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Cindy's Rooftop, Chicago, IL

Cindy's Rooftop

4.5
4.5
23 Reviews
$31 to $50
Contemporary American

Make a reservation

2 people
7:00 PM
Booked 129 times today
  • Great for scenic views
  • Lively
  • Great for brunch
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.

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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 23 people are saying

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
  • 4.6Service
  • 4.8Ambience
  • 4.1Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Cindy's Rooftop offers an "amazing view" of Millennium Park and Lake Michigan, making it a top destination for visitors. The atmosphere is lively, with a "trendy and hip" vibe. While some find the menu limited, the food is often praised as "delicious" and "creative." Service experiences vary, but the cocktails are "exceptional." Ideal for special occasions and impressing out-of-town guests.
412 Reviews
  1. Evan VIP

    Chicago16 reviews

    3.0

    Dined 2 days ago

    1. Overall 3
    2. Food 3
    3. Service 3
    4. Ambience 4
    Fairly loud, especially for a Sunday brunch, making conversation a challenge. The view from the restaurant was quite spectacular. The food items our party selected were good, not great.

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  2. Amie

    Coastal Georgia4 reviews

    5.0

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Food was delicious, server was great and very attentive the view from the balcony spectacular

    Is this helpful?

  3. Boyd and Amylynn VIP

    Orlando9 reviews

    4.0

    Dined 3 days ago

    1. Overall 4
    2. Food 3
    3. Service 3
    4. Ambience 5
    There was no indication that there was nightshade in my meal- I am quite allergic to. Onions…I can handle the sweet onions without complaint so not that. I avoid tomatoes so it was not that… It was so spicy -peppers— that I could not eat my dinner. The waiter didn’t come by till my husband was nearly finished eating. So my husband ate mine too. He said there wasn’t much lobster at all in my dish. I ate his mushroom side and some of his dessert. I mean we’ll be back we love the vibe there but I didn’t get supple and we did not want to make a fuss. 38$ for something I can’t eat hits hard.

    Is this helpful?

  4. Deb

    Seattle27 reviews

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    What incredible food in a gorgeous setting! Everything was delicious.

    Is this helpful?

  5. James

    Charleston2 reviews

    4.0

    Dined 6 days ago

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 5
    Outstanding dinner, service, and views. A little noisy.

    Is this helpful?

  6. ELIAS

    San Francisco7 reviews

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Without a doubt it is the best view in the city of Chicago and excellent food and very good service.

    Is this helpful?

  7. Eric VIP

    Philadelphia7 reviews

    4.0

    Dined on March 24, 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Great view from the restaurant. Food was decent but not a lot of selection on the menu. What we got was very fresh though so that's good!

    Is this helpful?

  8. James

    Chicago4 reviews

    4.0

    Dined on March 23, 2025

    1. Overall 4
    2. Food 3
    3. Service 5
    4. Ambience 4
    Let me first say that the service and staff were exceptional. Dinner menu was not the best choice of entrees. Would not go back for dinner unless it changed. Breakfast was very good. Cookies and the sweet potato sticky bun was outstanding. Was also surprised that we could not be accommodated to add two people to our reservation because when we go there, there was plenty of room and continued to be throughout our breakfast. Worked out better anyway. We met them at RL for lunch and it was fantastic.

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  9. JOSE MARIA

    Unspecified1 review

    5.0

    Dined on March 23, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Awesome and good food. The View Is really spectacular

    Is this helpful?

  10. OpenTable Diner

    Nashville1 review

    2.0

    Dined on March 22, 2025

    1. Overall 2
    2. Food 2
    3. Service 4
    4. Ambience 5
    Food and drinks were ok, ambiance is what you come here for it seems.

    Is this helpful?

FAQs

Cindy's Rooftop is rated 4.5 stars by 23 OpenTable diners.

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

Make a reservation

2 people
7:00 PM
Booked 129 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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