Pie in the Sky

What is the Pie in the Sky Package?

Looking for an unforgettable thing to do in Chicago? The Pie in the Sky package offers guests a private dining experience paired with breathtaking views from one of the tallest buildings in the world. Whether you’re planning a night of family fun, a romantic date night, or a special celebration for a birthday or anniversary, this experience is a perfect fit. Enjoy a fully customizable Giordano’s stuffed pizza dinner complete with salad, soft drinks, and dessert while overlooking the city from either the 103rd floor or our private 99th floor event space.

Dining With a View: 103rd vs. 99th Floor

  • 103rd Floor: An intimate, glass-balcony experience, The Ledge, where guests can enjoy their meal while hovering 1,353 feet above the city. Ideal for smaller parties seeking an unforgettable skyline moment after Skydeck closes.
    • Available Thursday – Sunday
      • @ 10:30pm March – September
      • @ 9:30pm October – February

  • 99th Floor: A flexible private dining space perfect for slightly larger gatherings or for those wanting a little more room to spread out, while still surrounded by panoramic city views. Enjoy the same stunning experience as the 103rd floor, just earlier in the evening. This space is also available for private corporate events, offering a one-of-a-kind setting to celebrate milestones, connect with your team, and enjoy a truly memorable experience together.
    • Available Thursday – Sunday
      • @ 6:00pm and 8:00pm March – September
      • @ 6:00pm October – February 

When booking, guests can select their preferred floor and dinner time, subject to availability.

The experience is $115 per person plus tax. Beer and wine are available for purchase, with a limit of two drinks per person.

What’s Included in the Pie in the Sky Dinner?

Every Pie in the Sky dinner includes a Giordano’s stuffed pizza, salad, soft drinks, and dessert for $115 per person plus tax.

Each package includes:

  • Giordano’s stuffed pizza with up to 3 toppings per pizza. Thin crust “Chicago Tavern-Style” pizza is available as a substitute.
  • Choice of House or Classic Caesar salad
  • Soft drinks: Coke, Diet Coke, Sprite, Lemonade, Sparkling Water, or Water
  • Dessert: Eli’s Original Plain Cheesecake, Eli’s Old-Fashioned Triple Chocolate Cake, Seasonal Eli’s Pumpkin Praline Cheesecake, or Seasonal Eli’s Apple Bavarian Tart
  • Beer and wine available for purchase, limit two drinks per person

Pizza Toppings

Choose up to 3 toppings per pizza: all-beef meatballs, anchovies, artichokes, bacon, BBQ chicken, black olives, Canadian bacon, fresh garlic, giardiniera, green peppers, ground beef, jalapeño peppers, mushrooms, onions, pepperoni, pesto chicken, pineapple, salami, sausage, and tomatoes.

Salad Options

  • House Salad: Spring greens, baby heirloom tomatoes, and fresh fennel with shaved asiago cheese, with ranch, Caesar, or balsamic dressing on the side.
  • Classic Caesar: Romaine lettuce tossed in creamy Caesar dressing with shaved parmesan, romano, and asiago cheeses.

How Much Pizza is Included?

Pizza portions are based on party size, from one 12″ stuffed pizza for two guests to two 14″ stuffed pizzas for eight.

Party Size Pizza Included
Dinner for 2 One 12″ stuffed pizza
Dinner for 3 One 12″ stuffed pizza
Dinner for 4 One 14″ stuffed pizza
Dinner for 5 Two 12″ stuffed pizzas
Dinner for 6 One 14″ and one 10″ stuffed pizza
Dinner for 7 One 14″ and one 12″ stuffed pizza
Dinner for 8 Two 14″ stuffed pizzas

Pie in the Sky Gets a Seasonal Twist

Skydeck’s Pie in the Sky offers an unforgettable private dining experience paired with breathtaking views from one of the tallest buildings in the world. This season, the three-course pizza dinner gets a sweet upgrade with local favorite Eli’s Cheesecake. 

Check out the featured flavors:

  • Eli’s Original Plain Cheesecake: The one that started it all. Slow-cultured cream cheese, sour cream, Madagascar vanilla, and whole eggs baked on an all-butter shortbread cookie crust.
  • Eli’s Old-Fashioned Triple Chocolate Cake: Three layers of house-made chocolate cake with rich bittersweet chocolate icing, finished with chocolate sprinkles.
  • Eli’s Apple Bavarian Tart: Caramelized Michigan apple slices with Bavarian custard in a fluted cookie crumb crust.
  • Eli’s Pumpkin Praline Cheesecake: Made with real pumpkin and seasonal spices, hand-decorated with billows of pumpkin mousse and garnished with crunchy praline, baked on a vanilla crumb crust.
Eli's cheesecake on red and white checked tablecloth at Pie in the Sky

How to Book Your Pie in the Sky Experience

Pie in the Sky dinner is available Thursday through Sunday, with lunch on Saturdays and Sundays. Dinner seating is offered on the 103rd and 99th floors. Reservations are required at least six hours in advance, and blackout dates and minimum party sizes may apply.

Pie in the Sky FAQs

What is Pie in the Sky at Skydeck Chicago?

Pie in the Sky is a private dining experience at Skydeck Chicago that pairs a Giordano’s stuffed pizza dinner with views from Willis Tower. Each dinner includes salad, soft drinks, and an Eli’s Cheesecake dessert.

How much does Pie in the Sky cost?

Pie in the Sky dinner is $115 per person plus tax. That price includes a Giordano’s stuffed pizza, salad, soft drinks, and dessert. Beer and wine are available for an additional cost.

What kind of pizza is served at Pie in the Sky?

Pie in the Sky features Giordano’s stuffed pizza with up to three toppings per pizza. Guests can swap in thin crust “Chicago Tavern-Style” pizza instead.

Do I need a reservation for Pie in the Sky?

Yes. Reservations are required at least six hours in advance, and blackout dates and minimum party sizes may apply. To book, contact the Skydeck Sales & Event Team at sales@theskydeck.com or 312-875-9447.

Is alcohol served at Pie in the Sky?

Beer and wine are available for purchase, with a limit of two drinks per person.

Is Pie in the Sky a good anniversary or date night idea?

Yes. Pie in the Sky is a popular choice for anniversaries, birthdays, and date nights, combining a classic Chicago meal with skyline views from Willis Tower.

Any additional questions, please contact:

📧 sales@theskydeck.com
📞 312-875-9447