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Cindy's Rooftop, Chicago, IL

Cindy's Rooftop

4.5 (65)
$31 to $50
Contemporary American
12 S Michigan Ave, Chicago, IL 60603

Make a reservation

2 people
7:00 PM
Booked 99 times today

About this restaurant

  • Great for scenic views
  • Good for special occasions
  • Lively
Perched atop the 13th floor of the Chicago Athletic Association hotel under a glass atrium, Cindy's welcomes guests with sweeping views of Millennium Park, the ever-changing blues of Lake Michigan, and beyond. Providing a remarkable backdrop for Top Chef contestant Executive Chef Kaleena Bliss and her inspired menu featuring local wild and seasonal produce and fresh seafood. With vibrant service, an all-season terrace, and an extensive beverage menu that intertwines naturally with the dishes, every detail of your experience is thoughtfully crafted to make a lasting memory.

For private events: please reach out to cindysevents@caa.bokagrp.com.

Additional information

  • Dining style
    Casual Elegant
  • Price
    $31 to $50
  • Cuisines
    Contemporary American, Comfort Food, Seafood
  • Hours of operation
    Mon–Thu 11:00 am–11:00 pm Fri 11:00 am–12:00 am Sat 10:00 am–12:00 am Sun 10:00 am–11:00 pm
  • Phone number
    (312) 792-3502
  • Website
    https://www.cindysrooftop.com/
  • Payment options
    AMEX, Diners Club, Discover, Mastercard, Visa
  • Dress code
    Smart Casual
  • Executive chef
    Kaleena Bliss
  • Private party facilities
    From private parties to corporate events, Cindy's is one of Chicago's best event spaces. Our world-renowned view, impeccable service & seasonally fresh menu make our enclosed rooftop one of the best restaurants with private rooms in the city. Event spaces include: semi-private Lakeview couches, private Library dining room & full restaurant buyouts.
  • Location
    12 S Michigan Ave, Chicago, IL 60603
  • Neighborhood
    Downtown / Loop
  • Cross street
    Madison & Michigan Avenue
  • Parking details
    Valet is located on our Madison Street entrance in between Wabash and Michigan.
  • Entertainment
    The Library, our private dinning room that will house small dinners, events, mixology and chef tastings/classes for guests.
  • Additional
    Bar/Lounge, Beer, Cocktails, Corkage Fee, Counter Seating, Full Bar, Gender Neutral Restroom, Gluten-free Options, Indoor Fireplace, Non-Smoking, Outdoor Firepit, Patio/Outdoor Dining, Private Room, Vegan, View, Weekend Brunch, Wheelchair Access, Wine

Menu

View menu on restaurant's website

What 65 people are saying

Cindy's Rooftop reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.5
4.5 based on recent ratings
  • 4.4Food
  • 4.5Service
  • 4.8Ambience
  • 4.1Value

Noise • Moderate

Review summary

AI-generated from verified diner reviews
Cindy's Rooftop offers stunning views and a chic atmosphere, making it a "must see in Chicago." Guests rave about the "great cocktails" and "friendly staff," enhancing the dining experience. The menu can be limited, but highlights include "amazing drinks" and "delicious food." Service can be slow during busy times.

453 Reviews

  1. Karen VIP

    New York City43 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The view is amazing and worth going for that alone. But the food is great, service outstanding. Plus the high ceilings make the sound level low, so it's easy to have a conversation. Great place. I will return.

    Is this helpful?

  2. Michele

    Cleveland8 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    I went as a single and had a great experience. My server was attentive and helpful, the barley bowl with chicken was very tasty, the decor and view are outstanding.

    Is this helpful?

  3. Amber

    Chicago1 review

    2.0

    Dined 3 days ago

    1. Overall 2
    2. Food 3
    3. Service 2
    4. Ambience 3
    The waiter wasn’t friendly and we instantly felt like he hated us, not sure why. But the view was cool. Felt a bit formal for our liking but the front door staff was very friendly :)
    Cindy's RooftopResponded 1 day ago
    Hello Amber, Thank you for taking the time to review Cindy's Rooftop. We're glad to hear that you enjoyed the view and found our front door staff friendly. We're sorry to hear about your experience with the server. We strive to provide friendly service to all our guests and it seems we fell short in your case. We appreciate your feedback and will use it to improve. We hope to see you again soon and provide a better experience. Cindy's Rooftop, Management Team.

