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Cindy's Rooftop, Chicago, IL

Cindy's Rooftop

4.4 (128)
$31 to $50
Contemporary American
12 S Michigan Ave, Chicago, IL 60603

Make a reservation

2 people
7:00 PM
Booked 128 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
  • 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.
  • 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

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What 128 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

NoiseModerate

Review summary

AI-generated from verified diner reviews
Cindy's Rooftop offers breathtaking views of Lake Michigan and Millennium Park, encapsulating "one of the best views in the city." The ambiance is a highlight, with a "spacious, sunny, and very pleasant" setting. While menu options are limited, the food is generally good. Service is "attentive and professional," enhancing the overall experience.
515 Reviews
  1. Kevin VIP

    Orlando / Central Florida East32 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Loved Cindy’s Rooftop. The food was fantastic and the setting was lovely. So glad we made it to Cindy’s

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  2. Joe

    Chicago / Illinois1 review

    3.0

    Dined 5 days ago

    1. Overall 3
    2. Food 4
    3. Service 3
    4. Ambience 2
    It’s was alright. Small menu but well executed. Very loud and tables very close together. Overall about 30% higher cost than the value we received.

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  3. Mary

    San Francisco Bay Area4 reviews

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Overall a great experience, it took a while to get our food. Our order may have gotten forgot, but it was a lovely day in a beautiful room & we were not in any hurry. Our food was delicious. I had the deviled eggs & shared the chicken sliders (yum) & tuna & beet tartar. Very, very good. The people assisting the servers were top notch. Would recommend

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  4. Bridget

    Chicago / Illinois1 review

    2.0

    Dined 5 days ago

    1. Overall 2
    2. Food 5
    3. Service 4
    4. Ambience 2
    The hostess was overwhelmed and rude. The noise level is insane. It is very difficult to have a conversation with the person next to you. The only reason we keep coming back is for the view. I urge management to do some sound abatement to make the experience more enjoyable. The service and food are fantastic but please add some fabric.
    Cindy's RooftopResponded 1 day ago
    Thank you for your continued visits and for sharing your feedback. We're glad to hear you’ve enjoyed the view, food, and service, but we’re truly sorry the noise level and initial welcome detracted from your experience. We appreciate your suggestion regarding sound abatement—it’s valuable input, and we’ll be sure to share it with our team as we continue working to improve the overall atmosphere.

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  5. Ann VIP

    Chicago / Illinois27 reviews

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Excellent service & ambiance. The food prices are high considering, but you're paying for the view. Be sure to ask them to remove the 4% service charge as none of that goes to the service staff.

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  6. Dishna

    Houston1 review

    2.0

    Dined 5 days ago

    1. Overall 2
    2. Food 2
    3. Service 3
    4. Ambience 5
    Compared to other restaurants in the same caliber, their portions sizes in some dishes are very small for the price. Service is alright, not outstanding. Less choice in the menu and they are not flexible at all swapping something - as for an example a small salad instead of fries. Also, they mask prices with a "benefits" charge. Instead of playing a deceptive number game, such overheads need to be included in the price. I would go there only for the scenery and bar instead of fine dining.

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  7. Deborah

    Chicago / Illinois2 reviews

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We were a party of 10 for a 25th Birthday Brunch celebration. Everything was amazing...the attentiveness of our server, the food, drinks and of course the view! Only one mishap, we purchased a very expensive outside birthday cake and when the server brought out the cake, the number "2" of "25" had gone missing. But overall, I would highly recommend!

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  8. Christine VIP

    Chicago / Illinois17 reviews

    3.0

    Dined on June 13, 2025

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 2
    We were really excited to get a reservation for the time needed on a Friday night. When we arrived, the restaurant was probably the loudest restaurant we've ever been in. The problem was that there was a private party of about 30 people that was supposed to be on the terrace but due to inclement weather was indoors in the dining room. The attendees were extremely drunk and loud. Also the table we were seated at was where people passed though to get to their table and my chair was bumped at least 10 times. service and food were okay. Needless to say we were very disappointed.

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  9. Donna

    Chicago / Illinois2 reviews

    5.0

    Dined on June 12, 2025

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    We had the unusual experience of being able to sit outside. Gorgeous view of the city.

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  10. Ashley

    Chicago / Illinois22 reviews

    5.0

    Dined on June 12, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    My best friend and I had lunch at Cindy’s. It was phenomenal. The views were spectacular. Our service was immaculate. The food was delicious. The cocktails and mocktails were amazing. Loved every second of it. We started with the tuna tartare. We each had lobster rolls. She ended with a scoop of raspberry sorbet, and I had chocolate chip cookies. Everything was phenomenal.

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FAQs

Cindy's Rooftop is rated 4.4 stars by 128 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 128 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
  • Phone number
  • 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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