
Chicago/Skydeck Chicago Top Hotel Picks
Select your travel dates to find the best prices and availability

Select your travel dates to find the best prices and availability
Step onto the Willis Tower Skydeck and feel the city unfold beneath you—skyscrapers rising like steel giants, Lake Michigan shimmering like a mirror, and the entire urban landscape stretching out in a breathtaking panorama. Don’t miss the glass floor experience: walk above the clouds and let your heart race as you hover over downtown Chicago. It’s not just a view—it’s a moment to remember.

Nestled in the heart of Chicago's Magnificent Mile, this luxurious hotel seamlessly blends historic charm with modern elegance. Housed in the former Medinah Athletic Club from 1929, every detail exudes sophistication. Sip fine wines at ENO, unwind by the gold-leaf walls, or take a dip in the legendary pool once used by actor Johnny Weissmuller. The surrounding area is equally captivating, with Navy Pier, Shedd Aquarium, and Oak Street Beach just minutes away. Whether for business meetings or romantic weddings, this hotel offers everything you need for an unforgettable stay.






Everything you need to know about Skydeck Chicago
Marriott Chicago Downtown is the top choice near the Willis Tower Skydeck, located just a 3-minute walk away. Its floor-to-ceiling windows offer stunning views of the Chicago skyline and Lake Michigan, with select rooms providing unobstructed sightlines to the Skydeck's glass floor. The hotel also features The 10th Rooftop Bar, an ideal spot for evening cocktails with panoramic city views, including the illuminated Willis Tower at night. Conveniently situated near the Blue Line subway station, it ensures seamless access to the Skydeck and downtown attractions. Premium concierge services assist with ticket bookings and guided tours, making it perfect for travelers seeking both luxury and convenience.
From the Willis Tower Skydeck, access to other key attractions is effortless via Chicago’s public transit system. A 10-minute walk leads to Michigan Avenue, home to the Art Institute of Chicago and upscale shopping districts. Take the Blue Line train for just 5 stops to Millennium Park, where you can see the iconic Cloud Gate sculpture and Chicago Symphony Hall. For lakeside views, hop on Bus Route 7 or walk 15 minutes to Lakefront Trail, offering scenic paths and sunset vistas along Lake Michigan. Additionally, Chicago Trolley & Double Decker buses stop nearby, providing multilingual guided tours that cover the city’s architectural highlights and historical landmarks. The interconnected network ensures flexible, efficient travel across Chicago’s cultural and entertainment hubs.
Beyond the iconic glass-floor Skydeck experience at 1,353 feet, the area offers several one-of-a-kind adventures. Try the Night Skydeck Tour, where the city lights come alive under darkness, paired with insightful narration on Chicago’s urban evolution. Explore The Magnificent Mile Skywalk, an elevated pedestrian bridge linking luxury boutiques and restaurants, allowing aerial strolls with panoramic views. Photography enthusiasts can join Chicago Skyline Photography Workshops, led by pros who guide optimal angles and lighting for breathtaking shots. For tech lovers, the Top-Deck Drone Experience lets you remotely pilot drones to capture dynamic cityscapes from unique vantage points. These immersive activities blend innovation, art, and natural light to deliver unforgettable aerial journeys over Chicago.
Marriott Chicago Downtown is a top choice just a 5-minute walk from the Willis Tower Skydeck, offering breathtaking city skyline views and premium amenities. Its central location provides easy access to the Chicago Riverwalk and public transit. Alternatively, InterContinental Chicago features a 360-degree observation deck on its upper floors, ideal for panoramic views of Lake Michigan and downtown. Both hotels provide excellent service, modern rooms, and seamless connectivity via the CTA Blue Line, making them perfect for travelers seeking comfort and convenience after visiting the iconic Skydeck.
Take the CTA Blue Line subway to either Cloud Gate Station or Stevens Square Station, then walk about 8 minutes to Willis Tower at 233 South Wacker Drive. This route offers scenic views along the Chicago River and avoids traffic. Alternatively, use ride-sharing apps like Uber or Lyft with the destination set to Willis Tower—ideal for late arrivals but watch for peak-hour congestion. The Skydeck operates daily from 9 AM to 9 PM; HopeGoo tickets online in advance helps skip long lines and ensures entry during your preferred time slot.
Beyond the 360-degree glass viewing platform, the Skydeck Chicago’s Edge Experience lets visitors stand on a transparent floor suspended 1,353 feet above ground, delivering an exhilarating sensation of floating mid-air. Night visits are especially stunning, with dazzling city lights and reflections across Lake Michigan. Special events like Sunset Tours and Photography Guided Walks provide expert commentary and tips for capturing the perfect shot. The Skydeck also features interactive exhibits and a souvenir shop, blending awe-inspiring views with educational and memorable moments—making it a must-visit for both first-time visitors and seasoned explorers.
The Willis Tower Skydeck is open daily from 9:00 AM to 9:00 PM, with last admission at 8:00 PM. Hours may be extended during summer and holidays—check the official website for updates. To avoid long lines, purchase tickets online in advance and select your preferred time slot, saving up to 30 minutes. On-site ticket counters often have queues, especially in the afternoon and evening. The Skydeck offers wheelchair access and multilingual audio guides, ensuring a safe, inclusive experience for all visitors regardless of mobility or language preference.
Marriott Chicago Downtown is ideal, located steps from Willis Tower and Cloud Gate, featuring modern rooms with views of Lake Michigan and the skyline. It offers free Wi-Fi, a fitness center, and a full breakfast buffet. Another standout is the Hilton Chicago Millennium, just a 10-minute walk away, with a rooftop bar on its upper level providing panoramic views of the city at night. Both hotels are near the CTA Blue Line, offering seamless transit access, and cater to travelers who want comfort, style, and proximity to major attractions—perfect for a well-rounded Chicago visit.
See what other travelers say about Skydeck Chicago

