Chicago: Skydeck Ticket and Deep Dish Pizza Dinner

Our review explores a one-of-a-kind opportunity to combine breathtaking city views with the comfort of a 3-course meal high above Chicago. This experience stacks up as a memorable outing whether you’re celebrating a special occasion or simply want to see Chicago from a fresh perspective. While most visitors stick to daytime visits to the Skydeck, this exclusive evening dinner offers a different angle—literally—and a chance to enjoy the city lights in a very private setting.

What makes this experience stand out? First, the chance to dine perched over 1,300 feet above the city is as close to a “dinner with a view” as you can get in Chicago. Second, the intimate setting—limited to just 7 tables per night—makes you feel like a VIP, away from the crowds. The only potential downside? With only Thursday and Friday nights available at 9:30 pm, flexibility is limited, and booking well in advance is advisable.

This experience is ideal for couples looking for a romantic night, small groups celebrating a special occasion, or anyone wanting a unique way to savor Chicago’s skyline while indulging in authentic deep-dish pizza. If you’re someone who appreciates ambiance, stunning vistas, and a bit of exclusivity, this could be just the ticket.

Key Points

• Exclusive VIP Setting: Limited to 7 tables per evening, ensuring a private experience.
• Spectacular Views: Dine on the 99th or 103rd floor, with panoramic city sights.
• Authentic Chicago Pizza: Enjoy a three-course meal featuring Giordano’s famous deep-dish pizza.
• Well-Organized & Accessible: Includes skip-the-line tickets and wheelchair access.
• Time & Availability: Offered only on Thursday and Friday nights at 9:30 pm, with a duration of about 2 hours.
• Cost & Value: While prices aren’t specified here, the combination of exclusive access and quality food suggests strong value for a special night out.

You can check availability for your dates here:

An In-Depth Look at the Experience

The Setting & Atmosphere

Imagine stepping into the Skydeck lobby on South Wacker Drive, where the buzz of daytime crowds has faded into a quieter, more intimate atmosphere. Once inside, security screening is straightforward—reflecting the high standards of safety and service you might expect. From there, you are guided to your table—either on the 99th or 103rd floor—where you’re greeted with views that stretch across the city and beyond.

The limited number of tables (just 7 per evening) means the atmosphere is exclusive and relaxed. You’re not fighting for a good view amid a crowd; instead, you’re treated as a guest of honor. Whether you choose the “Ledge,” “Lake Michigan,” or “Chicago River” table, each offers a different vibe and framing for the cityscape outside.

The Dining Experience

The meal is a carefully curated 3-course dinner featuring Giordano’s Pizza, a Chicago legend. You’ll start with a starter that could range from a simple appetizer to a salad—likely something to whet your appetite without overshadowing the main event. The star of the show, of course, is the deep-dish pizza, served as part of the main course. Think about a cheesy, chunky tomato sauce layered with hearty toppings and a buttery crust—comfort food elevated to an art form in Chicago.

For dessert, you might find options that complement the rich flavors of the pizza—perhaps a sweet treat or something lighter to finish. The fact that your server boxes up leftovers (if you can’t finish) shows a thoughtful touch, especially if you’re a pizza lover.

The Views & Ambiance

What sets this apart is the panoramic view—an unbeatable backdrop to your meal. Chicago’s skyline lights up beautifully at night, with highlights including the illuminated towers, the winding river, and the vast Lake Michigan horizon. Many reviewers have expressed delight at the opportunity to enjoy these vistas without daytime crowds interrupting the scene, creating a truly intimate experience.

People mention the stunning views in every direction, making it clear that this is a highlight worth savoring. It’s a chance to see Chicago from a perspective few get to experience—quiet, elevated, and remarkably personal.

More Great Tours Nearby

Service & Logistics

Expect attentive service that complements the exclusivity of the setting. With just a handful of tables, your server will likely be able to give personalized attention, making the experience feel even more special. Reviews praise the friendly and attentive staff, who go out of their way to accommodate requests and ensure your comfort.