    Is this helpful?

  4. Christina VIP

    Chicago13 reviews

    5.0

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 3
    Food and service was great. Coby’s was also hosting a reception for a conference in the space. That crowd was loud and quite large; and is what negatively impacted my ambience experience. However, our server was still attentive to us and very engaging. Food was excellent.

    Is this helpful?

  5. Melissa VIP

    Greater Boston5 reviews

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great food and ambiance! Delicious mimosas too!!

    Is this helpful?

  6. Alex

    Chicago1 review

    4.0

    Dined 6 days ago

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 5
    Glass of wine took way too long to come out, food took forever.

    Is this helpful?

  7. Shelly

    Seattle2 reviews

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Food was very good. We shared the monkey bread, which was excellent. We also shared the do it yourself mimosas, which was fun. I had the eggs Benedict; loved the hollandaise, but needed to ask for more, and even then, I would have liked a bit more. Service was absolutely excellent, so I’m sure they would have given me more if asked. My husband had the chilaquiles, minus the chorizo as he’s vegetarian, and he said it was quite good. Potatoes were perfect. Amazing ambience. Would definitely go back.

    Is this helpful?

  8. Andres VIP

    San Francisco52 reviews

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 3
    3. Service 5
    4. Ambience 5
    Cindy’s is all about the location and ambiance. It is a must visit in your Chicago itinerary. You can have a good drink, the servers are lively and this is one of the best views of the city.

    Is this helpful?

  9. OpenTable Diner

    Cancun1 review

    2.0

    Dined on April 30, 2025

    1. Overall 2
    2. Food 1
    3. Service 2
    4. Ambience 3
    El servicio es muy malo. Los meseros te atienden a la carrera para liberar la mesa. La opciones del menú de comida son escasas y pobres, es casi vegetariano. No volvería, ni recomendaría.
    Cindy's RooftopResponded 1 day ago
    Lamento que no hayas tenido la mejor experiencia y te hayas sentido apurado por el servidor. Nuestro objetivo es brindar el mejor servicio y hospitalidad. Esperamos que nos des otra oportunidad en el futuro.

    Is this helpful?

  10. Justin

    Central Coast1 review

    5.0

    Dined on April 30, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Very accomodating with needing to move up a reservation to earlier, day of. Helped make a birthday celebration very special. Best filet mignon I've had in years

    Is this helpful?

FAQs

Cindy's Rooftop is rated 4.5 stars by 65 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

  1. Home
  2. United States
  3. Chicago / Illinois
  4. Chicago
  5. Downtown / Loop

Make a reservation

2 people
7:00 PM
Booked 99 times today
Google Map for Cindy's Rooftop

12 S Michigan Ave, Chicago, IL 60603

Additional information

  • Cross street
    Madison & Michigan Avenue
  • Neighborhood
    Downtown / Loop
  • Hours of operation
    Mon–Thu 11:00 am–11:00 pm Fri 11:00 am–12:00 am Sat 10:00 am–12:00 am Sun 10:00 am–11:00 pm
  • Price
    $31 to $50
  • Cuisines
    Contemporary American, Comfort Food, Seafood
  • Dining style
    Casual Elegant
  • Dress code
    Smart Casual
  • Parking details
    Valet is located on our Madison Street entrance in between Wabash and Michigan.
  • Payment options
    AMEX, Diners Club, Discover, Mastercard, Visa
  • Executive chef
    Kaleena Bliss
  • Entertainment
    The Library, our private dinning room that will house small dinners, events, mixology and chef tastings/classes for guests.
  • Additional
    Bar/Lounge, Beer, Cocktails, Corkage Fee, Counter Seating, Full Bar, Gender Neutral Restroom, Gluten-free Options, Indoor Fireplace, Non-Smoking, Outdoor Firepit, Patio/Outdoor Dining, Private Room, Vegan, View, Weekend Brunch, Wheelchair Access, Wine
  • Website
    https://www.cindysrooftop.com/
  • Phone number
    (312) 792-3502
  • Private party facilities
    From private parties to corporate events, Cindy's is one of Chicago's best event spaces. Our world-renowned view, impeccable service & seasonally fresh menu make our enclosed rooftop one of the best restaurants with private rooms in the city. Event spaces include: semi-private Lakeview couches, private Library dining room & full restaurant buyouts.
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