Introduction
This review explores a one-of-a-kind dining adventure atop Chicago’s iconic Skydeck, combined with the city’s famous deep-dish pizza from Giordano’s. While we haven’t personally sat at this exclusive table, the idea of eating a classic Chicago meal with panoramic city views from 1,353 feet up sounds like a truly memorable experience.
What draws us to this experience are two standout features: the spectacular skyline vistas that only a handful of visitors get to enjoy, and the personalized VIP setting that ensures a private, relaxed atmosphere. On the flip side, it’s worth noting that the experience is limited to just seven tables per evening, meaning booking well in advance is essential if you’re eager to secure a spot.
This experience is ideally suited for couples celebrating special occasions, small groups seeking a unique view of the city, or anyone wanting an exclusive way to enjoy Chicago from above. Whether it’s a romantic date night or a festive gathering, this dinner elevates the typical Chicago dining scene—and not just because of the height.
You can check availability for your dates here:
👉 Check out our guide to the 4 Best Shopping Tours In Chicago
Contents
- Introduction
- Key Points
- An Overview of the Skydeck Experience
- The Dining Experience: Deep Dish from Giordano’s
- What Makes This Experience Special?
- Logistics and Practical Considerations
- Authenticity and Reviews
- Summing Up: Is This Worth It?
- FAQ
- The Sum Up
- Our Top Picks in Chicago
- More Dining Experiences in Chicago
- More Tickets in Chicago
- More Tour Reviews in Chicago
- Not for you? Here's more things to do in Chicago we have recnetly reviewed
Key Points
- Exclusive VIP setting with only 7 tables per evening ensures a private dining experience.
- Spectacular views of Chicago’s skyline from the 99th or 103rd floor.
- 3-course meal from Giordano’s Pizza, showcasing Chicago’s beloved deep dish.
- Flexible table options including views of the Lake Michigan, Chicago River, or the Ledge glass balcony.
- Accessible and well-organized with clear instructions for entry and security.
- Limited availability on Thursday and Friday nights at 9:30 pm, so plan ahead.
Here are more great tours and experiences we've reviewed in Chicago
An Overview of the Skydeck Experience
Imagine stepping into the Skydeck lobby, just a short walk along S. Wacker Blvd between W. Jackson and W. Adams Streets. From there, you’ll go through security – a routine but necessary step before ascending to the heights. Within the lobby, your voucher will be scanned, and you’ll be ready to ascend to the 99th or 103rd floor, depending on your reservation.
The real magic begins once you’re inside the private dining area that offers some of the most breathtaking views of Chicago. The entire setting feels like a secret club, with only 7 tables max per night, creating an intimate environment perfect for special moments.
You will choose among three table options: the Ledge table (which likely offers a view through the glass floor), a Lake Michigan table for those who want to gaze out across the water, or a Chicago River table for a view of the city’s iconic waterway. Each offers a different perspective on the city’s architecture and skyline, making it a flexible experience tailored to your interests.
The Dining Experience: Deep Dish from Giordano’s
The star of the meal is, of course, the famous Chicago-style deep dish pizza from Giordano’s. You’ll enjoy a three-course meal, which can include starters, mains, and perhaps a dessert—though the focus is clearly on the pizza.
Guests have praised the quality of the pizza, describing it as delicious and an authentic taste of Chicago. One reviewer mentioned that the server was super attentive and friendly, enhancing the experience and making it feel special. Interestingly, some guests found that the pizza was quite filling—”we could have managed with half”—but appreciated that the staff boxed it up for take-away, allowing you to enjoy it later without feeling overwhelmed.
This dinner isn’t just about the food; it’s about the overall atmosphere. Being high above the city with stunning, illuminated views is enough to make any meal memorable. Whether celebrating a milestone or just wanting a romantic, private dinner above the hustle and bustle, this setting elevates the usual dining experience.
What Makes This Experience Special?
The combination of a gourmet view and a classic Chicago meal sets this tour apart. Unlike standard Skydeck tickets, which offer quick access to the observation deck, this experience turns a sightseeing stop into an intimate, luxury event.
The timing at 9:30 pm on Thursday and Friday evenings means you’ll likely enjoy Chicago’s skyline at night, with the city lights shimmering below. This darker setting accentuates the views and adds a sense of exclusivity to your evening.
