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Cindy's Rooftop

4.5
4.5
42 Reviews
$31 to $50
Contemporary American
12 S Michigan Ave, Chicago, IL 60603

Make a reservation

2 people
SunMonTueWedThuFriSat
7:00 PM
Booked 107 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
  • 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

What 42 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

NoiseModerate

Review summary

AI-generated from verified diner reviews
Cindy's Rooftop offers a vibrant dining experience with "amazing views" of Chicago's iconic landmarks and "excellent food." The atmosphere is lively and fun, perfect for enjoying creative cocktails. While it can be noisy, the friendly staff and "exceptional service" ensure a memorable visit. Ideal for locals and visitors alike!
430 Reviews
  1. Beatriz

    Madrid3 reviews

    5.0

    Dined today

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    The food was great, especially the chicken and the carrots! Nice spot with amazing views. But we would like to recommend/suggest something on the artichokes: the artichoke was almost raw, hard to bite. The only part which could be eaten was the artichoke's heart, which was not particularly tasty either and their price was almost $20 for three artichoke's hearts. A longer grill time might be needed to enrich and make the artichokes tastier.

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  2. Chelsea VIP

    Greater Boston2 reviews

    5.0

    Dined 1 day ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Always love Cindy’s! Best food and cocktails in Chicago!!!

    Is this helpful?

  3. Elizabeth VIP

    Toronto3 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 4
    3. Service 4
    4. Ambience 5
    Wonderful view and setting but the service was a bit slow!

    Is this helpful?

  4. Denisa VIP

    Houston11 reviews

    4.0

    Dined 2 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    The restaurant has an amazing location with an amazing view and it’s decor is modern and chic. Cocktails are really good. The food was good, but not exceptional. I was expecting little more, the brunch menu was limited, which is fine, if there would be something signature, the items were pretty basic. Overall a good experience, but a little high on price.

    Is this helpful?

  5. katie

    Salt Lake City4 reviews

    2.0

    Dined 4 days ago

    1. Overall 2
    2. Food 3
    3. Service 3
    4. Ambience 2
    Too loud, tables we’re literally an inch apart. I’m not interested in dining with strangers. Food was okay, drinks were too strong and unbalanced

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  6. Mauricio

    Mexico City1 review

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Visita obligada si vas a Chicago, buena comida, buen ambiente y una gran vista.

    Is this helpful?

  7. Larry

    Western NC3 reviews

    5.0

    Dined on April 13, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Food-amazing, staff-friendly, atmosphere-fun BUT it can’t get kinda of loud.

    Is this helpful?

  8. Sylvie

    Chicago17 reviews

    5.0

    Dined on April 8, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Friendly professional staff!! Thank you for a lovely experience

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  9. Alejandra

    Washington DC1 review

    4.0

    Dined on April 7, 2025

    1. Overall 4
    2. Food 3
    3. Service 3
    4. Ambience 5
    Servers were kind but because it was so busy, everything took a while. Food was served almost an hour after ordering, but was good.

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  10. Sarah

    Atlanta1 review

    5.0

    Dined on April 7, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Definitely would recommend. We were visiting out of state for a wedding and Cindy’s was our only other plan and didn’t disappoint. The view was stunning, I loved how we could snag photos in between courses. Eddie was a fantastic server. Burrata was killer, steak frites- I’ll be dreaming about that hollandaise, the curry prawns as well were delicious and chocolate chip cookies for dessert. How can you go wrong, thank you!

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FAQs

Cindy's Rooftop is rated 4.5 stars by 42 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


Booked 107 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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