food here was also really great! We enjoyed the whipped ricotta toast and steak tartare especially. The staff here are lovely and super knowledgeable on wine. They have over 30+ wines by the glass at any time!

    Volo Bar is such a gem. The service was excellent, and the happy hour menu is fantastic. I had the…read more$1 oysters and a red wine on draft--great quality and a really nice variety to choose from. The space itself is adorable and cozy, with a sophisticated charm that honestly reminded me of being in Italy, like a tucked-away corner bar you just stumble upon. Our server, Austin, was amazing--super attentive, friendly, and fun, which made the experience even better. Definitely ask to sit in the cabana area if you can--it's absolutely beautiful. This spot is perfect for a girls' night or a date night since it feels intimate and special. One thing to note: reservations are timed, which I didn't realize beforehand, so that part was a little awkward while catching up with friends. Overall, I loved it and can't wait to go back.

    Photos
    Volo Restaurant Wine Bar - The view from the sidewalk.

    The view from the sidewalk.

    Volo Restaurant Wine Bar - Fried Green Tomatoes

    Fried Green Tomatoes

    Volo Restaurant Wine Bar - Aviation Spritz

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    Aviation Spritz

    Outside Voices - Outside patio

    Outside Voices

    4.3(55 reviews)
    3.4 miLogan 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

    Photos
    Outside Voices - Vibes

    Vibes

    Outside Voices - Appreciating the disco ball and the interior from the bar

    Appreciating the disco ball and the interior from the bar

    Outside Voices - Vibes

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    Vibes

    Arriba Rooftop - tex-mex - Updated May 2026

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