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Cindy's Rooftop, Chicago, IL

Cindy's Rooftop

4.6
4.6
17 Reviews
$31 to $50
Contemporary American

Make a reservation

2 people
10:30 PM
Booked 119 times today
  • Great for brunch
  • Innovative
  • Great for scenic views
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
    (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

On the Lighter Side

  • Oysters on the Half Shell$4.00

    Chef’s Selection Of Oysters, Dressed With Seasonal Mignonette

    • Granola Bowl$16.00

      House Granola, Greek Yogurt, Fresh Fruit, Maple

      • Avocado Toast$23.00

        Kale Pesto, Parmigiano, Pickled Fresno & Shallot, Sundried Tomato, Toasted Sourdough

        • Smoked Salmon$23.00

          Scallion & Dill Cream Cheese, Cucumber, Radish, Parsley, Toasted Sesame Bagel

          • Chef's Salad$16.00

            Baby Iceberg Lettuce, Hard Boiled Egg, Radish, Cucumber, Tomato, Bacon, Pickled Shallot, Cotija, Tajin Breadcrumb, Chipotle Ranch Dressing

            • Salmon Carpaccio$24.00

              Pear Aguachile, Pistachio Salsa Macha, Dill, Pickled Shallot

              Eggs

              • Cindy’s Breakfast Platter$22.00

                Choice of Breakfast Sausage or Bacon, Scrambled Eggs, Home Fries

                • Chilaquiles$27.00

                  Poblano Salsa Verde, Braised Chicken, Corn, Chihuahua Cheese, Cilantro, Crema, Sunny Side Eggs

                  • Quiche$20.00

                    Chef’s Seasonal Preparation, Pickled Fennel & Seasonal Greens

                    Comfort

                    • Stuffed French Toast$27.00

                      Maple Glazed Croissant, Cream Cheese, Seasonal Jam & Berries, Cashew Mascarpone Mousse, Brown Butter Crumble

                      • Chicken and Waffles$28.00

                        Bourbon Butter, Hot Honey, Maple Syrup

                        • Biscuits and Gravy$25.00

                          Homemade Herb Biscuits, Pork Sausage Gravy

                          • Not So Secret Secret Burger$26.00

                            Butterkase Cheese, Lettuce, Tomato, Cherry Bomb Aioli, Brioche Bun, Fries

                            • Braised Pork Croque Madame$32.00

                              White Kimchi, Sriracha Aioli, Fontina, Milk Bread, Sunny Side Eggs

                              Sides

                              • Bacon$8.00

                                • Sausage$8.00

                                  • Scrambled Eggs$8.00

                                    • Home Fries$8.00

                                      • Vegan Chorizo$12.00

                                        Sweets

                                        • Seasonal Sorbet$8.00

                                          Chef’s Selection

                                          • Doughnut$8.00

                                            Chef’s Seasonal Preparation

                                            • Fresh Baked Cookies$12.00

                                              Chocolate Chip, Maldon

                                              • Sweet Potato Sticky Bun$16.00

                                                Piloncillo Toffee Sauce, Spiced Pecans, Toasted Marshmallow Fluff

                                                Brunch + Lunch Beverages

                                                • DIY Mimosa

                                                  served with fresh berries and assorted juice

                                                  • Francois Montand Brut NV, Jura, France$75.00

                                                    • Champagne Drappier ‘Carte d’Or’ NV, Aube, France$125.00

                                                      • Bloody Mary$18.00

                                                        choice of: titos vodka, mezcal unión, linie aquavit

                                                        • Qahwa Coffee$18.00

                                                          reyka vodka, broghetti, kyoto cold brew, demerara, green cardamom

                                                          Coffee

                                                          • Drip Coffee$4.00

                                                            • Espresso$5.00

                                                              • Iced Estate Black Tea$5.00

                                                                • Latte/Cappuccino$6.00

                                                                  • Matcha Latte$8.00

                                                                    • Kyoto Black Cold Brew$7.00

                                                                      Tea

                                                                      • Rare Tea Cellars$8.00

                                                                        • Crema Earl Grey

                                                                          • Cloud Kissed Green

                                                                            • Regal English Breakfast

                                                                              • Mint Meritage

                                                                                • Emperor’s Chamomile

                                                                                  Last updated: February 24, 2025

                                                                                  What 17 people are saying

                                                                                  Overall ratings and reviews

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

                                                                                  4.6
                                                                                  4.6 based on recent ratings
                                                                                  • 4.5Food
                                                                                  • 4.7Service
                                                                                  • 4.8Ambience
                                                                                  • 4.1Value