One reviewer described it as “a once-in-a-lifetime experience”—and that’s a sentiment we often hear. The chance to enjoy private dining in such a remarkable setting makes it particularly appealing for those celebrating special occasions or simply wanting to treat themselves to something unique.
More Great Tours NearbyLogistics and Practical Considerations
Getting to the Skydeck is straightforward. The entrance is located on S. Wacker Blvd, with clear directions for security screening. Once inside, your voucher will be scanned, and you’ll be guided to your table.
The experience lasts about two hours, which is enough time to enjoy your meal and soak in the views without feeling rushed. Because the number of tables is limited, reservations need to be made well in advance—especially since the window of availability is confined to Thursday and Friday nights at 9:30 pm.
The experience is wheelchair accessible, making it inclusive for all guests. It’s non-refundable, so plan accordingly.
While the actual cost isn’t specified here, the value lies in the exclusivity, the remarkable views, and the quality of the meal—an experience that turns a typical sightseeing visit into a treasured memory.
Here are more great tours and experiences we've reviewed in Chicago
Authenticity and Reviews
Guests consistently praise the stunning views and the knowledgeable staff, which helps create a relaxed and enjoyable atmosphere. Jessica from Germany called it a “unique experience” to enjoy a quiet dinner after hours, emphasizing the personalized service and the “grand evening.” Beverley from the UK appreciated having the whole place to themselves and described the views as “stunning” at night.
The positive feedback highlights that this experience is genuinely different from standard sightseeing. It’s about the feeling of exclusivity and the chance to see Chicago from a privileged vantage point.
Summing Up: Is This Worth It?
For travelers who love spectacular cityscapes and enjoy a touch of luxury, this dinner at the Skydeck offers more than just a meal—it’s a memorable event. The limited seating ensures a personalized experience, while the panoramic views make every moment feel special.
It’s a fantastic choice for romantic couples, small groups, or anyone celebrating a special occasion. The emphasis on quality, exclusivity, and authentic Chicago flavor makes it a worthwhile splurge for those looking to combine sightseeing with fine dining.
However, be mindful that availability is limited, and it’s a non-refundable booking. If you’re flexible with your schedule and eager for a unique perspective of Chicago, this experience could be the highlight of your trip.
FAQ
How do I book this experience?
You can reserve your spot through the provided platform, and booking is confirmed within 48 hours. Keep in mind, availability is limited to Thursday and Friday at 9:30 pm.
What is included in the price?
You’ll enjoy a 3-course meal from Giordano’s Pizza, along with VIP table seating on the Skydeck’s 99th or 103rd floor. Skipping the general ticket line is also part of the package.
Can I choose my table view?
Yes, you can select from three different options: the Ledge, Lake Michigan, or Chicago River views, depending on your preference.
Is the experience wheelchair accessible?
Absolutely. The venue is equipped to accommodate wheelchair users.
What if I want to stay longer or bring more people?
Since the experience is limited to 7 tables per night, space is highly restricted. It’s best to book early, as these slots fill quickly.
Is this experience suitable for children?
While not explicitly mentioned, the exclusive, quiet setting and focus on a romantic or intimate atmosphere suggest it’s best suited for adults or older children.
What should I wear?
Smart casual is appropriate. Since you’ll be dining in a somewhat formal setting, dress neatly but comfortably.
What if I need to cancel?
This activity is non-refundable, so be sure of your plans before booking.
What are the operating times?
The experience only runs on Thursdays and Fridays at 9:30 pm, making it a perfect late-evening outing.
Chicago: Skydeck Ticket and Deep Dish Pizza Dinner
“It was an amazing experience beautiful views and the staff were so friendly and made sure we had a great experience”
The Sum Up
This Skydeck experience elevates a typical sightseeing visit into a memorable dining event with sweeping views of Chicago. The sense of exclusivity, combined with authentic Chicago-style deep-dish pizza, creates a luxurious yet approachable outing that’s perfect for couples celebrating something special or small groups wanting an unforgettable night.
The spectacular vistas and attentive service make it well worth considering if you want to add a unique highlight to your Chicago trip. Keep in mind, availability is limited, so planning ahead is key. For those who love authentic, scenic, and sophisticated experiences, this dinner is a true highlight.
Ultimately, it’s a chance to enjoy Chicago from a vantage point few get to see—at once breathtaking and deliciously satisfying—making it an experience you’ll likely talk about long after your trip ends.
You can check availability for your dates here:
