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Experience Chicago from the sky with a ticket to the Skydeck and enjoy a private deep-dish pizza dinner high above the city, offering stunning nighttime views.

The Chicago Skydeck tour with a Deep Dish Pizza dinner offers a distinctive way to enjoy the city’s skyline. For around two hours, visitors can skip the usual crowds and dine high above the ground, perched 1,353 feet up on the 99th or 103rd floor of the Willis Tower. The package includes a 3-course meal from Giordano’s Pizza, a renowned Chicago classic known for its deep-dish style. With a maximum of 7 tables per evening, this experience ensures a VIP atmosphere, making it ideal for special occasions or intimate gatherings.
The tour is available Thursday and Friday evenings at 9:30 pm, offering a nighttime view of Chicago lit up below. The non-refundable booking policy requires planning ahead, but the limited group size guarantees a personalized experience. This experience is perfect for those seeking something unique—combining spectacular city views with delicious local food in an exclusive setting.
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This experience centers around dining high above Chicago, offering a panoramic view of the city’s skyline at night. The Skydeck is located in the iconic Willis Tower, which is one of Chicago’s most famous landmarks. Guests will enjoy a 3-course meal prepared by Giordano’s, a well-known name for Chicago-style deep-dish pizza—a perfect pairing for a light dinner while soaking in the city lights.
The dining setup is designed for privacy and comfort, with three table options to choose from: the Ledge, Lake Michigan, and Chicago River tables. This selection allows guests to tailor their view toward their preferred Chicago scenery. The 7-table maximum per night ensures an exclusive and relaxed ambiance, making it a special treat for couples or small groups.

This tour begins at the entrance to Skydeck, situated on S. Wacker Blvd, between W. Jackson St. and W. Adams St. The lobby leads through security screening before reaching the ticket handler. The coordinates for the meeting point are 41.878238677978516, -87.63540649414062. Once inside, tickets are scanned, and guests are guided to their reserved table for the evening.
Being centrally located, the Skydeck is easy to access from various Chicago neighborhoods. The venue’s interior is equipped for wheelchair access, ensuring that everyone can enjoy this luxurious experience comfortably.

The limited number of tables means that each group gets to enjoy the entire space without the usual crowds. Reviewers highlight how private and peaceful the experience feels, especially because the Skydeck is usually crowded during the day. Having the Skydeck to yourself after hours offers a calmer, more personal atmosphere.
The view from the 99th or 103rd floor captures Chicago’s illuminated skyline, including popular landmarks like the Lake Michigan shoreline and the Chicago River. This stunning backdrop enhances the dining experience, making it truly memorable for any special celebration or romantic evening.
More Great Tours NearbyEnjoying Giordano’s Pizza high above the city means savoring world-famous Chicago-style deep dish pizza in an unusual setting. The 3-course meal includes appetizers, main course, and dessert, all catered by the local legend. The pizza itself is delicious and hearty, perfect for a nighttime feast with extra toppings available.
The portion sizes are generous, and a couple of guests mention that the pizza can be quite filling—so, a second slice or leftovers for later are easily managed thanks to the box service provided by the attentive server. This dinner experience pairs comfort food with breathtaking views, creating an extraordinary culinary moment.
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Guests meet at the Skydeck entrance for a smooth check-in, with security screening handled efficiently. The activity lasts approximately 2 hours, which includes dining and enjoying the views. Because the experience is wheelchair accessible, it accommodates a range of physical needs.
As tickets are non-refundable, guests are advised to check availability and confirm booking within 48 hours. The limited schedule—only on Thursday and Friday at 9:30 pm—requires planning but allows for a more exclusive and quiet experience compared to regular daytime visits.
The combination of a private VIP meal with spectacular nighttime views sets this tour apart from typical Skydeck visits. The small group size and exclusive table options provide an intimate atmosphere rarely found in standard observation deck experiences. Guests often highlight how special it feels to dine with the Chicago skyline as a backdrop.
The quality of the food from Giordano’s and the stunning vantage points make this experience highly appealing for celebrations, romantic nights, or just a memorable way to see Chicago from a new perspective. The evening timing ensures that the lights of the city dominate the scene, delivering beautiful photo opportunities and an atmosphere of tranquility.
This exclusive dining experience at the Skydeck offers a unique way to see Chicago at night while indulging in delicious deep-dish pizza. The small group size and VIP setting make it a perfect choice for romantic dates or special celebrations. The stunning views, combined with high-quality food from Giordano’s, create an experience that feels both luxurious and authentic.
While the non-refundable policy and limited availability may require some planning, the memorability of dining in such a spectacular setting justifies the effort. This experience is especially suited for those wanting a private, scenic, and delicious night out in Chicago.

Is this experience suitable for wheelchair users?
Yes, the Skydeck is wheelchair accessible, ensuring comfort for all guests.
What is included in the 3-course meal?
The meal features appetizers, a main course with Giordano’s deep-dish pizza, and dessert, all served high above the city.
How many tables are available each evening?
A maximum of 7 tables are available per night, making it a very exclusive experience.
What times is the experience available?
It runs only on Thursday and Friday evenings at 9:30 pm, and reservations should be confirmed within 48 hours.
Is the booking refundable?
No, this activity is non-refundable, so guests should plan accordingly.
How long does the experience last?
The entire experience lasts approximately 2 hours, including dining and enjoying the views.