Getting to the Skydeck is straightforward—located on South Wacker Drive, the entrance is easy to find, and the process inside is smooth. The activity includes skip-the-line entry, which saves you from long waits—an appreciated perk, especially during busy seasons.

Practical Details & Considerations

The experience lasts around 2 hours, making it a leisurely yet well-paced evening. Because it’s only available on Thursday and Friday at 9:30 pm, you’ll want to plan ahead—booking early is essential. The activity is wheelchair accessible, ensuring inclusivity for all guests.

Pricing isn’t specified here, but considering the exclusivity, panoramic views, and gourmet pizza, it’s likely positioned as a premium experience. Think of it as an investment in a memorable night rather than just a dinner.

Authentic Reviews & What Travelers Say

Jessica from Germany called it “a unique experience after normal hours,” noting the “superlieb” (very friendly) service and describing it as a “grand evening.” Beverley from the UK highlighted the stunning views and the fact that they had the whole place to themselves—a rare treat—plus praised the quality of the pizza, mentioning they took leftovers home.

These reviews suggest that guests find the combination of personalized service, private ambiance, and breathtaking scenery highly appealing. The limited number of tables and evening timing contribute significantly to the feeling of exclusivity and intimacy.

Why This Tour Is Worth Considering

This Skydeck dinner is a wonderful choice for those looking to combine a love of great food with a desire to see Chicago from a unique vantage point. The experience offers more than just a meal—it’s a chance to slow down, take in the skyline, and enjoy a relaxed, private setting that’s perfect for celebrating something special or just treating yourself.

While the price isn’t listed here, the emphasis on exclusivity, top-notch views, and authentic Chicago-style pizza makes it a valuable outing for travelers wanting a memorable story to tell. It’s especially appealing for couples, small groups, or anyone craving an intimate, elevated dining experience.

Final thoughts

This dinner at the Skydeck provides an unusual blend of luxury, authentic local flavor, and spectacular views. It isn’t your typical tourist activity; it’s designed for those who want to experience Chicago in a more personal, refined way. The limited availability means planning ahead, but the payoff is a night of stunning scenery and delicious food, far above the hustle of the city streets.

If you’re after a special evening that combines exclusive ambiance with authentic Chicago cuisine and a chance to see the city in a new light, this experience is well worth considering. It’s a memorable way to mark an anniversary, celebrate a milestone, or simply indulge in a different perspective of Chicago.

FAQ

Is the Skydeck Dinner experience wheelchair accessible?
Yes, the activity is wheelchair accessible, making it inclusive for guests with mobility needs.

What days of the week is this experience available?
It’s available only on Thursday and Friday evenings at 9:30 pm, so it’s best to plan accordingly.

How long does the dinner last?
The experience lasts approximately 2 hours, providing ample time to enjoy your meal and the views without feeling rushed.

Do I need to book in advance?
Yes, because only 7 tables are available per evening, booking ahead is essential to secure your spot.

What’s the meeting point?
The entrance is on South Wacker Boulevard, between W. Jackson St. and W. Adams St., where you’ll proceed to security before heading inside.

Are tickets available immediately after booking?
Once you purchase, you’ll receive a booking confirmation within 48 hours, with your tickets confirmed by the Skydeck team.

What’s included in the meal?
You’ll enjoy a 3-course meal featuring Giordano’s famous deep-dish pizza, with options for starters and desserts.

Can I take leftovers home?
Absolutely. Many guests mentioned that their server kindly boxed up leftovers, which is great if you can’t finish everything.

Is the experience suitable for children?
While not explicitly stated, the intimate and adult-oriented nature suggests it’s best suited for couples and adults. Check with the provider for family-friendly options.

What is the price of this experience?
Pricing isn’t specified here, but given the exclusivity and quality, it’s likely a premium experience. It’s best to check directly with the activity provider for details.

This Skydeck dinner combines the thrill of elevated views with the comfort of a private meal, all in the heart of Chicago. Whether you’re celebrating or simply seeking a different way to experience the city, it offers a memorable night that’s both scenic and flavorful.

You can check availability for your dates here: More Great Tours Nearby