                                                                                  Noise • Moderate

                                                                                  Review summary

                                                                                  AI-generated from verified diner reviews
                                                                                  Cindy's Rooftop offers "spectacular views" of Millennium Park and Lake Michigan. The ambiance is vibrant, making it "a great place for drinks" and dining with friends. The "creative menu" features shareable plates, complemented by "great cocktails." While some found service inconsistent, the overall experience is memorable.
                                                                                  406 Reviews

                                                                                  1. James

                                                                                    Charleston2 reviews

                                                                                    4.0

                                                                                    Dined 2 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?

                                                                                  2. Eric VIP

                                                                                    Philadelphia7 reviews

                                                                                    4.0

                                                                                    Dined 4 days ago

                                                                                    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?

                                                                                  3. James

                                                                                    Chicago4 reviews

                                                                                    4.0

                                                                                    Dined 5 days ago

                                                                                    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.

                                                                                    Is this helpful?

                                                                                  4. JOSE MARIA

                                                                                    Unspecified1 review

                                                                                    5.0

                                                                                    Dined 5 days ago

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

                                                                                    Is this helpful?

                                                                                  5. OpenTable Diner

                                                                                    Nashville1 review

                                                                                    2.0

                                                                                    Dined 6 days ago

                                                                                    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?

                                                                                  6. Johnny VIP

                                                                                    Chicago3 reviews

                                                                                    5.0

                                                                                    Dined 7 days ago

                                                                                    1. Overall 5
                                                                                    2. Food 5
                                                                                    3. Service 5
                                                                                    4. Ambience 5
                                                                                    Proposed to my wife here in 2018. Our first time back did not disappoint. Amazing vibes. We actually made a reservation to come back tomorrow. Cheers!

                                                                                    Is this helpful?

                                                                                  7. Karen

                                                                                    Chicago16 reviews

                                                                                    5.0

                                                                                    Dined 7 days ago

                                                                                    1. Overall 5
                                                                                    2. Food 4
                                                                                    3. Service 5
                                                                                    4. Ambience 5
                                                                                    Really beautiful space….have wanted to go for awhile and was able to celebrate a bday there. Very special place w/ outdoor areA perfect for taking in the views overlooking bean / Mich ave etc.

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                                                                                  8. larab VIP

                                                                                    Los Angeles7 reviews

                                                                                    5.0

                                                                                    Dined 7 days ago

                                                                                    1. Overall 5
                                                                                    2. Food 5
                                                                                    3. Service 5
                                                                                    4. Ambience 5
                                                                                    view is lovely. casual atmosphere, very loud but fun

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                                                                                  9. JoeK

                                                                                    Las Vegas1 review

                                                                                    5.0

                                                                                    Dined on March 20, 2025

                                                                                    1. Overall 5
                                                                                    2. Food 5
                                                                                    3. Service 5
                                                                                    4. Ambience 5
                                                                                    Very creative menu and executed perfectly. Great cocktails too! Would highly recommend.

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                                                                                  10. Maris VIP

                                                                                    Mexico City7 reviews

                                                                                    5.0

                                                                                    Dined on March 19, 2025

                                                                                    1. Overall 5
                                                                                    2. Food 4
                                                                                    3. Service 5
                                                                                    4. Ambience 5
                                                                                    the view to the bean and Millenium Park is awesome !! Also the cocktails , perfect for a great evening with friends and family.

                                                                                    Is this helpful?

                                                                                  FAQs

                                                                                  Cindy's Rooftop is rated 4.6 stars by 17 OpenTable diners.

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

                                                                                  Make a reservation

                                                                                  2 people
                                                                                  10:30 PM
                                                                                  Booked 119 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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