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, this experience is a perfect fit. Enjoy a fully customizable 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.

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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 Thursdays & Fridays
      • @ 11:00pm 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 Fridays & Saturdays
      • @ 7:00pm March – September
      • @ 6:00pm October – February 

When booking, guests can select their preferred floor and dinner time, subject to availability. The experience is $125 per person, with an optional beer and wine add on for $25.

What’s included in the Pie in the Sky dinner?

Each package includes:

  • Custom-made deep dish or thin pizzas (toppings of your choice, up to 6 per pizza)
  • Choice of House, Caesar, Greek, or Chopped salad
  • Soft drinks (Pepsi, Diet Pepsi, Sierra Mist, Lipton Tea, and more)
  • Dessert (Cannoli or Tiramisu)
  • Beer and wine available for purchase
Pie in the Sky Menu

Dinner portions are based on group size:

  • Dinner for 2–3: Includes one 12” stuffed pizza
  • Dinner for 4: One 14” stuffed pizza
  • Dinner for 5–8: Multiple pizzas, scaled by party size

Up to 10 guests can be accommodated. Beer and wine are available for purchase. For private events, please reach out to us directly.

How to book your Pie in the Sky experience

Pie in the Sky is available Thursday – Saturday, with seating scheduled on the 103rd and  99th floor. Reservations are required at least three business days in advance.

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Any additional questions, please contact:

📧 sales@theskydeck.com
📞 312-875-9447