Staying at the InterContinental Chicago Magnificent Mile was an absolute delight from start to finish. The location is unbeatable—right on the Magnificent Mile, with easy access to shopping, dining, and attractions. I loved how stylish and modern the hotel feels, from the elegant lobby to the well-designed rooms. My room was spotless, spacious, and perfectly equipped with everything I needed—comfortable bed, excellent lighting, high-speed Wi-Fi, and a bathroom that felt like a spa. The staff went above and beyond with their friendly and professional service; they remembered my name and even offered local tips that made my trip more enjoyable. Breakfast was a highlight—fresh, delicious, and varied, with standout items like the house-made pastries and locally sourced eggs. The attention to detail in cleanliness, safety, and overall guest experience truly sets this hotel apart. If you're visiting Chicago, this is the place to stay. A perfect blend of luxury, convenience, and warmth.

The ground-floor restaurant makes dining effortless—no need to leave the hotel even if you don’t want to eat in-house. The room was spacious and incredibly comfortable, making the stay truly enjoyable. With easy access to downtown via public transit, it’s a perfect choice for travelers who value convenience and quality. I’d definitely book again.

Arrived late at night only to be told there was no room available despite having booked two months in advance. The manager mentioned they tried contacting me during the day, but I never received any call. After some back-and-forth, I was offered a single-bed room instead of the twin-bed one I originally reserved — not ideal, especially after such a long wait. However, after discussing with the platform, I was able to get the first night’s stay waived as compensation. Overall, the hotel’s location is excellent — right in the heart of Magnificent Mile, walking distance to shopping, dining, and attractions. The lounge on the 15th floor is a nice spot to unwind with drinks or a light meal. The room itself is spacious, the bed is comfortable, and the bathtub makes for a relaxing end to the day. Despite the initial check-in hiccup, the staff were polite and responsive. It’s a solid choice if you’re looking for convenience and a good base in downtown Chicago.

I’ve stayed here multiple times and always impressed by the consistent room cleaning service—daily, on time, and with excellent standards. In a country where hotel cleanliness can be hit or miss, this level of reliability is truly rare and appreciated. The breakfast is a classic American-style spread: solid choices, warm coffee, fresh fruit, and good pastries. It’s not fancy, but it’s satisfying and fills you up for the day. Located just steps from the subway, getting around downtown Chicago is super convenient. I’d definitely recommend this hotel for business travelers or anyone visiting the West Loop area who values consistency, comfort, and easy access to transit.

Staying at Voco Chicago Downtown - Riverwalk by IHG was an absolute delight. The room was spacious and well-designed, offering plenty of comfort and a great sense of openness. Breakfast was fantastic—fresh, delicious, and with a wide variety of options to choose from. Best part? The hotel is just steps away from the iconic Riverwalk. I spent a few relaxing evenings walking along the riverfront, enjoying the city lights and lively atmosphere. The location is unbeatable, and the overall experience was top-notch. From the thoughtful touches in the room to the friendly staff, every detail made me feel welcome. If you're visiting downtown Chicago, this hotel is a must-try for both convenience and charm.

