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    The Lookout

    3.0 (30 reviews)
    Open 12:00 pm - 9:00 PM

    The Lookout Photos

    THE LOOKOUT ATMOSPHERE

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    Great rooftop view and perfect place to watch the sunset. Food and service were pretty good. Typical type food for bar & grill. Our service was goo

    The Pavilion -- Floor 2

    Waited for over 2 hours. Wait time was significantly longer than expected. Never got a table. Very busy and crowded, overpacked. music is not great. People are dressed more formal during the evening in rooftop area.

    Cobb salad
    Martha V.

    The family enjoyed eating dinner looking out at Lake Michigan. The Cobb Salad, chicken salad croissant, and beef sliders were tasty . Looking forward to returning to go to the rooftop.

    Sunset
    Karen M.

    Food and drinks are tasty and the views are amazing. It's a great place to watch a sunset. The Sunday evening live music is also great.

    Chicken Caesar Salad

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    2 years ago

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    Ralph L.

    Thank you for the review! We hope to see you next season!

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    2 years ago

    Zero stars. Overpriced cafeteria food. Nothing like it was last summer. Never going back.

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    3 years ago

    Food was fine, service was excellent and the view is out of this world. I loved the drinks on the roof and will certainly come back.

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    Ask the Community - The Lookout

    Review Highlights - The Lookout

    The family enjoyed eating dinner looking out at Lake Michigan.

    Mentioned in 3 reviews

    Read more highlights

    Giant

    Giant

    4.3
    (770 reviews)
    37.6 mi
    $$$

    Giant's food is truly off the charts. Love the shared plates family style eating so you can try…read moremultiple things from the menu. Very small restaurant, close quarters. You are eating with your neighbors. Service is very attentive. Be warned, on top of tax and tip there is an extra charge for employee health insurance on bills. Food ratings are as followed Jalapeño biscuit: 4.8/5 (butter paired with it is amazing) Lamb rib: 5/5 (love the sauce it comes with) Tagliatelle: 4/5 Eggplant: 3/5 Drunken beef: 4.2/5 Microwave cake: 5/5 (such a unique dessert, great special!)

    We're big fans of Chef Special, so when we heard GIANT was their sister spot, we booked a table on…read moreResy. It's a small, tight space, but the food more than makes up for it. We started with a bottle of red and our server suggested 4-6 plates for two, since it's tapas-style with small plates, some big plates, and weekly Test Kitchen specials. The menu's super unique. Baked clams and the jalapeño biscuit were delicious. My personal favorite was the SORTALINI -- "sort of tortellini" cheese-filled pasta rings. Light texture, smoky umami flavor, with smoked tomatoes, guanciale, and pine nuts. Another winner is the zucchini with shaved goat cheese. We also had the drunken beef with chicken fat. I am already planning our next visit to try other items on the menu.

    Photos
    Interior. The only downfall is that the tables are too close together. You can join in on your neighbors conversations lol
    Interior. The only downfall is that the tables are too close together. You can join in on your neighbors conversations lol
    Giant
    Giant

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    Monteverde

    Monteverde

    4.5
    (1.6k reviews)
    34.0 mi
    $$$

    Monteverde absolutely lived up to the hype. The Cacio e Pepe was perfectly executed with incredible…read moreflavor, and the Pomodoro Spaghetti showed how amazing simple, fresh ingredients can be. The Wagyu beef skewers were tender, flavorful, and cooked just right. And whatever you do, beware the tiramisu. The portion is incredibly generous, but every bite is worth it. It's rich, creamy, and the perfect way to end the meal. The staff was warm, friendly, and attentive, making the entire lunch experience even more enjoyable. I would happily come back the next time I'm in Chicago.

    We came here after I had done extensive research on where to eat in Chicago. Reservation is a must,…read moreand we went on a weekend lunch. We were able to sit outside. We got their Roman eggplant parm, tortelli grandi, and the sweet pea and sausage gramigna. The eggplant was charred for it to be paper-thin, and it was unreal how they were able to do that. It looked like a tower when it was presented, and when it was cut in, everything kind of deflated. It was kinda fun. The tortelli grandi were probably my favorite. The Sweet pea & Sausage Gramigna had a seasonal flavor that made it very delicious. It combined multiple ingredients I wouldn't have thought would have gone well. Even though we were full, we had to try their dessert. We got their strawberry-and-lemon Meyer sorbet, and it was absolutely delicious. It was lemon-forward, but the ice cream was quite pink. It was a bit confusing. I was told their lunch and dinner menus were the same, though online people mentioned there was one less item on the lunch menu. If you sit inside, there is the option of seeing the pasta being made, which, when I passed by it, I thought was pretty cool. Would definitely come here again.

