1. Windy City Playhouse

    1. Windy City Playhouse

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    Chicago, IL

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    Windy City Playhouse

    4.7 (55 reviews)
    Open 12:00 pm - 8:00 PM

    Windy City Playhouse Photos

    WINDY CITY PLAYHOUSE ATMOSPHERE

    What's the vibe?
    Quiet
    Intimate
    Classy
    Casual

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    Recommended Reviews - Windy City Playhouse

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    1961 here I come via immersive theater
    Henrietta J.

    Fantastic theater served here in an intimate and engaging venue. Had the absolute best time immersing myself in Southern Gothic. Great play and set. The setting is 1961, for an aging debutants 40th Birthday party. The audience gets to sit at and mingle around the party watching the drama unfold. Eight fabulous characters gave an amazing performance. Sitting on and in the set as they told their stories was such a treat. Superb drinks available at the lobby bar. Their engagement just got extended, this one is a must see!

    dynamic set of King Liz!
    Rhona K.

    Went to watch King Liz at Windy City Playhouse this past week, and wow. The acting and set directing were spectacular. This place definitely doesn't give the feeling of cheap or dusty black box theatre and everything feels new and modern (props, costumes, lighting). The seats have been mentioned, but I thought the placement of the chairs and the space itself was much better than other theartres I've been to - you can see and hear from any seat in the audience! A relatively new theatre, don't give this place a pass because instead of showing Shakespeare, it's got more modern portrayals of society. You'll laugh, you'll learn, and you'll always be on the edge of your seat during any of the plays here. Keep at it, Windy City Playhouse!

    The "stage" for Apt 3A.  I was sitting really close to the actors
    Kevin L.

    Visiting from NY and my cousin who lives nearby told me about this playhouse that we could catch a play after dinner. We saw Apt 3A and thought the story build up a great finale (albeit a bit cliche). I did find the 2nd act to be more funnier. I've been to Broadway shows back in NY like The Book of Mormon and coming to a playhouse like this feels wonderful. We sat in the first row and I've never been this close to the actors. They made me feel like I was part of the play. I'd definitely come back to catch another play next time I'm in town.

    Maxine C.

    I was here for The Explorers Club. I fell in love with the bar/lounge area. A lot of thought was put into decor and design to give the patron a great experience. The talent of the actors was a pleasant surprise as all of them were a class act. I laughed the whole time, and felt the writing was truly spectacular. The set was beautifully designed. I recommend this theater to everyone and will be buying season tickets!

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    7 years ago

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    8 years ago

    What an amazing show, it's so original and fun you must check it out. It's a good date night show.

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    8 years ago

    My husband and I went to see Southern Gothic and had an amazing evening date night. Highly recommend! The drinks at the bar is great too!

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    10 years ago

    We loved it! Showed up early, had drinks from the bar and sat on the couch, saw "This"

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    Page 1 of 2

    Ask the Community - Windy City Playhouse

    Review Highlights - Windy City Playhouse

    I went to see the Explorers Club, while the summary alone was a bit weird, everything came together in the best way.

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    The Welcome Back Lounge - Brats bacon jalapeño cheese dog. DELISH

    The Welcome Back Lounge

    4.5(139 reviews)
    2.0 miLogan Square
    $$

    Went to on a Sunday for bottomless brunch to celebrate with family and friends for our anniversary…read more Food was amazing and the mimosas were spot on. Nick was awesome. Came back for some drinks with friends after leaving a local restaurant and did a round of shots as a night cap. Nick was there and was extremely friendly also the other bartender was a vibe. We will be back for sure!

    "Welcome back." I…read morehesitate. I know with absolute certainty that I have never stepped foot in Chicago. Yet, the bartenders greet us with such a warm and friendly energy that I know with absolute certainly that I have been a regular at this bar for years. Decades. Centuries. I know within my soul that this was my go-to bar in a past life (and hopefully in the next). Just as welcoming as the awesome people are the $1 PBRs and $3 shots of tequila. And of course they hand out free hot dogs every night at midnight, which in my (intoxicated) mind was cemented as the definitive Chicago dog, even if it comes with no toppings whatsoever. And fittingly complementing the amazing energy of the bar is a 10 hour Youtube video of that memed Ukrainian kid dancing at a club playing endlessly on the TVs. Rocking sunglasses and looking like a stud, absolutely grooving without a single care in the world, and effortlessly matching every single song on the bar's playlist. That kid truly embodies the spirit of this bar. No matter what day it is, what time of day it is, or who visits, the bar's energy always works. Vibing to Black Eyed Peas on a Monday night never felt better. Imma be... back one day, rest assured. I genuinely can't wait for the next time I'm greeted with, "Welcome back."

    Photos
    The Welcome Back Lounge
    The Welcome Back Lounge - The Ripper! 1/4 lb Deep Fried Bacon Brat, Cherrywood Smoked Bacon, Guacamole, Pickled Jalapeño, Cheddar& Chipotle Mayo.

