Dining on the Ledge Chicago

Skydeck Chicago Exclusive Dinner Experience

Dining on the Ledge is Skydeck Chicago’s exclusive dinner experience, offering private dining above the city on The Ledge at Willis Tower. This curated dining experience, known as Pie in the Sky, pairs iconic Chicago flavors with unmatched skyline views for a truly unforgettable evening.

There’s nothing quite like a pan of deep-dish Chicago pizza after a long day along the Magnificent Mile. If you’re looking for a Skydeck Chicago dinner or a one-of-a-kind way to celebrate inside Willis Tower, Pie in the Sky elevates the experience by bringing dining directly onto The Ledge.

One of the most unique dining experiences in Chicago is located inside Willis Tower. Unlike traditional restaurants, Pie in the Sky takes place after Skydeck closes to the public, delivering an exclusive dining experience suspended above the Chicago skyline.

Valentine’s Day Dinner at Pie in the Sky

Celebrate Valentine’s Day with an exclusive Pie in the Sky experience here at Skydeck Chicago. You and your guest can enjoy classic Giordano’s Pizza 1,353 feet in the sky with a gorgeous nighttime view of Chicago. It doesn’t get more romantic than this!

Enjoy world-famous Chicago-style pizza—courtesy of a Chicago classic, Giordano’s Pizza—from 103 floors up! A three-course meal for $150 per person. Enjoy this once-in-a-lifetime experience after Skydeck Chicago closes to the public. View available dates below and then book your reservation.

Valentine’s Pie in the Sky Availability:

99th Floor @ 6:00pm

  • Thursday 2/12
  • Saturday 2/14
  • Sunday 2/15

103rd Floor @ 9:30pm

  • Thursday 2/12
  • Friday 2/13
  • Saturday 2/14
  • Sunday 2/15

Pie in the Sky: VIP Dinners on The Ledge

Enjoy world-famous Chicago-style pizza, courtesy of Giordano’s Pizza, during a private Pie in the Sky dinner at Skydeck Chicago. This curated dining experience takes place inside Willis Tower and pairs iconic Chicago flavors with breathtaking skyline views for an unforgettable evening high above the city.

Each Pie in the Sky dinner includes a three-course meal with dessert and panoramic views of the Chicago skyline, Lake Michigan, and the Chicago River. Pricing is $125 per person, with an optional beer and wine add-on available for $25 per guest. Couples, families, and groups are welcome. 

Reservations are required at least three business days in advance. Choose your dining experience below, view available dates, and then book your reservation.

VIP Dinners on the 103rd Floor

Dine 1,353 feet above the city on The Ledge for the most exclusive Pie in the Sky experience. Seating is extremely limited, creating an intimate, VIP atmosphere after Skydeck Chicago closes to the public.

  • Dinner available Thursday and Friday evenings at 9:30pm
  • Maximum of five tables per evening

Available Dates:

  • February 19
  • February 20
  • February 26
  • February 27
  • March 5
  • March 6
  • March 12
  • March 13
  • March 19
  • March 20
  • March 26
  • March 27
restaurant chicago

VIP Dinners on the 99th Floor

For an earlier dining option, Pie in the Sky is also offered on the 99th floor of Willis Tower. This experience delivers sweeping skyline views in a more relaxed setting, ideal for couples or small groups.

  • Dinner available Friday and Saturday evenings at 6:00pm
  • Limited availability

Available Dates:

  • February 20
  • February 21
  • February 27
  • February 28
  • March 6
  • March 7
  • March 13
  • March 14
  • March 20
  • March 21
  • March 27

Pie in the Sky: Skydeck Chicago Lunch the 99th Floor

Enjoy world-famous Chicago-style pizza – courtesy of Giordano’s Pizza – from 99 floors up.  Ideal for couples or small groups, this Skydeck Chicago Lunch offers sweeping skyline views and a premium restaurant experience inside Willis Tower

  • Lunch is available Saturday & Sunday, 12pm-2pm
  • Reservations are required two business days prior.

Available Dates:

  • February 14
  • February 15
  • February 21
  • February 22
  • March 8
  • March 14
  • March 15
  • March 21
  • March 22

Enjoy this one-of-a-kind Skydeck restaurant experience on the 99th floor.

  • Views of the Chicago skyline, Lake Michigan, and Chicago River from 99 floors high.
  • Three-course meal, catered by Giordano’s Pizza
  • Couples, families, and groups welcome.
  • $125 per person.  Please contact our sales team at 312.875.9447 to make your reservation

For additional questions, please contact the Skydeck Sales Office at sales@theskydeck.com or call 312.875.9447.

More Dining Options at Willis Tower: Catalog

While Pie in the Sky is the dining experience located at Skydeck, Willis Tower offers additional food and beverage options in its ground-level lobby through Catalog.

Catalog features a curated mix of popular Chicago and national eateries, making it a convenient option for dining before or after your Skydeck visit.

Explore the full list of dining options at Catalog, which include:

  • Sushi-san
  • Sweetgreen
  • Do-Rite Donuts & Chicken
  • Rick Bayless Tortazo
  • Shake Shack
  • Brown Bag Seafood Co.
  • Kindling
  • Mendocino Farms
  • And more!

Skydeck Dinner Reservations & Details

Dining on the Ledge is a private Skydeck Chicago dining experience priced at $125 per guest, with an optional beer and wine add-on for $25. 

Dinner is available on the 103rd floor Thursday and Friday evenings at 9:30pm from October through February and at 11:00pm from March through September. 

Dinner on the 99th floor is available Friday and Saturday evenings at 6:00pm from October through February and at 7:00pm from March through September. 

Reservation requests must be submitted at least three business days in advance. For parties larger than six or questions about additional dining dates, please contact the Skydeck Sales Office at sales@theskydeck.com or call 312-875-9447.

Dining on the Ledge FAQs

Is Dining on the Ledge a Skydeck restaurant?
Dining on the Ledge is a private dining experience, not a walk-in restaurant. Dinner service takes place after Skydeck closes to the public and is available by reservation only.

How do I book a Skydeck Chicago dinner at Willis Tower?
Reservations are required at least three business days in advance. You can make a reservation by tapping “Book Now” above. If you have questions about parties larger than six, contact the Skydeck Sales Office at sales@theskydeck.com or by calling 312-875-9447.

What is included with Dining on the Ledge?
Dining on the Ledge includes a three-course meal and a reserved table with skyline views inside Willis Tower. Seating is limited per evening, and guests may add an optional beer and wine package for an additional fee.

Are there other places to eat inside Willis Tower?
Yes. In addition to Pie in the Sky at Skydeck, guests can find a variety of dining options at Catalog, located in the Willis Tower lobby.