    Photos
    Interior
    Interior
    Oma's Green Mountain Salad
    Oma's Green Mountain Salad
    Vanilla Panna cotta

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    Vanilla Panna cotta
    Somerset

    Somerset

    4.0
    (642 reviews)
    33.5 mi
    $$$

    Adjacent to Viceroy Hotel; great location…read more Somerset is pretty inside. Fully stocked bar. I ate here three times over the course of four days. Crystal was nice on Friday. Back on a Sunday; sat way in the back room, near kitchen. That one server, whose name I forgot was bad. She just seemed like she was on a different field. So distracted. So slow. She was not good. I asked for a cup of regular coffee and she said they ran out. I said: how? She said: we just did. She offered me something else. I talked to a manger who seemed baffled and went in the back and made another fresh pot of coffee. The previous Friday ; I was served cold coffee instead of hot. I was told: "we gave you the leftovers in the last pot." I said "why?" Oh because it's the last pot. They went back there and made another fresh pot. I don't know what the real deal here is but this left a bad impression. Yes, the cheese and spinach omelette was good. The chocolate croissant so tasty. I tried their calamari and it didn't disappoint. Turkey club on point. Burger was okay. Would I come back just to eat? NO. Fix your internal coffee issues and don't let your patrons drink old and / or cold coffee they didn't ask for. Better yet; never deny a coffee drinker a good solid cup of coffee. It's so easy to make us happy with this one thing. Happy. Summer everybody!

    I loved this place ( we went for breakfast) we sat inside facing the outside area. Such a pretty…read moreplace. Waitress and host great. Everything was delish and the coffee kept coming. We had the class eggs, French toasts and omelette. Definitely grab breakfast here on your Gold Coast trip.

    Photos
    Bar area
    Bar area
    Cheesecake brulée strawberry and cream variations
    Cheesecake brulée strawberry and cream variations
    Bar area

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    Bar area
    The Office

    The Office

    4.3
    (320 reviews)
    34.0 mi
    $$$$

    I really like the office! Cool, cozy, and classic! Service is spectacular of course. Always treated…read morewell. The cocktails are also classic but still modern and very cool. Always a nice spot to go back to.

    The Office is a nice speakeasy! I had wanted to get a floral drink at the restaurant upstairs…read morecalled "the Aviary" but they were actually totally full, whereas the speakeasy wasn't. I sat at the bar downstairs and can confirm the place has a classic speakeasy feel -- the the basement of a place behind a locked door, very dark inside with mood lighting/glass cases and leather chairs/couches around small low tables. It's definitely a great date spot! I took off a star because it's pricey -- I got the "milk punch" on their classic cocktail menu which was $25 and is pretty small, but it's a nice drink and tasted very much like a milk punch drink I got at a speakeasy back home (in Austin, TX). The bartenders were super nice and provided excellent service, no complaints there! The bathrooms were also immaculate. Overall, this is a very nice speakeasy! I've been to many in my day and the ambiance is definitely on par with the best, but I gotta say some other unique ingredients (ideally more floral options!) would really take their menu up a notch! Nevertheless, I would def rec a visit to those visiting Chicago, and would go again even just for vibes :)

    Photos
    Twas a combination of a black manhattan & a vieux carré  Delicious
    Twas a combination of a black manhattan & a vieux carré Delicious
    Basque cheesecake was delicious
    Basque cheesecake was delicious
    Collection

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    Collection
    The Aviary

    The Aviary

    4.0
    (1.7k reviews)
    34.1 mi
    $$$

    An extraordinary cocktail experience that's absolutely worth it for a fun date night or a group…read moreouting. The bird-themed cocktail menu brings both creativity and drama, with presentations that feel almost theatrical. What really elevates the experience is how the hosts narrate the inspiration behind each drink, making it feel more like a storytelling session than just a night out. The mixologists deserve serious credit for their thoughtful experimentation with global flavors--balancing complementary and contrasting notes, surprising textures, and sensory touches that feel nostalgic and adventurous at the same time. The food holds its own too. Don't miss the giant onion ring or the Chip n Dip--both are as fun as they are delicious. Yes, it's on the pricier side, but the cocktail tasting experience makes it worthwhile. A perfect late-night spot for great conversations and drinks that ooze personality.

    I'll start by saying I've been a huge fan of The Aviary for years. In the early days of the…read morepandemic, I got all their cocktail books, and my friends and I bought some of the equipment (vacpot, porthole) and started making Aviary drinks. So when I went to Chicago to visit friends recently, this was my first reservation. We were kindly greeted and seated toward the rear of the dining room. Collectively, we ordered more than half the beverages on the menu. I won't go into tons of detail on them, since some drinks are seasonal, but I will say that it was a blast experiencing craft cocktails and mocktails at their finest. I love the menu concept of the birds that fly farther along the page to indicate how alcohol-forward the drink is. That's a really fun idea! One friend ordered both the spirited and the non-alcoholic Porthole to compare the flavors. And we all liked the N/A version better! Our server kindly came over and mentioned that he heard I was inspired by The Aviary and they took us on a private tour with the bar team and then down to the ice making room, which I LOVED because I was obsessed with the intricate ice making process from the original cocktail books. What a fantastic experience, and the tour put a cherry on top. Long live The Aviary!

    Photos
    Drink your medicine
    Drink your medicine
    Sweet Corn Empanadas, Elote
    Sweet Corn Empanadas, Elote
    Another delightful "interactive" Cocktail

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    Another delightful "interactive" Cocktail

    The Lookout - wine_bars - Updated July 2026

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