I absolutely loved my stay at Holiday Inn & Suites Chicago-Downtown! The location is unbeatable—just a short walk from downtown attractions and easily accessible via public transit. The hotel itself was clean, well-maintained, and felt modern throughout. What really stood out was the front desk staff—they were incredibly friendly, helpful, and made me feel welcome from the moment I arrived. Their warm hospitality truly made a difference. Plus, the price was super affordable for the quality and convenience offered. I’d definitely book here again if I’m back in Chicago. Highly recommend!

I can't recommend this Holiday Inn Express Chicago - Magnificent Mile enough. The location is unbeatable—right across from Trader Joe's, so grocery shopping is a breeze. It's just a 7-8 minute walk to Trump Tower, and less than 20 minutes to Millennium Park. From there, it's only a few more minutes to the shores of Lake Michigan—perfect for a relaxing evening stroll. The front desk staff were incredibly friendly and helpful. We arrived at 10 AM, and even though check-in wasn't available yet, they gladly stored our luggage at no extra cost. When we returned around 2:30 PM, we were told to wait about 25 minutes. But instead of leaving us waiting in limbo, the staff actually came to check on us—and discovered a room was already ready! They apologized and made sure we were taken care of right away. While the amenities aren't flashy, the rooms are clean, comfortable, and well-maintained. For the price and convenience, this place offers outstanding value. I’ll definitely be back if I ever visit Chicago again.

My stay at Ruby Room Hotel was absolutely delightful. The room was incredibly comfortable and quiet, making it the perfect retreat after a day of exploring Chicago. It's perfectly located just steps away from a wide variety of dining options—great for breakfast, dinner, or late-night snacks. I loved how convenient everything was, and the staff were friendly and helpful. This place truly makes your visit to Chicago feel seamless and enjoyable. I’d definitely come back.

The location couldn't be better—just a short walk from the Chicago River and surrounded by great dining, shopping, and attractions. From the moment I checked in, the staff went above and beyond with their friendly and professional service. The room was clean, spacious, and incredibly comfortable, with a perfect bed that made for a restful night's sleep. I especially appreciated the delicious breakfast options—fresh, varied, and well-prepared. Every detail felt thoughtfully designed to enhance the stay. This hotel truly delivers on every level, and I’d definitely return without hesitation.

This is our second time staying at Eurostars Magnificent Mile, and we’re already planning our next visit! The location is unbeatable—right in the heart of downtown Chicago, with endless shops, restaurants, tourist spots, supermarkets, and bars just steps away. We absolutely love the on-site sauna—it’s perfect for unwinding after a long day of exploring. The room is spacious, clean, and well-appointed, making it feel like a home away from home. The staff go above and beyond with their friendly, genuine hospitality. This hotel feels like a hidden gem, and it’s now our go-to choice whenever we come to Chicago. Don’t miss the downstairs restaurant, River North Bistro—especially during happy hour! The food and drinks are fantastic, and the vibe is lively yet relaxed. Highly recommend this place for both business and leisure travelers.

Staying at Wicker Park Inn was such a refreshing change from the usual hotel experience. From the moment I arrived, the staff went above and beyond—friendly, professional, and genuinely helpful with local tips and recommendations. The room itself was beautifully decorated, clean, and incredibly comfortable, with a cozy bed that made for a restful night’s sleep. I especially loved the thoughtful amenities: high-quality linens, a well-stocked mini-fridge, complimentary coffee, and modern bathroom fixtures. It felt more like a stylish boutique stay than a standard hotel. Located in the heart of Wicker Park, it’s perfectly positioned for exploring Chicago’s vibrant neighborhoods—great cafes, shops, and nightlife are just steps away. I’d absolutely book again and highly recommend this gem to anyone visiting the city.

Staying at Chinatown Hotel Chicago was an absolute delight! The room features floor-to-ceiling windows that flood the space with natural light—every morning felt like a fresh start. What stood out most was the excellent air circulation; even on warmer days, the room stayed refreshingly cool without relying heavily on the AC. The location is unbeatable—just a short walk from downtown and surrounded by great local eateries, making it perfect for exploring the vibrant neighborhood. Clean, well-designed rooms with thoughtful touches make this hotel a hidden gem in Chicago. If you're looking for comfort, convenience, and a true local vibe, this place is a must-try.
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