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Cindy's Rooftop, Chicago, IL

Cindy's Rooftop

4.4 (147)
$31 to $50
Contemporary American
12 S Michigan Ave, Chicago, IL 60603

Make a reservation

2 people
7:00 PM
Booked 114 times today

About this restaurant

  • Great for scenic views
  • Lively
  • Hot spot
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 147 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

4.4
4.4 based on recent ratings
  • 4.3Food
  • 4.4Service
  • 4.7Ambience
  • 4.0Value

Noise • Moderate

Review summary

AI-generated from verified diner reviews
Cindy's Rooftop offers "breathtaking views," making it a must-visit in Chicago. Guests enjoy the "delicious food" and "fun cocktails" in a "gorgeous setting." While the menu is limited, the "service is attentive." The atmosphere is lively, with "spectacular scenery" that enhances any occasion. An ideal spot for drinks and a memorable view!
534 Reviews

  1. Gabriel VIP

    Miami - Dade34 reviews

    3.0

    Dined 1 day ago

    1. Overall 3
    2. Food 1
    3. Service 5
    4. Ambience 5
    $9 for a side of two slices of bacon. Bland tasting breakfast. Very overrated food. Would not recommend going here to eat. Only to have drinks and watch the view.

    Is this helpful?

  2. J

    Unspecified1 review

    5.0

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food, the service and the location was wonderful but it was overpriced.

    Is this helpful?

  3. Jeff

    Sacramento / Sacramento Valley1 review

    4.0

    Dined 4 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    We had a nice lunch at the restaurant. We ordered the Lobster/Shrimp ravioli and Garden salad with enough charge of $10 for the chicken. The lobster ravioli was $28 and it was good. Garden salad was $25 and it was average. Overall it was a nice experience.

    Is this helpful?

  4. Kimberly

    Sacramento / Sacramento Valley12 reviews

    4.0

    Dined 4 days ago

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 2
    The food was outstanding, and the service was very good. The noise level in the restaurant is too loud to hold a conversation with your dinner dare. The outside balcony has beautiful views of Lake Michigan, but you cannot dine on the balcony. The balcony is lovely for a post dinner cocktail.

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  5. Sandra

    Chicago / Illinois2 reviews

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great staff and service! The skyline views and seeing the beauty of Chicago is awesome!

    Is this helpful?

  6. stephen

    Philadelphia County1 review

    4.0

    Dined 6 days ago

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a very good lunch at Cindy’s - on a sunny day there is not a better place! You have to overlook the tight space and the tourist heavy crowd. The food is very good, and with the exception of a front desk member, the staff was friendly and attentive without being obtrusive. Leave room for dessert, they’re really good!

    Is this helpful?

  7. Karen VIP

    Hampshire7 reviews

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 3
    4. Ambience 4
    This was recommended to us by friends. The food was excellent as were the drinks, our server seemed to be having a tough night so we were left waiting for a while a few times but not a big deal. The venue is lovely but it does get loud and we were sat near the bar area so had a lot of people filing past, if you're looking for a romantic meal where you can talk to each other this might not be the right place if it's a busy night! The views are lovely but again, the balcony gets busy to find a spot to enjoy them. Would recommend for quality of food or a place for drinks with friends.

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  8. John

    Chicago / Illinois2 reviews

    5.0

    Dined on June 28, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We sat on the patio. There are no umbrellas, but it was early enough in the day, 10:30 am, that the sun was fine. The view was amazing and our server Ben was the best. While all the food was outstanding, the oysters were ridiculous!!! My wife loves raw oysters, but I am not a fan. But the oysters at Cindy's were amazing!! I could eat dozens. The vinaigrette was perfect and made them soooo good. We also had the Bannanas Foster French Toast and the smoked Salmon Bagel; very, very good. The drinks were also mixed well and the complimentary champagne for our anniversary was a nice touch. We will absolutely be back!!!

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  9. Kevin

    Washington, D.C. Area1 review

    3.0

    Dined on June 28, 2025

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 5
    Beautiful views and lovely drinks. If coming for food I’d pass. Classic breakfast $24 for eggs and overseasoned potatoes and sausage?! I know eggs are up but seriously?Plenty other options.

    Is this helpful?

  10. Janet

    Chicago / Illinois21 reviews

    5.0

    Dined on June 25, 2025

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 4
    1pm reservations, promptly taken to our seats. A little delay with beverages, but it was busy. Otherwise, service was excellent. Drinks and food were delicious. I had the Barley Bowl and my niece had the cheeseburger. Lovely view of Lake Michigan and Chicago's skyline. We plan to return!!

    1 person found this helpful

FAQs

Cindy's Rooftop is rated 4.4 stars by 147 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 114 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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