    The Ripper! 1/4 lb Deep Fried Bacon Brat, Cherrywood Smoked Bacon, Guacamole, Pickled Jalapeño, Cheddar& Chipotle Mayo.

    The Welcome Back Lounge - Pineapple daiquiri was delicious!

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    Pineapple daiquiri was delicious!

    Daisies - Stracci

    Daisies

    4.3(804 reviews)
    2.1 miLogan Square
    $$

    Celebrating an engagement and birthday, most of our party was from out of town. Reservations with…read morea considerable payment to hold the reservation was made. We waited 20 minutes past the reservation as the table before us was not vacated. We were given a table in the back with zero airconditioning on a hot, humid day with box fans. Everyone was sweating - horrible ambiance. Food was sold to us as family style - portion size was NOT family size and not enough for our party. Nevertheless, the food did not warrant us torder more of it- we did enjoy the overpriced tomato and the fritto misto. Skip the onion dip - not great. We enjoyed the capellacci while the cavetelli and the spaghetti alla chitarra was just ok. The gelato was the highlight of the night but honestly we couldn't wait to leave the restaurant. It was extremely disappointing to not have been consultated as to whether we wanted to wait for our original table in the main dining room instead of seating us in the back by the bathrooms. I havent seen family members in months as everyone lives on different coasts - this essentially ruined the whole experience. The food was not memorable enough to counteract the seating issue. Given that you pay a reservation fee, either put a time restriction on your tables or space your reservation times better but never use a space that lacks air flow.

    for all the attention & awards, I thought daisies would be so much more expensive than it was…read more - the establishment is very farm to table energy but with Michelin recognition. our waiter was incredibly laid back and advised us on the specials based on fresh produce - for a starter we went with the onion dip because how can they really make that classy? ill tell you how: homemade chips that dont taste like dirt or burnt kettle crisps. thick cut yet still snappy and crispy wavy chips with enough oil to crisp apart on your tongue. I am a salt girl but even without clear shards fo salt on each chip these were the perfect amount. the dip was cool and creamy, more of a tzhaiki like coolness than a zingy guilt ridden onion dip - I tried the Agnolotti purely to eat purple pasta. the inside was filled with beet puree and ricotta making the dish hearty and filling. it was slightly earthy as the beet flavor powered through more than just the light sweet sauce. the roe on top miraculously made the dish slightly fishy everywhere to the degree where I asked the waiter if there was fish inside the pasta.....I loved it - the Cappellacci was a flavor rollercoaster. right away you taste the sweet summer squash, a warm and comforting taste. as you swallow your throat is punched with a chili kick. all on top of cloud like pasta pieces - the Pappardelle was about the pasta, the al dente thick cuts showcased the housemate pasta. maintaining an al dente doughy goodness with the quality of the ingredients keeping the pasta fresh and far from what comes in a box.

    Photos
    Daisies - Nice ambiance

    Nice ambiance

    Daisies - Pappardelle

    Pappardelle

    Daisies - Late Summer Preserves (Clarified) peaches, brandy, maple, lemon, amaro, milk, fizz

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    Late Summer Preserves (Clarified) peaches, brandy, maple, lemon, amaro, milk, fizz

    The Meadowlark - STICKY TOFFEE PUDDING date cake / caramel / candied walnuts / housemade bourbon ice cream

    The Meadowlark

    4.5(113 reviews)
    2.3 miLogan Square

    Let me tell you, I bet been to a place that seemed too adult for you and you ARE an adult? This…read moreplace gave very chill and upscale vibes. The music played was perfect, and was giving old school vibes. The drinks had awesome names, I had a drink with blueberry in the name (I hate I cannot think of the name), but it was sooooo good. Our server was so nice and knowledgeable too. They have a great system in there. We also tried the lavender crème brûlée.....one word, YES! Looking for something nice and relaxing, but a vibe? Go here ASAP!

    Wow! We stumbled upon The Meadowlark tonight on a whim and we are in love! What a cozy, chic, and…read moredelicious speakeasy! Coming on Wednesday, we were able to get seated at the bar right away. My guess is that on the weekend you might want to get a reservation. The concept of a Midwest Topography based menu was brilliant and engaging! I loved reading through the full book, there is such richness to the descriptions and Midwestern rootedness! You can also just skim through and find the drink that sounds the best to you if reading isn't your favorite (). My husband got the Cattails drink and I got the Water Lily. His was bursting with tropical juiciness and mine was complex with umami and floral flavors. We both loved our drinks and were sad we couldn't stay longer. We will definitely be back again in the future, and come with hungry tummies for some of the delicious sounding bar snacks! The space is intimate and warm. Great for intimate gatherings, not for big groups. Clean and tidy. Staff were friendly, knowledgeable, professional, and collaborative. We loved it and look forward to our next visit!

    Photos
    The Meadowlark - Interior

    Interior

    The Meadowlark - Cute inside sitting area/bar!

    Cute inside sitting area/bar!

    The Meadowlark

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    Windy City Playhouse - theater - Updated September 2026

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